Rich and Remote with Alex and Karla Booth

How to Raise Entrepreneurial Kids

Alex and Karla Booth — Mon, 25 May 2026 12:31:26 +0000

Mother’s Day, Father’s Day, family, freedom, business, and childhood all collided into one deeply personal conversation on Rich and Remote.

In this episode, Karla reflects on the childhood experiences, parenting dynamics, and life lessons that quietly shaped her entrepreneurial mindset long before business was ever part of the conversation.

This is not parenting advice from a parenting expert. It is insight from the perspective of an entrepreneurial child looking back and recognizing what actually mattered.

The episode explores independence, responsibility, curiosity, trust, resilience, freedom, and why some environments naturally create entrepreneurial thinking while others unintentionally suppress it.

For founders building families alongside businesses, this conversation will probably hit closer to home than expected.

In this episode:

The childhood traits that often lead to entrepreneurship later in life
Why independence matters more than perfection
The role of trust, responsibility, and freedom in confidence-building
How entrepreneurial thinking develops early
Why some kids naturally become problem-solvers
The difference between obedience and ownership
Parenting lessons founders rarely talk about
How environment shapes ambition and self-belief
The connection between entrepreneurship and identity
Reflections on family, freedom, and intentional living

Connect with Karla

Instagram: @karlastefan

Explore more from Rich and Remote

Website: https://richandremote.com/

Learn more about Yap Socials

Website: https://yapsocials.com

Produced by

Proximity Outsourcing

Scaling Agencies from 0 to $1M to Exit with John Doherty

Alex and Karla Booth — Mon, 18 May 2026 13:00:00 +0000

Most agency founders think scaling means more clients, more hires, and more revenue.

John Doherty thinks that mindset is exactly why so many agency owners burn out.

In this episode of Rich and Remote, we unpack what actually makes an agency valuable, profitable, sustainable, and eventually sellable.

The conversation dives into founder bottlenecks, operational chaos, delegation, profitability, remote teams, agency valuation, and why some smaller agencies quietly outperform larger competitors.

If you run an agency, consultancy, service business, or remote company, this episode will probably challenge a few assumptions.

In this episode:

What makes an agency truly sellable
Why bigger revenue can create bigger problems
Founder bottlenecks that quietly cap growth
Delegation and systems for sustainable scaling
Agency valuation and exit strategy thinking
Why profitability matters more than vanity metrics
Building a business that does not fully depend on you
How remote teams change agency economics
The operational shifts founders avoid for too long
How John’s agency valuation calculator helps founders better understand what their business is actually worth

Resources:

John Doherty’s Agency Valuation Calculator — a practical tool for agency owners who want a clearer picture of what drives agency value, profitability, and long-term exit potential. Access it here: https://www.johnfdoherty.com/agency-valuation-calculator
RichandRemote.com
GetCSM
Huckleberry Consulting
Proximity Outsourcing

Follow John Doherty:

LinkedIn Profile: https://linkedin.com/in/johnfdoherty
Website: https://www.johnfdoherty.com/

Follow Alex and Karla:
Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM
Karla Singson: Instagram: @karlastefan | Facebook: Karla Singson | LinkedIn: Karla Singson

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a mes...

Chapters

(00:00:00) - Rich and Remote: The Entrepreneur's Life
(00:00:56) - Summer Business Coach
(00:02:15) - Vancouver Has More Sunshine Than Denver
(00:03:29) - What separates the agencies from the 'Glorified Freelancing
(00:05:59) - WSJD Live: What Made a Client Last?
(00:06:59) - How To Never Lose A Customer Again
(00:10:00) - Setting Boundaries For Your Clients
(00:13:25) - Expecting an Exit: The Biggest MISTAKE
(00:16:17) - Never feel so broke on your first million-dollar investment
(00:18:22) - Ideas for Starting a New Business
(00:21:00) - What would be a prompt for me to remember or people for us
(00:25:27) - The Importance of a 4-Hour Workweek
(00:27:25) - What is the First HIRING?
(00:30:12) - How to Hire a Team of Editors
(00:31:31) - Hiring Process: Buy Back Your Time
(00:36:01) - What Are the BigBans to Selling an Agency?
(00:40:01) - When I sold, I didn't tell anyone
(00:40:42) - How to Negotiate an Exit
(00:43:40) - EXCLUSIVE: Selling Your Business
(00:45:49) - The Secret to Admitting a Deal Is Close
(00:47:10) - What Do They Focus On In Their Valuation?
(00:50:52) - John FitzGaffherty's Agency Valuation Calculator
(00:53:49) - Richard Remote on How to Sell Your Business for More Money
(00:57:06) - Expert Advice for New Agency Owners
(01:00:26) - Rich & Remote: How to Connect With John Doherty

Customer-First Affiliate Programs: How to Turn Happy Clients into Referral Engines

Alex and Karla Booth — Mon, 11 May 2026 13:00:00 +0000

We just got back from volunteering at LIV Golf Mexico City and somehow turned exhaustion, golf, customer success, and referrals into one of the most practical business conversations we’ve had on Rich and Remote.

From burnout prevention to sustainable business growth, this episode dives into the relationship-first systems behind referrals that actually last.

The conversation explores why referrals still outperform most acquisition channels, what separates thriving affiliate programs from the ones that quietly die off, and why customer experience matters more than most founders realize.

We also break down the timing behind referral asks, the psychology of trust, how to stay top-of-mind without becoming annoying, and the subtle mistakes businesses make when trying to “activate” their customer base.

There’s also a deeper look into customer journeys, onboarding, “time to first value,” and how strong relationships quietly compound into long-term growth.

For founders, agencies, SaaS companies, coaches, and remote teams, this episode is packed with practical insights on building referral systems that feel human instead of transactional.

In this episode:

Why referrals convert better than cold traffic
How customer success drives long-term growth
The psychology behind high-performing affiliate programs
“Time to first value” and why it matters
The biggest mistakes businesses make with referrals
How to ask without sounding pushy or awkward
Why relationship quality matters more than commissions
How to remove friction from your referral process
Creative gifting and customer delight strategies
Building sustainable referral systems for remote businesses

Resources:

Free Audit at Huckleberry Consulting

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - How to Deliver the Message of an Affiliate Program
(00:01:27) - Rich and Remote: Alex Booth
(00:01:46) - Volunteering at Live Golf
(00:06:12) - How to Get Referrals to Your Business
(00:07:46) - How to Build an Affiliate Program?
(00:09:44) - The Right Time to Refer Your Customers
(00:15:03) - How to Get Value Out of Referrals and Reviews
(00:17:01) - "Our Goal is to Make the Client Look Like a Rock Star
(00:20:05) - The 3 Biggest Mistakes Companies Make When Trying to Activate Their
(00:25:56) - How to Design a Customer Journey that leads to Referrals
(00:31:30) - How to Plant the Seed of Referrals
(00:33:21) - What Makes an Affiliate Program Sustainable?
(00:38:14) - Referral vs Cold Outreach: How Do They Compare?
(00:39:14) - Free Software Audit
(00:40:44) - 5 Tactical Ways to Make Your Affiliate Program Sustainable
(00:45:45) - Rich & Remote: The Quest for Financial Freedom

5 Unconventional Sales Tactics that Got Us To $1M in One Year

Alex and Karla Booth — Mon, 04 May 2026 13:00:00 +0000

When we rebuilt the business, we made one thing non-negotiable.

We always had sales calls on the calendar.

No fancy funnels.
No ad spend.
Just real conversations, every week.

And somewhere between hundreds of calls, awkward silences, and saying no to the wrong clients… things started to click.

This episode breaks down the five sales habits that actually moved the needle.
Not the loud ones. Not the pushy ones.

The ones that feel almost too simple to work.

Like knowing when to stop talking.
Or being okay telling someone you’re not the right fit.
Or preparing so well that the call feels like you’re talking to a friend, not pitching a stranger.

This is how we closed clients early.
This is how we built momentum without ads.
And this is still how we sell today.

In this episode:

Why being “too eager” quietly kills deals
The power of silence and why most people ruin it
How preparation changes your entire energy on a call
The simplest way to handle objections without sounding defensive
Why honesty closes more deals than persuasion

Connect with Karla

Instagram: @karlastefan

Explore more from Rich and Remote

Website: https://richandremote.com/

Learn more about Yap Socials

Website: https://yapsocials.com

Produced by

Proximity Outsourcing

Chapters

(00:00:00) - Rich and Remote: Do Not Fill the Silence
(00:01:04) - 5 Unorthodox Sales Tactics That Help Me Make Million in Sales
(00:05:20) - How to Lead With Engagement and Not Over-Exertion
(00:07:56) - Tip #3
(00:12:50) - 4 tips on how to prepare for a sales call
(00:19:52) - Rich & Remote: Where Freedom Is a Dream

Bali Remote Life – Is It Really the Dream?

Alex and Karla Booth — Mon, 27 Apr 2026 13:00:00 +0000

Bali gets talked about like it’s the ultimate remote work destination.

Cheap. Beautiful. Full of entrepreneurs.

But there’s a side to it that most people don’t think about until they’re already there.

In this episode of Rich and Remote, we break down the reality behind the hype.

Not just what makes Bali attractive…
But what actually makes it work or not work depending on who you are and how you earn.

This isn’t a “Bali is good” or “Bali is bad” conversation.

It’s a reality check.

In this episode, we talk about:

• Why Bali became the poster child for remote work
• The hidden trade-offs most people ignore before moving
• The real challenge of time zones and productivity
• Who actually thrives in Bali (and who struggles)
• Why chasing lifestyle too early can backfire
• What to think about before making the move

If Bali is on your list, or already on your mind, this will give you a clearer perspective before you commit.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Follow Alex:
Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM
Big thanks to our sponsors Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

Explore more from Rich and Remote

Website: https://richandremote.com/

Dealing with the Hustle and Redefining Your Rich Life with Townsend Wardlaw

Alex and Karla Booth — Mon, 20 Apr 2026 13:46:00 +0000

What if the thing keeping your business stuck… is you?

In this episode of Rich and Remote with Alex and Karla Booth, Alex and Karla sit down with Townsend Wardlaw for a conversation about Founder identity, success, freedom, and the hidden mindset patterns that can quietly turn a growing business into a prison.

Townsend shares why so many high performers hit the same wall, why more strategy isn’t always the answer, and what actually needs to shift when you want to grow without losing yourself in the process.

This one is for Founders, entrepreneurs, and ambitious people who know they’re capable of more but are starting to wonder if “working harder” is really the move.

In this episode:

Why entrepreneurs often confuse freedom with achievement
The hidden identity patterns that keep Founders overworking
What it really means to move from Founder-powered to company-powered
Why transformation goes deeper than habits, systems, or discipline
The mindset shift that can change how you scale, lead, and live
Why some coaches will get left behind in the AI era

There’s a lot in this one especially if you’ve ever felt like your business depends too much on you, or like success has come with a heavier cost than expected.

Connect with Townsend Wardlaw

Website: https://www.townsendwardlaw.com/
Substack: https://coachofbeing.substack.com/
LinkedIn: https://www.linkedin.com/in/townsendwardlaw
Instagram: https://www.instagram.com/townsendwardlaw/
Facebook: https://www.facebook.com/townsendwardlaw/

Explore more from Rich and Remote

Website: https://richandremote.com/

Chapters

(00:00:00) - Rich and Remote: The Quest for Freedom
(00:01:18) - Rich and Remote: Alex On The Podcast
(00:02:05) - Townsend Wardlaw
(00:04:59) - What's Your Favorite Book to Read?
(00:07:00) - Are You Lonesome at the Top?
(00:11:42) - How to Coach Entrepreneurs to Decouple Their Identity
(00:13:06) - Can You Change Your Identity?
(00:17:19) - Self-Help and Identity Change
(00:20:16) - Common characteristics of high-performers
(00:24:46) - The Power of Not Being Enough
(00:27:48) - How To Realize You're Deserving
(00:31:40) - Seems Like You're More Deserving Than You Are
(00:34:31) - The 3am Voice that Tells High-Achievers They
(00:39:25) - What Will Coaches Do In the Future?
(00:43:11) - How to Help a Startup Grow and Sell its Company
(00:49:05) - How Can I Find A Workmate?
(00:50:02) - Rich and Remote: Talking To Townsend
(00:50:48) - Rich & Remote: The Quest for Financial Freedom

More Cringe, More Money

Alex and Karla Booth — Mon, 13 Apr 2026 14:15:00 +0000

What if being a little more cringe is actually good for business?

In this solo episode of Rich and Remote with Alex and Karla Booth, Karla talks about why visibility matters more than polish, why being too “normal” online can make you invisible, and how bold self-expression can open doors in business.

If you’ve been holding back online because you don’t want to look awkward, annoying, or too much, this episode is your reminder that playing it safe might actually be costing you.

In this episode:

Why “cringe” can actually be a business advantage
The difference between being polished and being memorable
How personal branding turns attention into opportunity
What kind of visibility actually leads to sales
Why some entrepreneurs don’t have a monetization problem; they have an invisibility problem
How to stand out online without pretending to be someone you’re not

This one’s for the business owner, creator, or entrepreneur who knows they have something valuable to say but needs a little more courage to actually say it.

Connect with Karla

Instagram: @karlastefan

Explore more from Rich and Remote

Website: https://richandremote.com/

Learn more about Yap Socials

Website: https://yapsocials.com

Produced by: Proximity Outsourcing

Chapters

(00:00:00) - Being Different in an Online World
(00:01:47) - Being Cringe is a Business Strategy
(00:11:22) - Crazy Non Linear Careers
(00:22:19) - What is the CRASHER threshold?
(00:25:20) - How to Connect all Your Eyes to Money on Social Media
(00:32:28) - How to Gain More Visibility for Your Business
(00:34:40) - Philippines Online Business Coach: Playing Small Is Expensive

The Strange Reality of Entrepreneurship: When Friends and Family Go Quiet

Alex and Karla Booth — Mon, 23 Mar 2026 22:30:18 +0000

We didn’t expect this part of building a business.

You start something.
You’re excited.
You tell the people closest to you.

And then… it gets quiet.

In this episode of Rich and Remote, we talk about a side of entrepreneurship that rarely gets said out loud.

The lack of support.
The silence.
The shift in how people respond to you once you step outside the usual path.

This isn’t about blaming anyone.

It’s about understanding what’s really happening and how to keep going when the validation you thought you’d have… isn’t there.

In this conversation, we talk about:

Why support from friends and family feels different once you start a business
The subtle ways people pull back and why it happens
How this affects your mindset as a founder
Where real support actually comes from
What to focus on when no one is clapping for you

If you’ve ever felt like you’re building something on your own, this episode will hit closer than you expect.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - Rich and Remote: The Challenges of Starting a Business
(00:03:50) - No One Can Save You
(00:08:49) - Starting a Business With No Support
(00:11:21) - "Don't Ask for a Discount"
(00:13:32) - Why Don't My Friends Support My Business?
(00:18:36) - How to Keep Going When Nothing's Working
(00:20:24) - The Secret to Being Happy With Your Money
(00:22:18) - How to Keep Going When No One's Clapping for You
(00:25:22) - Do Friends and Family Follow Your Business Pages?
(00:26:43) - The Secret to Support Your Business
(00:30:12) - How to Support an Entrepreneur
(00:34:40) - How to Ask for Money on Your Birthday
(00:37:24) - How to Gain the Support of Your Friends & Family

What Actually Took Us to Seven Figures in a Year with No Ads

Alex and Karla Booth — Mon, 16 Mar 2026 16:57:13 +0000

I’ve been asked this question more times than I can count.

How did Proximity Outsourcing reach seven figures without running ads?

In this episode of Rich and Remote, I finally break down the behind-the-scenes habits and decisions that made the biggest difference when I restarted the company from scratch.

When I relaunched the business, I had a rare opportunity. I could rebuild everything. The culture, the sales process, the marketing, and the kind of team I wanted to lead.

There were no paid ads driving growth.

Instead, it came down to a handful of simple principles that compound when you practice them consistently. Some of them are tactical. Some of them are about leadership. And some of them completely changed how I think about building a company.

In this conversation, I share the lessons that helped me grow faster than I expected and the mistakes that forced me to level up as a founder.

In this episode, we talk about:

Why visibility matters more than most founders realize
The type of proof that quietly closes deals
Why founders must stay close to sales conversations
The hidden power of retention and referrals
What makes people remember your company
The leadership shift required to scale beyond yourself

If you’re building an online business or managing a remote team, this episode will give you a rare look at what actually moves the needle behind the scenes.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - Rich & Remote: Starting a Business on Your Own
(00:01:27) - How to get your company to 7 figures in a year without ads
(00:06:49) - Tip #4
(00:11:12) - Six Things to Make Yourself More Memorable
(00:16:50) - Tip #7: Making Every Connection Count
(00:19:16) - Tip #8
(00:21:47) - 8 Rules for Hiring Smart People
(00:26:22) - Rich & Remote: The Quest for Financial Freedom

How to Build a Viral Personal Brand Without Losing Yourself

Alex and Karla Booth — Mon, 09 Mar 2026 11:00:00 +0000

A lot of Founders don’t lose themselves in relationships or bad jobs.

They lose themselves in their brand.

The internet rewards exaggeration. Algorithms reward performance. Virality rewards being loud, contrarian, and constantly visible. And somewhere in the middle of trying to grow, many Founder slowly become a hollow character.

In this episode of Rich & Remote, I unpack a question I get asked often by people who follow my content and eventually meet me in real life:

How do you build a viral personal brand without losing your identity?

This conversation is about how to scale visibility while staying rooted in who you really are.

In this episode, we talk about:

The difference between performing online and expressing something true
How to deal with the dopamine loop that comes from likes, impressions, and validation
Why founders sometimes start becoming characters inside their own brand
How to use algorithms strategically without becoming a slave to trends
A story about my super viral Presidential campaign

After years of building a personal brand that drives millions of impressions and helped grow a seven-figure company without ads, I’ve learned that attention is powerful but it can also be dangerous if you’re not grounded.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - What's So Dangerous About Going Viral
(00:00:39) - Rich and Remote: The Life of Creators
(00:01:30) - How to Build a Viral Personal Brand without becoming a 'brand
(00:04:02) - Social Media: Authenticity vs Performance
(00:07:33) - Dopamine Hits of Validation
(00:15:43) - How to grow your social media accounts effectively
(00:16:29) - Social Media Strategy: Truth, Hook and Optimization
(00:20:11) - 3 Things That You Will Never Exploit
(00:27:15) - What is the Cost of Going Viral
(00:34:58) - Rich & Remote: How to Live a Rich Remote Life

The Lowdown on Entrepreneur Coliving with Cat Gong

Alex and Karla Booth — Tue, 17 Feb 2026 14:42:00 +0000

In this episode of Rich & Remote, Karla is joined by Cat Gong, a tech consultant turned community curator who is building something special in Cape Town, South Africa.

Cat shares how her own remote work journey led her from Hawaii to Europe and eventually to launching Tempo Coliving, a curated living experience designed for location independent entrepreneurs and professionals. What started as a pandemic shift toward remote freedom turned into a deeper realization about community, connection, and intentional living.

They talk about why Cape Town is quietly becoming one of the most compelling destinations for digital nomads. Mountains meet the ocean. Surf in the morning. Work in the afternoon. Sunset dinners at night. All within twenty minutes of each other.

But this conversation goes deeper than scenery.

Cat explains why coliving is not a hostel and not just shared rent. It is curated chemistry. It is living with people who are building, exploring, and choosing freedom in real time. It is about who you become when you step outside autopilot and into community.

They unpack:

• What makes coliving different from roommates or short term rentals
• How curated communities create unexpected relationships
• Why Cape Town offers both lifestyle and leverage
• The honest downsides of shared living and social burnout
• How intentional community accelerates growth

They also talk about spontaneity, shared dinners, sunrise hikes, no phone focus sessions, and the magic that happens when ambitious people live under one roof.

If you have ever wondered what it would feel like to work remotely in one of the most beautiful cities in the world while living alongside other founders, creatives, and operators, this episode gives you the full picture.

There is currently one final room available at Tempo Coliving in Cape Town.

If this lifestyle speaks to you, visit:

tempocoliving.com

Apply, get on a call, and see if it is the right fit. If the current cohort is full, join the waitlist for the next chapter.

This might be the season you vote with your feet.

If you are building a remote business and want your money to support your life instead of quietly controlling it, this episode will help you rethink your relationship with spending, success, and self trust.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - Rich & Remote: Cape Town
(00:01:31) - Rich and Remote: Kath Katherine Gong on Co-Living
(00:02:31) - Honoring Royce
(00:02:54) - Why Cape Town?
(00:04:20) - What is the Co-Living?
(00:10:10) - Co-Living: The Different Types
(00:12:56) - Who is the Co-Living Experience for?
(00:16:58) - How a Co-Living house is planned and operated
(00:21:19) - Co-Living and the Community Hub
(00:24:34) - What is a Co-Living setup?
(00:26:56) - Co-Living: At Tempo
(00:30:11) - Crazy Stories From Co-Living
(00:35:11) - What Would You Do For Your Couple?
(00:35:49) - What's The Downside Of Co-Living?
(00:42:49) - Davao vs Siargao
(00:44:41) - Temple Co-Living: Looking for a Nomad Room
(00:47:21) - Cape Town
(00:49:16) - Rich & Remote: The Quest for Financial Freedom

Mindful Spending and the Quiet Power of Financial Control

Alex and Karla Booth — Tue, 06 Jan 2026 02:00:00 +0000

In this episode of Rich & Remote, Karla Singson shares a personal and honest reflection on money, self control, and the hidden link between spending habits and freedom. She opens up about how moving homes forced her to confront years of impulse buying, emotional spending, and the quiet stress that often follows financial success.

Karla walks through her shift toward mindful spending and how learning to pause before purchasing became a powerful tool for reclaiming control. What started as a practical experiment turned into a mindset shift that reduced anxiety, sharpened focus, and created space for what truly matters.

Throughout the episode, Karla connects money decisions to the larger Rich & Remote lifestyle. When spending becomes intentional, businesses feel lighter to run, personal choices become clearer, and freedom stops feeling like a moving target. This conversation reframes financial discipline not as deprivation, but as self respect and long term leverage.

In this episode, you’ll learn:

Why saying no to unnecessary spending builds confidence and clarity
How impulse buying creates hidden mental and emotional costs
The link between mindful spending and reduced stress
Why financial control leads to better decision making in business and life
How intentional money habits support time freedom and peace
Why real wealth is about choice, not consumption

Karla also shares real life examples of emotional spending, social media influence, and the internal dialogue many founders experience once they reach a certain income level. Her reflections offer a grounded reminder that freedom is not about how much you earn, but how consciously you choose.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - Rich and Remote: The Life You Deserve
(00:00:56) - Top Hires: AI, Automations
(00:04:17) - Punishment for Overspending
(00:06:58) - 5 Changes I've Experienced Since I Started To Mindful Spending
(00:13:02) - Benefits of Mindful Spending for Business Owners
(00:17:09) - Remote Professional Jobs
(00:19:19) - Benefits of Spending Mindfully
(00:22:22) - Benefits of Shifting to Mindful Spending
(00:25:41) - Rich & Remote: Where Freedom Is a Dream

Building Businesses Customers Never Want to Leave with Alex and Karla Booth

Alex and Karla Booth — Mon, 29 Dec 2025 14:00:00 +0000

In this episode of Rich & Remote, Karla Singson sits down with Alex Booth to talk about one of the most overlooked drivers of freedom in business: customer experience.

They explore why the businesses that feel easiest to run are often the ones that invest deeply in retention, loyalty, and genuine care for their customers. Instead of chasing constant growth, these companies focus on creating experiences that make people stay, refer, and advocate.

Alex shares real-world stories from his work in customer success, highlighting how small, intentional moments can create massive long-term impact. From simple gestures to well-designed systems, this conversation shows how customer experience becomes a leverage point for founders who want stability, predictability, and more control over their time.

Karla connects the dots between customer delight and the Rich & Remote lifestyle. When customers stay longer and trust you more, businesses become calmer to operate, teams become easier to manage, and founders gain the space to design their work and life with intention.

In this episode, you’ll learn:

Why customer experience is a growth strategy, not a nice-to-have
• How retention creates freedom for founders and remote teams
• The difference between transactional service and meaningful loyalty
• Why memorable experiences reduce churn and increase referrals
• How customer success systems support a rich and remote lifestyle
• What founders get wrong about scaling before fixing retention

Alex also shares insights from helping fast-growing online businesses improve customer retention, lifetime value, and loyalty through better systems and clearer ownership. The conversation reframes customer success as a foundation for long-term independence, not just a support function.

If you want to build a business that feels lighter, more sustainable, and aligned with the life you want to live, this episode will shift how you think about customers and growth.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Chapters

(00:00:00) - Rich & Remote: The Entrepreneur's Show
(00:00:49) - Free Audit of Your Business
(00:01:23) - How to Hire a Customer Success Manager
(00:03:19) - 10 Ways to Delight Your Customers
(00:04:41) - Chase Sapphire Card: Best Member Benefits
(00:09:54) - Free Week in Bangkok
(00:10:46) - Unannounced Bonus
(00:13:39) - A customer's surprise gift
(00:15:09) - Top 10 Personalized Follow Ups
(00:21:37) - Are High-End Brands Trying to Make Their Own Money?
(00:23:27) - 5 Rules for Building A Community With Your Brand
(00:29:19) - 7 Unannounced Upgrades
(00:33:26) - Philippine Airlines Service Recovery
(00:36:22) - United Airlines: The Best Customer Service
(00:42:07) - Amazon's Customer Experience
(00:48:42) - Proactive Problem Solving in SaaS Companies
(00:54:42) - Employee Experience With Impressive Automation
(00:57:30) - The Automation vs Personalization in B2B
(01:03:26) - What are the Benefits of Longevity Programs?
(01:07:23) - Loyalty Event
(01:15:33) - Alex Booth
(01:19:24) - Rich & Remote: Where Freedom Is a Dream

Growing Profitable Ecom Communities with Shin Takeda

Alex and Karla Booth — Mon, 22 Dec 2025 14:00:00 +0000

In this episode, Karla sits down with Shin Takeda, one of the smartest young operators in the ecommerce space and the community strategist behind several fast-growing creator and ecommerce brands.

Shin shares his journey from scrappy experimenter to becoming the go-to guy for building profitable, engaged online communities that don’t just gather people, they convert, retain, and create real brand loyalty. From his early missteps in dropshipping to managing multimillion-dollar launches, Shin breaks down what actually works when creating communities that feel alive, valuable, and worth paying for.

You’ll also hear how he navigated opportunities with some of the biggest names in the digital world, why ecommerce founders misunderstand “community,” and the simple frameworks he uses to drive engagement without burning himself or the audience out.

In this episode, you’ll learn:

Why most ecommerce “communities” fail before they even reach 100 members. Shin explains the common mistakes brands make when they treat communities like broadcast channels instead of ecosystems.
How to build a community that actually generates revenue. Not vague “engagement,” but actual product demand, recurring customers, and brand evangelists.
The surprising traits of effective community managers. Hint: it’s not hype, charisma, or being online 24/7, it’s operational understanding and emotional awareness.
The content formats that consistently spark participation. And how Shin uses them to grow retention rates, keep conversations meaningful, and create momentum.
What ecommerce brands can learn from fandom culture. Including why Gen Z responds to tribes, identity, and belonging more than coupons or discounts.
How Shin works with creators and operators behind the scenes. And the mindset that lets him juggle building communities, coaching founders, and scaling new ideas.

Karla and Shin also dive into real stories from Shin’s early days: the risks he took, the big breaks, the hard lessons, and the moment he realized community building wasn’t just a “nice to have,” but one of the most reliable profit centers in modern ecommerce.

If you’re running an ecommerce brand, building in the creator economy, or experimenting with paid groups, this episode will give you a clearer blueprint for building a community that thrives and pays for itself many times over.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Follow Shin Takeda:

LinkedIn: linkedin.com/in/shinnosuke-takeda
Twitter: @shinnosuke_san
Instagram: @ecomwithshin

Big thanks to our sponsors Proximity Outsourcing,<...

Chapters

(00:00:02) - Rich and Remote: Where Everything Clicks
(00:01:01) - Rich & Remote: Building Communities
(00:03:44) - How to start a business on the Internet at 18
(00:08:16) - Drop Shipping: The Sacrifice
(00:10:05) - Community Management: How to Build a Strong Community
(00:14:28) - Free Communities for Businesses
(00:18:12) - TikTok Shop Creators: Building a Community
(00:20:29) - What are some No Nos in a Community?
(00:24:38) - The Best traits of a Community Manager
(00:31:39) - The Benefits Of Having A Community Manager
(00:35:21) - Community Management: Bringing in the Money
(00:38:14) - How E-Commerce Community Management Drives Revenue
(00:40:57) - Community Content: The Crazier the Better
(00:44:32) - How to Build a Community around your Brand
(00:46:20) - Do What You Love and Then Die Trying
(00:47:56) - Alex and Jin On The Amazon Drama
(00:49:33) - Rich & Remote: The Quest for Financial Freedom

Zero to Your First $20K/Month with Alex and Karla Booth

Alex and Karla Booth — Mon, 15 Dec 2025 15:00:00 +0000

In this episode, Alex and Karla Booth break down the real lessons behind growing from zero to a steady $20K a month in online business revenue. They share the mindset shifts, daily habits, and systems that took them from uncertainty to consistency, and why most people give up right before it starts to work.

Alex opens up about leaving corporate life at Microsoft and Amazon to build his own business from scratch, while Karla reflects on how staying consistent with lead generation and storytelling built her outsourcing company into a long-term success.

Together, they reveal the six core lessons that helped them reach financial stability and freedom without losing their sanity.

In this episode, you’ll learn:

Why it’s okay to “build the plane while flying it” and how to adapt fast without losing focus
The one task founders must prioritize daily to keep revenue steady
How community and mastermind groups can accelerate your growth and confidence
Why retention matters more than new leads in your first scaling phase
How to use your personal story to attract clients and stand out in your industry
The mindset that keeps you going when the results feel far away

Alex and Karla also share stories of their early struggles, from endless lead generation hours to learning the power of consistent storytelling and human connection. Their advice is honest, simple, and designed for entrepreneurs ready to take their income and independence seriously.

If you’ve ever wondered what it really takes to hit your first $20K month without burning out, this episode will show you the blueprint.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Peaceful Sales: How to Make Selling Anything Online Easy for Everyone with Pete Scott

Alex and Karla Booth — Mon, 08 Dec 2025 15:00:00 +0000

In this episode, Karla sits down with Pete Scott, creator of the Peaceful Sales method, to talk about how selling online can feel calm, natural, and even enjoyable, whether you’re an introvert, an expert, or someone who hates “selling.”

Pete breaks down the psychology behind why people buy, why most coaches and creators overcomplicate the process, and how shifting your energy can transform your sales calls, your content, and the way clients respond to you. He shares the real reason people freeze up when it’s time to talk about their offer, and why emotional regulation, not scripts, is the secret ingredient behind effortless sales.

Karla and Pete dive into the biggest misconceptions about selling online, the hidden fears that stop people from making money, and the simple framework that helps you sell authentically without pressure or pushiness.

In this episode, you’ll learn:

Why sales feels scary for most people: How old stories, nervous system responses, and fear of rejection show up on calls and in your content.
The Peaceful Sales principle that makes closing feel easy instead of stressful: Why clients say “yes” when you’re grounded, calm, and connected instead of trying to impress.
How to stop sounding like every other coach or creator online: The subtle shift that helps you speak in your real voice and attract people who want exactly what you offer.
Why being overly prepared can backfire: How overthinking and over-scripting disconnect you from the person you're trying to help.
The one question that instantly uncovers what your client actually needs: And why listening deeply is more effective than trying to “pitch.”
How to sell high-ticket offers without feeling like a fraud: Pete breaks down the mindset, confidence, and emotional clarity required to sell transformational results.

Pete also shares powerful insights from his years of coaching sales professionals, including real examples of how small emotional shifts changed not just their business results but their confidence, presence, and relationships. His approach is simple, grounded, and refreshingly human, making sales feel accessible even for people who think they’re “not good at it.”

If you’ve ever felt anxious before a sales call or unsure how to talk about your offer online, this episode will give you the tools, clarity, and peace of mind to start selling with confidence.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Follow Pete Scott & Resources:

Join the Community: Explore his methodology in the Peaceful Sales Community with Pete Scott.

Deep Dive: Buy his book to learn the complete Peaceful Sales framework.

Connect with Pete:

Facebook: Pete Scott
Instagram: @petejscott
YouTube: Pete Scott
Website: Peaceful Sales with Pete Scott

Follow Karla:

Instagram: @karlastefan
Facebook: Karla Stefan Singson
LinkedIn: Karla Singson
YouTube: Karla Singson

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

I Loved My Job, Hated My Life with Alex and Karla Booth

Alex and Karla Booth — Mon, 01 Dec 2025 15:00:00 +0000

In this episode, Alex and Karla Booth open up about the side of success no one talks about: what it feels like to finally get the dream job, the dream income, the dream city, and still feel completely stuck.

Alex shares his journey from Microsoft to Amazon, where he had everything he thought he wanted (a great salary, a beautiful Seattle life, a prestigious role, and a clear path upward), but inside he felt trapped. He talks about the exact moment he realized he loved his job but hated his life, and why staying on that path would have cost him more than it gave.

Karla reflects on watching Alex’s inner shift happen in real time, why so many "high achievers" hit this invisible wall, and what it really takes to admit that something isn’t working, even when it looks perfect on paper. Together, they break down the emotional, psychological, and practical turning points that pushed them toward remote work, freedom, and a life designed intentionally.

In this episode, you’ll learn:

The illusion of the dream job.
How achievement, promotions, and prestige can mask deep dissatisfaction and loneliness.
Why so many people love their work but hate the life attached to it: The commute, the weather, the isolation, the burnout, and the cost of living that slowly wear you down.
The pivotal moment that made Alex walk away from corporate life: What happened on that bus ride home and why it changed everything.
How to recognize when it’s time to leave, even if everything looks "good enough": Signs your lifestyle is draining you even when your career is thriving.
Why freedom isn’t about quitting your job, but about choosing your life: The mindset shift that helped Alex and Karla rebuild their careers on their own terms.
The unexpected clarity that comes from stepping away from a path that no longer fits you: How Alex finally understood who he was outside of corporate identity and why that changed how he works today.

Alex and Karla also share intimate, raw moments from this season of transition (from burnout weekends to long commutes to feeling like life only existed on Saturdays). Their stories offer an honest look at what it’s like to outgrow a life you worked so hard to build, and why choosing yourself isn’t selfish but necessary.

If you’ve ever wondered what it really feels like to look successful on the outside while struggling internally, this episode will feel like a deep exhale.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

10 Mistakes that Founders Make when They Outsource on their Own

Alex and Karla Booth — Mon, 21 Oct 2024 13:00:00 +0000

Well, the title says it all. Check out this episode for the Top 10 that Founders make when they Outsource on their Own.

I’ve been in this industry for almost a decade and I’ve seen Founders make these mistakes over and over again when they choose to do DIY outsourcing. Of course, before they come to us.

There’s tons of nuances that go into it, and in this podcast, I share it all. This is a juicy behind-the-scenes episode, brought only by someone with our experience of hiring 500+ VAs, managers, and team members, and helping hundreds of clients over the years.

I love talking about this topic because it helps me help Founders in our pursuit of living life and doing business on our own terms. That’s my vibe, always. And I’ll always root for you!

When you’re ready for some pros to get you out of this rut though, check out how you can grow your online business fast and easy with managed outsourcing here.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Stupidly Simple Ways to Get Clients for Your B2B Online Business

Alex and Karla Booth — Mon, 03 Jun 2024 13:00:00 +0000

Are you an ONLINE BUSINESS OWNER who provides services to international clients?

Virtual assistant agency
Design agency
Tech agency (Wordpress, Web Development, Ecommerce builds)
Accountant services
Customer Support agency

And a lot more!

Check out this special Remote Rockstars episode on the Youtube live event I did in May 2024.

If you struggle with leads, this is for you!

And don't forget, if you need help, you can always outsource that! You know where to find me - ProximityOutsourcing.com

Chapters

(00:00:01) - Remote Rockstars
(00:01:05) - How to start a business online?
(00:05:15) - Mental Meditation Soundscapes
(00:07:58) - 5 Stupidly Simple Ways to Get B2B Clients for
(00:13:32) - How to Make a Good Elevator Pitch
(00:17:12) - How to Find B2B Clients for your Online Business
(00:26:22) - 5 tips for making your website conversion optimized

Our Best Practices for Outsourcing (First Edition)

Alex and Karla Booth — Wed, 17 Jan 2024 15:00:00 +0000

In this episode, Karla Singson pulls back the curtain on how outsourcing really works: beyond the hype, beyond the buzzwords, and beyond the unrealistic expectations many founders have when they hire their first remote professional.

Karla takes you behind the scenes of Proximity Outsourcing’s systems, explaining why most outsourcing relationships fail not because of skill issues, but because of poor onboarding, unclear expectations, and zero communication structure. She breaks down the exact processes, forms, scorecards, and communication frameworks that have helped hundreds of founders scale faster, manage less, and avoid the classic “VA nightmare” stories that flood the internet.

Whether you’re hiring your first remote professional or scaling your 10-person offshore team, this episode gives you the mindset and infrastructure needed to make outsourcing work smoothly from Day 1.

In this episode, you’ll learn:

Why onboarding determines 70% of your success with an outsourced hire How most companies skip this step entirely, and how Proximity structures it so both sides hit the ground running.
The three documents that make or break your hire:
- The Job Description + Success Metrics
- The Client Chemistry Form
- The Customer Avatar Form
Karla explains how each one prevents misalignment, misunderstandings, and unnecessary headaches.
How to set deadlines realistically, and why most founders unknowingly set their RPs up to fail Plus: When to use time-tracking tools and when to absolutely avoid them.
Why urgent tasks need explicit communication, not just a Trello card drop And how to insert surprise tasks without destroying your RP’s workflow.
How to give clear instructions that produce better results with less back-and-forth Karla shares simple tweaks, like using Loom, giving templates, and describing the “ideal outcome,” that instantly improve output.
The real role of your CSM (Client Success Manager) They’re not just support; they’re the advocate for both you and your remote professional. Karla explains how they can prevent issues, fix problems before they escalate, and save your relationship with your hire.
Why positive reinforcement works better than pushing harder, especially with Filipino professionals Karla explains cultural nuances many Western founders miss, and how small acts of acknowledgment lead to massive loyalty and performance.

This episode is quick, practical, and built to help you avoid the common pitfalls founders face when outsourcing for the first time. If you want your hire to feel aligned, supported, and successful, instead of confused, overwhelmed, or underperforming, this is the episode to listen to.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

How we Work at Proximity Outsourcing

Alex and Karla Booth — Wed, 17 Jan 2024 15:00:00 +0000

In this episode, Karla Singson walks you through exactly what it looks like to work with Proximity Outsourcing, from the first consultation to ongoing support, replacements, and worst case scenarios. If you have ever wondered how the process works, what makes Proximity different, or what to expect as a client, this episode breaks everything down clearly and transparently.

Karla shares the full behind the scenes of their three brands under Proximity Solutions LLC:
Proximity Outsourcing for subscription-based remote roles, Proximity Placements for one time recruitment, and Proximity Projects for one off builds like websites, systems, and creative assets. She also explains why many clients think they need a VA but actually need a project manager, client success manager, operations lead, or a technical role instead.

In this episode, you’ll learn:

What really happens during your free consult.
Why Proximity asks about your goals, your past experiences, your success metrics, and the true responsibilities of the role before recommending any hire.

Why recruitment takes two to three weeks.
How Proximity screens candidates through interviews, vetting, background checks, skills tests, software tests, creative tests, and optional personality assessments like DISC or Myers-Briggs.

How your Client Success Manager supports you.
From the first call to the interview scheduling to ongoing communication, your CSM becomes your advocate inside the company and helps ensure your success long term.

How the top three candidates are chosen for you.
Why Proximity filters dozens of applicants down to the best three and what to expect during final client interviews.

What happens after you choose your hire.
How subscriptions work, why you need to onboard within five business days, and what your first 90 days with your RP usually look like.

The full guarantee when things do not go as planned.
What happens if you do not like the candidates, how rehires work, when refunds apply, and how subscriptions are paused and credited if a replacement is needed.

Karla also gives honest insight into why the first 30 to 90 days with a remote hire feel messy, why communication with your CSM is crucial, and how Proximity handles issues quickly so you never feel stuck managing things alone.

If you want a clear, transparent understanding of how Proximity Outsourcing works and what makes their process different, this episode will answer every question.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic...

Chapters

(00:00:01) - Proximity Outsourcing: What Makes Our Company Different?
(00:01:52) - What It Would Look Like to Work With Our Company

5 Roles You can Outsource for Revenue Optimization

Alex and Karla Booth — Wed, 17 Jan 2024 15:00:00 +0000

In this episode, Karla Singson challenges the traditional view of outsourcing. While many founders hire virtual assistants just to "save time" or handle administrative tasks, Karla reveals how to shift your strategy toward "Revenue Optimization" by hiring roles specifically designed to improve your bottom line.

Karla shares her personal journey of growing her agency from zero to seven figures in a year without spending a single dollar on ads, attributing this success to strategic hiring. She breaks down the five specific roles that go beyond basic support and actually drive sales, retention, and business intelligence. Whether you are new to outsourcing or a veteran looking to scale, this episode provides a blueprint for turning your remote team into a profit-generating machine.

In this episode, you’ll learn:

The power of the Lead Generation VA Why consistency is key in outreach and how a dedicated VA can handle appointment setting, follow-ups, and calendar scheduling so you never miss a deal, even when you’re on vacation.
How to turn Customer Support into a revenue stream Karla explains why support isn't just about answering tickets; it’s the perfect opportunity to upsell complementary products, secure subscription renewals, and gather crucial feedback.
The most underrated role for scaling: The Research and Data VA Stop guessing and start making data-driven decisions. Learn how this role can track competitor moves, organize internal data, and help you spot financial leaks or opportunities you’re missing.
Why you need a Client Success Manager (CSM) for the "Three Rs" Most founders are great at acquisition but struggle with retention. Karla details how a CSM focuses on Retention, Reviews, and Referrals to turn clients into evangelists.
Elevating your brand with a Social Media VA Moving beyond just posting content, this role acts as your "online reception," managing your reputation, telling your origin story, and helping potential clients make buying decisions before they even talk to you.

Karla’s advice is practical and results-oriented. If you have a working offer and you are ready to move the needle in your company, these five roles make it very hard to fail.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

What Makes us Different at Proximity Outsourcing

Alex and Karla Booth — Wed, 17 Jan 2024 15:00:00 +0000

What Makes Us Different at Proximity Outsourcing

In this episode, Karla Singson opens up about something most outsourcing companies never talk about: what truly separates a great outsourcing partner from the dozens of agencies offering quick hires, generic VA pools, and low-cost labor.

Karla pulls back the curtain on the philosophies, systems, vetting practices, and cultural foundations that make Proximity Outsourcing radically different, and why those differences directly impact the results founders get. She shares the behind-the-scenes decisions that shaped the company, from hiring only in stable regions of the Philippines to designing white-glove onboarding experiences that match each client’s goals.

This episode is a rare transparent look at what it takes to hire and develop world-class remote professionals, and why so many founders struggle when they work with agencies that focus on speed instead of quality.

In this episode, you’ll learn:

Why being an all-Filipino team is a strategic advantage How cultural intelligence, shared backgrounds, and deep contextual understanding create better communication, higher retention, and stronger performance.
Why Proximity is extremely selective about clients The surprising reason the company rejects “bad bosses,” unstable businesses, and anyone who threatens team morale, and how this protects both the client and the talent.
What makes Proximity’s hiring system different from traditional VA agencies Including multi-step vetting, software proficiency tests, English assessments, background checks, and hiring only in cities with stable internet and low calamity risk.
How custom recruitment transforms outcomes Why Proximity never hires from a pre-existing pool of VAs, and why each search starts from scratch to match the exact skills, personality, and goals needed for a role.
Why their onboarding experience feels ‘white-glove’ A look at the personalized kickoff process, success metric mapping, and the unique role of the Client Success Manager (CSM) who stays involved long after onboarding ends.
The ongoing development plans that elevate remote professionals From B2B communication coaching to Six Sigma certifications, accent training, and continuous improvement frameworks that help every RP grow in their role.
What no other outsourcing company is doing with benefits Karla breaks down Proximity’s industry-leading benefits program, from private life and accident insurance to health care, telemedicine, mental health counseling, gifts, workshops, and open-to-the-public learning events.
The core values and everyday philosophies behind the company culture How principles like “love and protect the customer,” “love and protect your teammates,” “winners not whiners,” and “your purpose is bigger than your ego” shape the team’s mindset and performance daily.

Karla’s honesty and passion shine through as she shares the philosophy that built Proximity Outsourcing into a trusted partner for founders worldwide. Whether you’re hiring your first VA or scaling an entire remote team, this episode will give you a clear understanding of what great outsourcing should look like.

If you’ve ever wondered what makes some remote talent teams succeed while others collapse, this episode will give you clarity, standards, and inspiration.

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

If you enjoyed this episode, leave us a review and share it with someone chasing freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

The Lowdown: What It's Like Working with Filipinos on a Remote work Culture

Alex and Karla Booth — Wed, 17 Jan 2024 15:00:00 +0000

Karla Singson walks you through the real-world truth about hiring and working with Filipino teammates. Based on her years growing up in the Philippines and building Proximity Outsourcing, Karla explains how Filipino culture shows up at work, what to expect from communication and management, and how to get the best from an outstanding talent pool.

Karla starts with background about the Philippines and the BPO industry, then moves into practical advice for hiring, onboarding, giving feedback, and creating a culture that helps Filipino remote professionals thrive. This episode is perfect for founders, hiring managers, and team leaders who want to work respectfully and effectively with Filipino talent.

In this episode you will learn:
• Why the Philippines became a global outsourcing hub and what that means for your hires
• How English is taught and why many Filipino teammates write and speak in a more formal style than you might expect
• Which roles Filipinos commonly fill and why you will often find solid corporate experience and degrees on their resumes
• How Filipinos communicate: why they avoid confrontation, how that looks in practice, and how to encourage directness without causing discomfort
• Practical onboarding and feedback tactics that get results, including using clarity, purpose, and praise to build psychological safety
• How to train for critical thinking and initiative so teammates stop following checklists and start solving problems proactively
• Cultural nuances that matter: family obligations, Holy Week, holiday expectations, and small gestures that build loyalty
• Employee care that actually matters: benefits, team care, and small gifts that increase retention and productivity

The most intriguing part
Karla explains how a simple shift in onboarding and feedback changed her whole team: when you repeatedly tell Filipino teammates you value honesty and intelligence, and then show it through how you act, they begin to speak up, take initiative, and treat the job like their own. That shift turns polite compliance into real ownership and drives faster, safer growth for remote teams.

Why listen
If you are hiring remotely and want a team that is loyal, English fluent, and deeply service oriented, this episode gives the cultural context and the exact management moves that work. Karla’s advice is practical, specific, and easy to apply on day one.

Resources and links
Proximity Outsourcing: proximityoutsourcing.com
Proximity Placements: proximityplacements.com
Proximity Projects: proximityprojects.com

Listen now on Spotify: https://open.spotify.com/RichandRemote

Big thanks to our sponsors Proximity Outsourcing, Huckleberry Consulting, and GetCSM for making this episode possible!

...

Chapters

(00:00:01) - Work with a Filipino Team
(00:08:27) - How English Does Filipinos Speak?
(00:12:15) - What to Look For In Hiring the Philippines
(00:15:09) - Management and Communication styles of Filipinos
(00:25:07) - Filipinos: Character Highlights
(00:26:45) - What are the US Holidays vs. Filipinos' Holidays
(00:31:31) - Filipino Bosses