Rich and Remote with Alex and Karla Booth

Over 50 flights in one year. That’s how much Alex and Karla once traveled while running their businesses. Was it worth it?

In this episode of Rich and Remote, Alex Booth and Karla Singson Booth get honest about the side of location freedom nobody posts about. Between business layovers, time zone swings, and a three-week Europe trip they just got back from, they unpack what travel really costs a business owner beyond the flight and the hotel.

Karla has been a business owner since 2009 and has built a seven-figure business she can run from anywhere. Alex left over a decade in corporate to build his own. Their travel styles could not be more different, and that’s what makes this conversation so useful.

They share the trips that cost them real momentum, what held up while they were completely offline, and the personal rules they now follow before booking anything.

If you’ve ever wondered whether your travel plans are helping or hurting your business, this episode will give you a few rules to live by.

Want a steadier pipeline and a team you can rely on? That’s what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Want clients who stay longer, renew, and refer? GetCSM helps you find and hire experienced Customer Success Managers who keep your clients happy, even when you’re on the other side of the world. https://getcsm.com/

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

Remember the hotel notes Alex mentioned? Our Rich and Remote stays page features remote-work-friendly hotels, Airbnbs, and third homes around the world. We scout them ourselves and write honest recommendations. Browse the list: https://richandremote.com/stays/ 

Own or manage a work-friendly stay? To be featured on the list, click the “Get Featured” button on the upper-right menu or go to https://richandremote.com/get-started/

My passport gets me into fewer countries than yours. I went anyway.

I carry what I call an “ugly” passport: visas, bank statements, embassy interviews and fees I don’t get back if they say no. Still, I traveled the world, closed global brands before 23, and built a multi-million dollar remote business.

In this solo episode, I share the exact playbook I’d hand to any Founder who wants more freedom (especially for my sisters and brothers in developing countries):

Grab a pen, take notes. Then ask yourself: is your “ugly passport” really a wall, or just paperwork you haven’t finished yet?

Know a Founder who thinks “people like me don’t get to do that”? 

Send them this.

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What if the biggest risks in your business aren't the bold moves, but the small habits you never question?

In this solo episode of Rich and Remote, Karla Singson Booth talks about the risks she has taken: a career as a competitive poker player, moving to a new country with barely any friends (twice), and starting her first business in an industry she knew nothing about.

After running businesses since 2009, Karla has learned that taking risks and being reckless are two very different things. In this episode, she shares the habits and principles she relies on to lower the odds of failure in business and in life.

Some are simple. Some are uncomfortable. One involves a treadmill and reality TV. And a few of them apply as much to finding the right partner as they do to finding the right clients.

If you've been playing it safe because you're afraid of getting it wrong, this episode offers a smarter way to take the leap.

Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

What if the reason you're overwhelmed isn't that you have too much to do, but that you're still doing too much yourself?

In this solo episode of Rich and Remote, Karla Singson Booth gets into one of the hardest parts of building a business: learning how to actually delegate.

Delegation sounds simple, but for many founders, letting go can feel uncomfortable. You may think it will be faster to do something yourself, worry that someone else won't do it properly, or struggle to explain how you want something done.

Karla breaks down why delegation is more than simply handing someone a task. She shares how to prepare work before handing it off, create clearer expectations, build SOPs, use Loom and Slack effectively, and give feedback without taking the work back.

The episode also explores the mindset behind delegation and why becoming the bottleneck in your own business can prevent you from growing.

In this episode:

If you've been telling yourself, "I'll just do it myself, it'll be faster," this episode will make you rethink that habit.

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

Stop Networking. Start Connecting.

What if the problem with networking is that we're doing it exactly the way we were taught?

In this episode of Rich and Remote, Alex sits down with Jim Morris, keynote speaker and author of Connect or Die: How to Survive AI, to talk about why genuine human connection matters more than ever.

Jim shares how a major turning point in his life taught him that he couldn't navigate everything alone, and why building meaningful relationships can create opportunities far beyond a single business transaction.

The conversation explores what real connection looks like in business, from conferences and sales calls to relationships that continue long after the original deal is done.

In This Episode

About Jim Morris

Jim Morris is a keynote speaker who helps organizations scale revenue and create deeper belonging by developing the skills to lead with connection for intentional growth.

He is also the author of Connect or Die: How to Survive AI and CEO of Human Touch Publishing.

Booking Link with Jim: https://humantouchpublishing.com/story-ready

Jim Morris LinkedIn: https://www.linkedin.com/in/realjimmorris/

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

What if using AI well has less to do with knowing the latest tools and more to do with becoming a better leader?

In this solo episode of Rich and Remote, Karla Singson shares the five mindset shifts that have shaped how she and her team approach AI.

Rather than walking through specific tools, workflows, or automations, Karla focuses on the bigger picture: how AI can help you hire better people, reduce burnout, improve the quality of work, solve real business bottlenecks, and make better decisions.

She shares why she believes businesses should hire for critical thinking and abstract reasoning rather than simply looking for AI experience, why leaders need to have an honest conversation with their teams about AI, and why AI should be viewed as a tool for improving work rather than replacing people.

Karla also challenges founders to stop measuring AI purely by hours saved and start looking at the decisions, relationships, quality of life, and business outcomes it improves.

In This Episode:

The Big Takeaway

AI isn't just about learning new tools.

It's about becoming a better operator, better decision maker, and better leader. The goal isn't to use AI just because everyone else is using it. The goal is to understand where it can genuinely improve your business, your team, and the way you work.

As Karla puts it, the businesses that will win aren't necessarily the ones that adopted AI fastest. They're the ones that adopted it on purpose.

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

You can have the best product in your category and still lose to someone with a worse one because they told a better story.

In this solo episode of Rich and Remote, Karla Singson breaks down how entrepreneurs can build stronger connections with their audiences and turn those relationships into actual business.

She shares why being memorable can matter more than being the most qualified, why strong opinions can help you stand out, how specific stories make your brand more relatable, and why being chosen also means being willing to be rejected.

Karla also talks about what happens after the sale, how small personal touches can deepen customer relationships, and how to outsource parts of your content without losing your voice.

In This Episode

QQRR: Quick Question for the Rich and Remote Community

Have a question about growing your online business, building a remote lifestyle, or becoming location independent?

Karla and Alex want to answer your questions on a future episode of Rich and Remote.

Submit your question through the Quick Question for the Rich and Remote Podcast form. Just include your name, email, and your question.

Submit your question: Quick Question for the Rich and Remote Podcast

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

What if the key to growing your business isn't getting more customers, but keeping the ones you already have?

In this episode of Rich and Remote, Karla Singson Booth and Alex Booth talk about the connection between customer retention, feedback, trust, and business growth.

They discuss why keeping customers longer can have a huge impact on revenue, how businesses can reduce churn by setting better expectations, and why getting customers to their first meaningful result quickly matters.

Karla and Alex also explore how to collect better customer feedback, why long surveys don't work, and what businesses should actually do with the feedback they receive. They also discuss why generic reviews aren't particularly useful and how better social proof can help customers make more informed decisions.

Ultimately, great retention isn't about constantly selling more. It's about delivering value, listening to customers, and building relationships people want to stay in.

In this episode:

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/

What does it really take to land a six-figure remote job?

In this episode of Rich and Remote, Karla Singson Booth is joined by Michelle Lambert, founder of Bella Connections, and Alex Booth, founder of GetCSM, to break down what companies are actually looking for when hiring for six-figure remote roles.

Beyond years of experience and impressive credentials, the conversation explores what really makes a candidate stand out. Michelle and Alex share what they see on the hiring side, including why proven results, specialized skills, curiosity, culture fit, and the willingness to keep learning can matter more than simply having a long resume.

They also get honest about what can disqualify candidates, how to spot questionable job postings, why applicants should be evaluating companies just as much as companies evaluate them, and what candidates may not realize about the opportunities waiting for them once they get inside the right organization.

If you're looking for a six-figure remote job, thinking about making a career move, or wondering what hiring managers actually notice during an interview, this episode is packed with practical advice to help you stand out and find the right opportunity.

In this episode:

Work with Michele - https://bellaconnections.com/ (Hire the best marketing ops professionals for fast-growing online businesses.)
Work with Alex - https://getcsm.com/ (Hire the best customer success professionals for fast-growing online businesses.)

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Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Join LevelA - Get access to verified six figure jobs, career coaching resources, AI empowered interview gym,  resume optimizer, live masterclasses and a community! https://joinlevela.com/home?am_id=karla8539

Some stretches in business test everything you think you know about yourself, your team, and your ability to keep showing up. In this solo episode of Rich and Remote, Karla opens up about one of those stretches, including a client dispute she is still a little annoyed about and a moment of losing it that she does not usually talk about publicly.

This is not a "just push through it" episode. Karla breaks down what anxiety actually is, why almost every entrepreneur she knows hits this same wall, and the handful of practices that have kept her from letting it run her business or her life.

If you have ever felt like you are doing everything right and still bracing for the next thing to go wrong, this one will feel like a long exhale.

Want a steadier pipeline and a team you can rely on? That's what Proximity Outsourcing helps founders build. Book a call: https://proximityoutsourcing.com/book-a-call

Not ready for a full-time hire? Hire An AI VA offers AI-powered virtual assistants for research, content, admin, ops, and marketing, an affordable way to buy back your time. https://hireanaiva.com/