
#730 Cash Flowing Your Early Retirement (10K/mo+)
11/30/23 • 45 min
1 Listener
This week, Dan continues delving into the world of coaching with a story about one company that provides highly paid professionals with a low-stress way to earn a living in the sunset phase of their careers.
Dan also interviews Sarah Weaver, a real estate investor and entrepreneur, who has achieved an impressive monthly cash flow of over $10,000 from her real estate portfolio in under five years.
Join us to glean insights from Sarah's journey, as she shares strategies for cash-flowing retirement through smart real estate investments. Sarah talks about how she bought 19 properties, the six metrics she evaluates before investing in a specific city, building a brand around her experience, and more.
Dan & Ian’s Stuff:
The Newsletter
“The DC”
DC Black
Global events
Hire remote talent
Find a remote job
Listen on YouTube
Follow on Instagram
@TropicalMBA
@AnythingIan
Show notes:
(00:00:56) Intro
(00:01:14) The DC Black event is happening now
(00:01:44) A new Mexico event
(00:02:30) Loom use cases for async companies
(00:07:13) Ways to generate cash flow
(00:10:15) The steps to 10K+ cash flow per month from rental properties
(00:11:59) Cash flow investing vs appreciation investing
(00:14:17) What metrics to look at before you invest in property
(00:25:30) Don’t meet your heroes, get paid by them
(00:28:43) House hacking from abroad
(00:29:38) Building a brand around your personal experience
(00:37:49) How to skip right past imposter syndrome
(00:39:44) Mistakes people often make in real estate investing
(00:41:53) The no-brainer bucket list experience you should go on
Links:
- Dcbkk recap
- The Upwork Hustle w/ Sam Hill
- CEO Coaching International
- www.sarahdweaver.com
- 30 Day Stay. Use SARAH for 10% off.
Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Tommy Griffith, Justin Tan, Matt Gartland, Travis Jamison, Ayman Al-Abdullah, Tynan, Lucy Bella Simkins, Brian Balfour, Nick Huber
Additional episodes you might enjoy:
What is the Michael Jordan of Business Models?
Dissecting the American Dream & Business Lessons from the Elon Musk Bio
Mailbag: Hang-ups, Power-ups, and Cheat Codes for Entrepreneurs
This week, Dan continues delving into the world of coaching with a story about one company that provides highly paid professionals with a low-stress way to earn a living in the sunset phase of their careers.
Dan also interviews Sarah Weaver, a real estate investor and entrepreneur, who has achieved an impressive monthly cash flow of over $10,000 from her real estate portfolio in under five years.
Join us to glean insights from Sarah's journey, as she shares strategies for cash-flowing retirement through smart real estate investments. Sarah talks about how she bought 19 properties, the six metrics she evaluates before investing in a specific city, building a brand around her experience, and more.
Dan & Ian’s Stuff:
The Newsletter
“The DC”
DC Black
Global events
Hire remote talent
Find a remote job
Listen on YouTube
Follow on Instagram
@TropicalMBA
@AnythingIan
Show notes:
(00:00:56) Intro
(00:01:14) The DC Black event is happening now
(00:01:44) A new Mexico event
(00:02:30) Loom use cases for async companies
(00:07:13) Ways to generate cash flow
(00:10:15) The steps to 10K+ cash flow per month from rental properties
(00:11:59) Cash flow investing vs appreciation investing
(00:14:17) What metrics to look at before you invest in property
(00:25:30) Don’t meet your heroes, get paid by them
(00:28:43) House hacking from abroad
(00:29:38) Building a brand around your personal experience
(00:37:49) How to skip right past imposter syndrome
(00:39:44) Mistakes people often make in real estate investing
(00:41:53) The no-brainer bucket list experience you should go on
Links:
- Dcbkk recap
- The Upwork Hustle w/ Sam Hill
- CEO Coaching International
- www.sarahdweaver.com
- 30 Day Stay. Use SARAH for 10% off.
Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Tommy Griffith, Justin Tan, Matt Gartland, Travis Jamison, Ayman Al-Abdullah, Tynan, Lucy Bella Simkins, Brian Balfour, Nick Huber
Additional episodes you might enjoy:
What is the Michael Jordan of Business Models?
Dissecting the American Dream & Business Lessons from the Elon Musk Bio
Mailbag: Hang-ups, Power-ups, and Cheat Codes for Entrepreneurs
Previous Episode

#729 What is the Michael Jordan of Business Models?
All we can say is that it’s extremely powerful and extremely profitable. Dan and Ian nerd out on what might be the GOAT business model of all time.
They analyze some of the best examples of said business model, and talk about ways that you can rip, pivot, and jam these ideas for your own business.
Plus, two books you should pick up that Dan simply couldn’t put down.
Dan & Ian’s Stuff:
The Newsletter
“The DC”
DC Black
Global events
Hire remote talent
Find a remote job
Listen on YouTube
Follow on Instagram
@TropicalMBA
@AnythingIan
Show notes
(00:00:45) Intro
(00:03:11) What do you think of our vacation policy?
(00:05:01) The GOAT business model with extremely high margins
(00:09:08) The businesses doing this amazingly well
(00:32:11) Why now is the best time to implement this strategy
(00:42:00) Two books you should read over the holiday
Links:
- Our PTO policy
- Traction
- Scaling Up
- Rachel Rogers
- IFS
- Superintelligence by Nick Bostrom
- The Ride of a Lifetime - Robert Iger
Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Tommy Griffith, Justin Tan, Matt Gartland, Travis Jamison, Ayman Al-Abdullah, Tynan, Lucy Bella Simkins, Brian Balfour, Nick Huber, Dana Lindahl, Anthony Fasano, Adam Palmeter
Additional episodes you might enjoy:
Mailbag: Hang-ups, Power-ups, and Cheat Codes for Entrepreneurs
The Freedom Line, 7+ Figure Founders, and Extended DCBKK Recap
Next Episode

#731 Special Edition Pod: Meet us in Mexico
In this special Tuesday edition of the pod, Dan & Ian make the hard sell for listeners to meet them in Mexico.
If you’re into five-star resorts, good food, frosty drinks, and nerding out about your business, consider this your official invite.
Dan & Ian’s Stuff:
The Newsletter
“The DC”
DC Black
Global events
Hire remote talent
Find a remote job
Listen on YouTube
Follow on Instagram
@TropicalMBA
@AnythingIan
Show notes:
(00:00:00) Intro
(00:00:57) Meet us in Mexico
Links:
Past guests on TMBA include Cal Newport, David Heinemeier Hannson, Seth Godin, Ricardo Semler, Noah Kagan, Rob Walling, Jay Clouse, Einar Vollset, Sam Dogan, Gino Wickam, James Clear, Jodie Cook, Mark Webster, Steph Smith, Taylor Pearson, Tommy Griffith, Justin Tan, Matt Gartland, Travis Jamison, Ayman Al-Abdullah, Tynan, Lucy Bella Simkins, Brian Balfour, Nick Huber
Additional episodes you might enjoy:
The Freedom Line, 7+ Figure Founders, and Extended DCBKK Recap
If you like this episode you’ll love
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