
Sign up to save your podcasts
Or


Justin Noe spent just over 20 years as an active duty Marine before retiring and going all in on real estate. Today he runs a sales team, flips houses, and holds rentals in the Tampa area, and every piece of it is built on the Profit First system.
Justin first read Profit First in 2019 while still in the military, but the real shift came at the end of 2022 when he looked back at a year of solid revenue and asked where all the money went. In January 2023 he fully implemented the system in his business and never looked back.
In this conversation with host David Richter, Justin explains how he built a full year of owner's comp reserves for himself and his wife, why he genuinely looks forward to his monthly allocations, and the operational systems that now let him take a four week trip to France and Sweden while his team runs the business. He also shares the allocation formula he uses for new income streams: 10% to his church, 25% to debt paydown, 25% to investments, and 40% to family trips and home renovations.
If you're a real estate investor making good money but wondering where it goes every month, this episode is a working model of cash flow management, paying yourself consistently, and the financial peace of mind that comes with mastering your money.
Episode Highlights
[0:30] – David introduces Justin Noe and why his Profit First implementation is the model most investors never reach
[2:12] – Justin's background, just over 20 years as an active duty Marine, now retired and in real estate full time
[2:52] – Discovering Profit First in 2019 through BiggerPockets while building a rental portfolio from inside the military
[4:15] – The end of year wake up call, where is all the money going, and rereading the book for the fourth time
[4:55] – Full Profit First implementation in January 2023, paired with David's Profit First for Real Estate Investors
[6:49] – Attacking the owner's comp account and the 18 months it took to formalize paying himself
[7:57] – The mission to bank a full year of salary for himself and his wife, achieved in 8 to 12 months
[8:37] – Loaning money out of owner's comp for a short term deal while keeping four months of reserves untouched
[10:39] – How his wife Lena got on board, 21 years together and a shared value driven money mindset
[13:29] – Why Justin gets excited about monthly transfers, and the one account every entrepreneur dreads, taxes
[15:49] – Starting his full time business with Profit First from day one and never knowing business without it
[18:19] – The commitment behind yearly trips to Sweden and using profits to fund family travel and giving
[21:52] – Hitting their highest grossing month while overseas and building a team that runs without them
[24:43] – Hiring Brian on a trial basis and seeing the business improve within 30 days
[27:47] – Justin's advice for owners who make money but feel broke, read Profit First and implement immediately
[28:44] – The notes app allocation system, 10% church, 25% debt paydown, 25% investments, 40% fun
5 Key Takeaways
Links & Resources
Closing Remark
If this episode showed you anything, it's that peace of mind with money is built, not found. Justin went from wondering where a full year of revenue disappeared to banking twelve months of owner pay and taking a month off in Europe. Share this one with an investor who keeps saying they'll pay themselves "next year." Subscribe, review, and share the show, and if you're ready to keep more of what you earn, visit simplecfo.com to book your free discovery call.
On this solo episode of the Profit First for Real Estate Investors podcast, the host tackles a counterintuitive trap that catches growing real estate investors and entrepreneurs: scaling yourself right out of business. Drawing on Keith Cunningham's line from The Road Less Stupid that scaling cancer only grows the tumor, he lays out why pouring more marketing money into a business you don't fully understand is like putting fuel in a plane that's already going down.
The episode is a practical walkthrough of how to scale profitably using the Profit First cash flow system. You'll learn how to set up and name your bank accounts, how to run your business by percentages instead of lump sums, and how target allocation percentages shift as you grow from startup to a quarter million and beyond. If you've ever felt like there's somehow less cash the bigger you get, this one gives you the roadmap to grow without going broke.
Timeline Highlights
[0:26] Why it's actually possible to scale yourself out of business, and how to spot if it's happening to you
[0:46] The Road Less Stupid by Keith Cunningham and the "scale cancer, the tumor grows" principle
[1:03] How Keith Cunningham connects to the Rich Dad character in Robert Kiyosaki's famous book
[1:46] The spray and pray marketing mistake that keeps investors from ever paying themselves
[2:24] The real game every entrepreneur is playing is the game of money, not their industry's game
[3:07] What winning actually looks like: a business that serves you on the way up, not one that drains you
[3:27] Step one to scaling profitably: set up a Profit First system so you know where every dollar goes
[4:13] Splitting income by percentages across profit, owner's comp, owner's tax, and operating expense accounts
[5:20] Target allocation percentages explained, and the goal percentages for a healthy business
[5:41] The startup percentages from zero to $250K and why so much flows toward the owner early on
[6:54] How the percentages shift from $250K to $500K to reinvest in opex without losing profit
[7:50] Why "reinvesting every dollar" is code for scaling yourself out of business
[8:39] Where to find the specific target percentages for buying, holding, and selling property
[9:58] Scale with intentionality, and how to grab the book or cheat sheet to build your own roadmap
Key Takeaways
Links & Resources
Closing
If this episode gave you clarity or a new way to think about growth, remember the core message: stop scaling in a way that hurts you and start scaling with intention, protecting your profit at every stage instead of pouring every dollar back into the fire. Be sure to like, subscribe, and comment, and if you're ready to apply this with real guidance and accountability, visit profitrei.com to schedule a free discovery call and build your path to financial clarity and freedom.
In this Simple CFO Case Files episode, David Richter and his business partner Christina Gutierrez kick off a new recurring series recorded right after their weekly EOS same page meeting. They pull back the curtain on how they run Simple CFO using Gino Wickman's Traction and EOS system, and why the visionary and integrator partnership has been the engine behind the business.
The heart of the conversation is one recurring phrase they hear from real estate investors who walk through their door: "I wish I would have known this." David and Christina break down why so many owners stay stuck asking CFO level questions of bookkeepers and CPAs who can't answer them, what a fractional CFO actually does that's different, and how to become a master of your money without ever becoming a master of accounting. If you're flipping houses or holding rentals and you can't say what you actually kept last year, this episode points you toward the clarity you've been missing.
Timeline Highlights
[0:23] David introduces the new series recorded after his weekly same page meeting with partner Christina Gutierrez
[1:01] How Simple CFO runs its back end on Traction and the EOS system by Gino Wickman
[2:18] Christina on how EOS taught her to be open and transparent in a true business partnership
[3:43] Why communication is the thing that makes a business run and what a structured system protects
[4:19] A walk through Simple CFO's heavy Wednesday meeting schedule and what each meeting is for
[5:10] Protecting the visionary's flow state and routing every idea to the right meeting
[6:32] The recurring "I wish I would have known this" theme and a story of one owner's hair on fire
[7:14] An owner who waited two years and likely lost real business value before getting his numbers cleaned up
[8:38] Christina on why owners don't know who can actually help them with strategic financial questions
[10:11] Most owners don't know a fractional CFO exists or that they could afford one
[11:12] The real strategic questions owners never know to ask themselves
[12:10] The magic of a fractional CFO is surfacing the questions you don't know to ask
[13:50] Why bookkeepers and CPAs give textbook answers without knowing you or your goals
[15:02] Be a master of your money, not a master of accounting, and what that actually means
[17:22] How loneliness as a solo owner makes a financial partner who knows you so valuable
[21:42] When to reach out and the difference between the 60 day foundation tier and ongoing CFO support
[22:42] Playing offense and defense so you protect what you built while still growing
[25:22] Two paths forward: a fractional CFO and the Profit First system as an entry point
[26:01] A Profit First client who built a year of owner's comp and now takes a month off in Sweden each year
Key Takeaways
Links & Resources
Closing
If any part of this hit home, especially the part about making money but having no idea what you actually kept, don't let another year pass wishing you'd known sooner. David and Christina built this series to open owners' eyes to the financial clarity they've been missing, whether that's a fractional CFO or simply getting Profit First up and running. To bring real structure to the finances in your business, visit profitrei.com to apply for a free financial discovery call with the team.
Rich Lennon is a longtime real estate investor turned private lender who built one of the largest hard money lending operations in Richmond, Virginia, after a career of flips, rentals, and buy-and-hold deals. He reached financial freedom by stepping out of active investing and into the lending seat, where he now earns 30 to 50% returns doing only a few hours of work per deal while traveling the world.
In this episode, Rich breaks down the fractional wrap, the strategy he uses to combine his own capital with private money and capture the arbitrage between what he borrows at and what he lends at. He explains why being the bank is the lowest-risk seat at the table, how to underwrite a deal, why staying local matters, and the morality of protecting your borrowers.
David and Rich go deep on the mechanics: the $50,000 starting point, taking a first-loss position to protect underlying lenders, and how returns scale with how hard you want to work. Rich shares why flippers and operators are perfectly positioned to make the jump, since their worst-case scenario as a lender is taking back a property at 50 to 60 cents on the dollar.
If you are a real estate investor or entrepreneur who has stacked some cash and wants to put it to work without chasing marketing, finding deals, or managing renovations, this conversation lays out exactly how to move from operator to lender the right way.
Episode Highlights
[1:06] – David introduces Rich Lennon, his first ever Simple CFO client and the friend who helped springboard the company
[4:14] – Rich recalls David finding $800,000 in his books and how that discovery started his path to freedom
[4:32] – Why Rich shut down his operating business during Covid and ran the numbers showing he no longer had to work
[4:51] – Rich falls in love with lending and travel, earning 30 to 50% returns on a few hours of work per deal
[6:13] – Rich's background as a buy-and-hold investor who flipped to pay the bills and built wealth through IRAs
[7:50] – Why the lending seat carries the smallest risk and beats flips, short-term rentals, and long-term rentals
[8:12] – How a lender gets in at 60% of value when someone else does the marketing, contracts, and closing
[10:02] – The Capital One effect and why dentists, lawyers, and executives make ideal private lenders
[11:30] – Why you need at least $50,000 to make a fractional wrap worth the effort
[12:16] – The case for skin in the game and putting the flipper in first-loss position
[13:12] – Rich walks through the fractional wrap math on a $200,000 loan worth $300,000
[14:45] – How taking a first-loss position protects your underlying lender at a 30 to 35% loan-to-value
[15:40] – Why putting less of your own money in the deal drives your return toward 50%
[18:27] – How return scales with effort and why bigger money usually means lower returns
[19:36] – Growing lending into a real business and why Rich teaches students to stay local
[22:47] – How to underwrite a deal by averaging Zillow, Realtor.com, Redfin, and a fourth source
[25:50] – The morality of lending, avoiding stacked penalties, and protecting clients so they return
[28:02] – How to reach Rich by text to learn about the fractional wrap
5 Key Takeaways
Links & Resources
Closing Remark
If Rich's breakdown of the fractional wrap has you thinking about putting your cash to work instead of chasing the next flip, the first step is having the profit to lend in the first place. Take what you learned about moving from operator to lender and share this episode with someone sitting on capital who does not know where to start. Subscribe, review, and share the show, and visit simplecfo.com to take your free discovery call today.
In this solocast, the host breaks down one of the most overlooked financial mistakes real estate investors and entrepreneurs make: pricing deals and services without accounting for what they actually need to keep. Whether you're flipping houses, wholesaling contracts, or running a service-based business, most operators look at gross profit as the finish line and miss the real question entirely.
This episode walks through a practical, Profit First-based approach to working deals backward from what you actually need to pay yourself, cover taxes, fund operations, and build reserves. If you've ever made money on a deal and wondered where it went, this episode is for you.
Timeline Highlights
[0:26] Host opens with a blunt warning: wrong pricing can't be fixed by doing more deals
[0:52] Why "I just want to scale" is dangerous without knowing your real numbers
[1:31] The hidden trap of growing by doing more of the same or pivoting out of desperation
[1:57] Wholesaling context: you're selling a contract, not a property, and pricing must reflect that
[2:16] Fix and flip pricing pitfalls: over-improving a property and what it costs at closing
[2:55] How most investors use ARV formulas upfront but miss what they'll actually keep
[3:14] The standard formula explained and why stopping at "50K profit" is the wrong stopping point
[4:16] Profit First applied to deal pricing: splitting that 50K into owner pay, taxes, ops, and reserves
[5:08] Real breakdown example: how 50K can disappear fast when you map it to actual needs
[5:25] Why service businesses face the exact same pricing challenge as real estate deals
[6:02] What happens when clients finally see each deal through a Profit First lens
[6:39] The "100 deals or seven figures" goal and why it's built on air without a personal income target
[7:22] The real question every business owner should answer first: what do I actually need to take home?
[8:01] Final framework: price deals with the end in mind, broken into the buckets that keep you solvent
[8:28] CTA: visit profitrei.com to book a free discovery call
Key Takeaways
Links & Resources
Closing
If this episode changed the way you think about what a deal is actually worth, pass it along to a fellow investor or business owner who's been scaling without really knowing their numbers. Subscribe, review, and share the show to help more entrepreneurs run their businesses with less stress and more clarity. To build your own path to financial clarity, visit profitrei.com.
Tony Castronovo is a Simple CFO fractional CFO who has worked with nearly 50 clients across real estate investing and small business ownership. In this second appearance on the show, Tony joins host Christina Gutierrez to walk through a string of five-star client reviews and unpack the real stories behind them — the financial messes, the predatory debt, the overleveraged portfolios, and the moments when a third-party lens changed everything for a business owner.
This episode is a case study deep dive. From a three-pronged real estate and hard money operation that needed entity restructuring to a fiber construction company bleeding $7,000 a week to MCA lenders to a multifamily investor with a highly leveraged portfolio that needed property-by-property triage, Tony breaks down exactly how Simple CFO approaches each situation, why the CFO relationship only works when clients show up ready to collaborate, and what separates a bookkeeper from a financial partner who actually moves your business forward.
Timeline Highlights
[0:23] Tony Castronovo returns for his second episode — Christina introduces the format: unpacking real client reviews and the stories behind them
[2:13] Tony's philosophy on celebrating wins, big and small, and why good news is worth sharing
[3:34] Client one: Mike and Bill — a three-pronged business (traditional rentals, storage facilities, and hard money lending) all running through one entity when they arrived
[5:26] The core pain when they came in: no cash flow clarity, no visibility into which business was making money and why
[6:11] How Simple CFO handled pass-through revenue differently across three business models, and why the hard money business requires a completely different financial lens than storage or rentals
[7:35] Entity restructuring with a CPA partner: separating the businesses for tax advantages, asset protection, and anonymity
[8:01] Getting strategic once the basics are in place: the infinite banking play Tony introduced to help Mike and Bill finance storage unit purchases from their own policy instead of a lender
[9:35] Why Simple CFO always starts with an expense analysis — and why every cut has to have an action attached to it, not just a number on a spreadsheet
[11:11] The gym analogy: why Profit First implementation feels uncomfortable at first, gets routine, and then needs to be deliberately scaled up — just like adding weight once the reps get easy
[13:52] Client two: Harley and Alex — came in effectively in crisis mode, overwhelmed by high-interest debt from predatory MCA lenders
[15:30] The fiber construction business model: laying lines for carriers, owning and leasing equipment, and multiple revenue streams — plus multiple ways to spend money
[17:07] How Simple CFO brought in a specialist with templated MCA negotiation scripts, saving Harley and Alex $7,000 per week in interest — roughly $30,000 a month
[18:43] The snowball effect in reverse: freeing up capital, auditing the equipment inventory for bad debt, and building a path toward traditional financing
[21:55] Deep dive on Alex's wife Claudia's equipment leasing business: reverse engineering the margins to find the keep number and identify exactly where gross profit was leaking
[24:33] The Simple CFO network advantage: how Tony made a connection between a traditional flipper transitioning into cloudy title deals and an existing client already operating in that space
[27:14] Business credit profiles: why most owners know their personal credit score but have no idea what their business credit profile looks like — and why it matters for accessing cheaper debt
[28:49] Client three: Brett Long — London Living, a multifamily operator with a highly leveraged portfolio who came in recognizing that hope is not a strategy
[30:52] Going property by property: analyzing gross potential rent, expense base, NOI, and debt service to identify dogs that need to be pruned from the portfolio
[34:25] A live example from a flipping client the day before: stacking properties side by side to find the gross margin spread, identify holding cost problems, and fix the underwriting going forward
[37:01] Why bookkeeping is the foundation of all of this — and the key difference between a bookkeeper recording transactions and a CFO using those records to make strategic decisions
[39:27] Tony on what drives him: taking the financial stress off business owners so they can focus on the business they actually wanted to build
[41:13] Christina's closing pitch: what to do if you hear these stories and recognize yourself in any of them
Key Takeaways
Links & Resources
Closing
If any of the stories in this episode sounded familiar — the single-entity tangle, the MCA spiral, the overleveraged portfolio, the bank account that doesn't match what you think you're making — that's exactly who Simple CFO was built for. Tony and the rest of the CFO team run the same process, the same roadmap, and the same accountability system with every client. To read the reviews yourself or book a free financial discovery call, visit profitrei.com.
David Richter is the author of Profit First for Real Estate Investors and founder of Simple CFO, a company built to help real estate investors get control of their cash flow, pay themselves consistently, and stop living deal to deal. He spent nearly a decade inside a real estate business that scaled to 25 wholesale deals a month, where he eventually took the finance seat, only to discover they were spending more than they were making — and that nearly everyone around them was in the same boat.
In this featured episode, David joins Jason Lucchesi on the No Flipping Excuses show to walk through the exact financial foundation every investor needs from their first deal forward. From the Golden Trio bank accounts to finding your keep number to what clean financials actually look like to a lender, this conversation gives real estate investors a clear, no-excuse starting point for building a profitable business.
This is a practical, straight-talk episode for investors at every stage — whether you're still waiting on deal one or you're ten years in and still chasing your tail. If you've ever wondered where your money goes after a deal closes, or why more deals aren't translating to more personal wealth, this is the episode that answers it.
David's core message is simple: real estate is the vehicle, but money is the game. And most investors don't know the rules. This conversation gives you the foundation to start playing it right.
Episode Highlights
[0:26] – David teases the episode: $25 deals a month while going broke, the Golden Trio accounts, and the keep number framework
[1:13] – Jason Lucchesi opens the No Flipping Excuses interview and introduces David Richter
[3:16] – David's origin story: started in real estate at 19 after reading Rich Dad Poor Dad, joined a team doing 5 wholesale deals a month and helped scale it to 800+ total deals
[4:35] – How David ended up in the finance seat with zero accounting background, and what he learned sitting down with the CPA to understand profit, loss, and cash flow
[5:14] – The wake-up call: doing $25 deals a month but spending $26 worth out the door — and realizing at masterminds that this was an industry-wide problem
[7:07] – Why Gary Harper's recommendation of Profit First hit David so hard, and how it led him to partner with Mike Michalowicz on a real estate-specific edition
[9:31] – Why the classic "pay yourself first" advice from Rich Dad and The Richest Man in Babylon always stopped short — and what Profit First does differently
[12:09] – The #1 mistake most investors make: the single "black hole" account where all money comes in and disappears, with every decision based solely on the balance
[13:52] – Introducing the Golden Trio: profit, owner's comp, and owner's tax accounts — and why even 1% into each is enough to start breaking the deal-to-deal cycle
[15:31] – Why Relay Bank partnered with Profit First and how to open up to 20 accounts for free to implement the system right now
[21:23] – How to figure out realistic starting percentages, why 1% beats 0%, and when to begin ramping toward the recommended targets based on your revenue range
[24:10] – The lender advantage: why having clean, structured financials and visible reserves makes you far more attractive for financing on rentals and portfolio growth
[26:35] – Role play: two investors walk into a bank — one sloppy, one Profit First-style — and what actually happens in underwriting
[29:49] – Finding your keep number: how one investor lost $70,000 in 2019, found his number, and realized he only needed five deals in 2020 to hit his goal
[35:10] – David's two book recommendations: Crucial Conversations (for life, marriage, and leadership) and Fix This Next by Mike Michalowicz (for diagnosing your business stage)
5 Key Takeaways
Links & Resources
Closing Remark
If this episode gave you a clearer picture of what your finances should actually look like, share it with an investor friend who's still running everything through one account. The Golden Trio is a simple starting point anyone can implement this week, and it might be the most impactful hour they spend on their business all year. Subscribe, review, and share the show — and if you're ready to get your numbers dialed in, visit https://www.simplecfo.com to book your free discovery call today.
If you can't tell me your return on every marketing channel you're running right now, you're flying blind.
Most real estate investors know they have to spend money on marketing — but very few have a system that tells them whether that spending is actually working. In this solo episode, the host breaks down a straightforward framework for tracking marketing dollars from the moment they leave your account all the way through to closed deals, so you can stop making decisions based on gut feel and start making them based on numbers.
The episode covers why front-end marketing platforms like Facebook and Google can't tell the whole story, how to use QuickBooks as a financial CRM to tie marketing spend to actual revenue by channel, and what return thresholds should trigger you to pour more money in or pull the plug. Whether you're running direct mail, PPC, or SEO, this one will help you build a simple marketing KPI dashboard that actually tells you what's working.
Timeline Highlights
[0:26] Why most real estate investors are flying blind — and the 3x to 7x return benchmark that separates confident operators from guessers
[0:53] The follow-up problem: spending money on marketing without tracking whether it actually produced revenue
[1:35] Why front-end dashboards on Facebook and Google aren't enough — and what it means to tie back-end money to front-end spend
[2:33] A simple example: $100 in, $5,000 out — and why that math gets much more complex as you scale
[3:32] Opening dedicated marketing bank accounts or credit cards per channel to create spending clarity by default
[4:29] How to use QuickBooks as a financial CRM — tagging deals by marketing channel and pulling KPI reports straight out of your financial software
[6:02] Marketing is the lifeblood of your business — which is exactly why it demands more tracking, not less
[6:34] The four metrics that belong on every marketing KPI dashboard: cost per lead, cost per appointment, cost per contract, and return per channel
[7:28] How to read your return numbers: 3x to 5x means you're on track, 5x or above is a green light to scale, below 2x is a signal to cut
[8:09] The difference between an owner running on gut feeling and one who uses return data to make every marketing decision
Key Takeaways
Links & Resources
Closing
Knowing your marketing numbers isn't a finance task — it's a growth strategy. The investors who scale predictably aren't necessarily spending more than everyone else; they're just spending with better information. If today's episode helped you see your marketing spend with more clarity, visit profitrei.com to schedule a free discovery call and start building your path to financial clarity and freedom.
What if the entrepreneurial principles you spent your 20s and 30s learning the hard way — accountability, financial literacy, win-win thinking — could be baked into your kids' education from the very beginning? David Richter shares the story of how a conversation at a real estate investor mastermind led his family to discover Acton Academy, a nontraditional school with an entrepreneurial framework so aligned with how he runs his business that they eventually moved across the country to enroll their daughter.
This episode isn't a sponsored segment — it's a genuine recommendation from someone who watched his six-year-old come home and propose a win-win negotiation without ever being taught the term. From peer accountability contracts and level-based progression to real-world apprenticeships and early financial literacy, David breaks down what makes Acton different and why the principles behind it translate directly to how successful investors build teams, hire by core values, and think about the next generation.
Timeline Highlights
[0:23] David introduces the episode: the question of how to pass down hard-won business lessons to your kids earlier than you learned them
[1:03] The mastermind conversation that introduced David to Acton Academy and why the word "nontraditional" immediately caught his attention
[1:35] The book that started it all: Laura Sandefer's Courage to Grow, and how both David and his wife reacted to reading it
[2:38] Why Acton's model resonated with David's EOS-based business: accountability, buy-in, and team ownership over top-down directives
[3:29] How David's family searched for an Acton campus, eventually relocating to Florida specifically for the school
[3:52] The guide vs. teacher distinction: why Acton calls classrooms "studios" and instructors "guides," and what that signals about the learning philosophy
[5:17] The peer accountability contract: how students write and sign their own code of conduct at the start of each year and enforce it with each other
[6:16] Level-based progression instead of grades: how students move at their own pace by earning badges across academic and social-emotional skills
[7:14] The apprenticeship program for junior high and high school students, and what that would have meant for a young real estate investor
[8:16] Financial literacy built into the curriculum: from basic money concepts in elementary to reading a profit and loss statement in high school
[9:09] The moment David's daughter, then six years old, came home and proposed a win-win solution — a concept he didn't encounter until reading the Seven Habits of Highly Effective People in his 20s
[10:04] David's closing encouragement: whether you're already enrolling kids or just starting a family, there are alternatives worth researching
Key Takeaways
Links & Resources
Closing
If you've ever wished someone had taught you financial literacy, accountability, or how to think like an entrepreneur before you had to learn it the expensive way, this episode is worth passing along. Subscribe to Profit First for Real Estate Investors so you don't miss future Case Files and guest conversations, and if you're ready to bring clarity and structure to your business finances, visit profitrei.com to get started.
What happens when you run the numbers on the Airbnb you're staying in and realize it beats every turnkey rental you toured that day? For Tim Hubbard, it meant walking away from the long term rental deal he flew to Tennessee to find, buying a historic eight-unit apartment building instead, and converting it to short term rentals. That single property went on to earn roughly eight times what it produced as a long term rental, and it set him free.
In this episode, host David Richter sits down with Tim to trace the whole journey: discovering Rich Dad Poor Dad nearly 20 years ago, fighting through loan denials as a 1099 contractor to buy a foreclosure fourplex in downtown Sacramento in 2010, house hacking one unit while the other three covered the bills, and 1031 exchanging his way into bigger buildings and better markets.
Today Tim runs roughly 65 units, 45 of them short term rentals, from South America, where he's lived for nearly a decade, first in Colombia and now in Brazil. He's also weeks away from opening the first phase of a boutique resort in Colombia and leads Corzly, a core operating center that handles revenue management, 24/7 guest communication, and marketing for short term rental owners and property managers in more than 40 cities.
Tim doesn't sugarcoat the 2026 short term rental market: it's more competitive, guest expectations are higher, and owners still pricing like it's two years ago aren't getting booked. This conversation is a masterclass in reading supply and demand, finding the luxury edge, and building operations that let the profit actually reach you.
Episode Highlights
[1:01] – David welcomes Tim Hubbard, short term rental investor and host of Short Term Rental Riches
[1:50] – Discovering Rich Dad Poor Dad young and buying a first property within about two years
[3:50] – The 2010 foreclosure fourplex in downtown Sacramento: FHA loan, 1099 income, and repeated denials
[5:16] – House hacking one unit, renting out three, and cash flowing from day one
[6:25] – 1031 exchanging four units into nine in a better appreciating out-of-state market
[6:59] – The Tennessee light bulb: the Airbnb he rented penciled far better than the turnkey rentals he toured
[7:43] – Buying a historic eight-unit building and spending a year converting it to short term rentals
[9:12] – The eight unit that earned eight times more and funded a move to South America
[10:19] – Tim's 2026 portfolio: 65 units, 45 short term rentals, and a boutique resort under construction in Colombia
[11:58] – How managing properties virtually from abroad grew into Corzly, now operating in over 40 cities
[13:21] – Why centralized revenue management and 24/7 guest teams beat hiring locally for small portfolios
[17:13] – The seasonal hybrid play: nightly rates in high season, monthly rentals in the off season
[18:14] – Tim's biggest lessons: leave for better returns, and think twice before long-timeline projects
[20:43] – Advice for new investors: verify supply and demand with a tool like AirDNA before buying anything
[22:25] – Why unique luxury properties now have more upside and more recession resistance than commodity rentals
[24:31] – Reviews, visibility, and dynamic pricing: the operational levers that can double revenue
5 Key Takeaways
Links & Resources
Closing Remark
Tim Hubbard built the kind of business most investors say they want: a portfolio that runs without him in the room, from another continent, with profit that funds the life he actually chose. But as David points out, Tim didn't just make that money, he knew how to keep it, and he knew what every property was earning. If you're closing deals but still feeling broke, that's the gap Simple CFO exists to close. Subscribe, review, and share this episode, and if you're serious about financial systems and keeping more of your profit, visit https://simplecfo.com to take your free discovery call today.
From the publisher's feed
Real estate investors work hard, make great money, and still feel broke, but it’s not your fault. Without a simple system, cash slips through the cracks and every next deal feels like a lifeline…
That’s why David Richter, author of Profit First for Real Estate Investors with a foreword by Profit First founder Mike Michalowicz, created this podcast to reveal how real investors flipped the script and started paying themselves first. Each episode shares honest stories from investors who used Profit First to eliminate stress, build stability, and reclaim their lives.
If you’re ready to stop surviving and start thriving, this is where your financial clarity begins.

31,904 Listeners

16,041 Listeners

30,203 Listeners

16,686 Listeners

16,843 Listeners

424 Listeners

3,062 Listeners

558 Listeners

2,145 Listeners

165 Listeners

342 Listeners

29,163 Listeners

888 Listeners

838 Listeners

698 Listeners