Chad Carson’s 2 Deals/Year Strategy That Makes You a Rental Millionaire

Chad Carson’s 2 Deals/Year Strategy That Makes You a Rental Millionaire

Experienced investors are getting lazy — and that's your opening: Chad Carson says the 2026 market rewards the scrappy newcomer willing to bike neighborhoods, knock doors, and chase pre-foreclosures that big operators ignore.

Jun 24, 2026 37:27 Difficulty: Beginner Played

TL;DR

Chad "Coach" Carson joins Dave Meyer and Henry Washington to argue that today's real estate market actually favors the small, scrappy investor willing to do the legwork bigger players won't. Chad shares his evolving buy box — brick ranch single-families, low maintenance, sticky tenants — and unpacks tactics like driving for dollars, pre-foreclosure lists, probate pulls, and his 3-build-sell-2-keep-1 new construction strategy. The single most useful takeaway: commit to finding just two great deals per year and spend all your available time hunting them down.

#off-market real estate #driving for dollars #small and mighty investing #buy and hold strategy #foreclosure auctions #probate lists #pre-foreclosure investing #new construction rentals #portfolio pruning #single family rentals #conservative underwriting #real estate mentorship #tenant retention #financial freedom #BPCon 2026 #off-market deals #rental properties #Chad Carson #buy box #pre-foreclosure #new construction #tenant-first #cash-on-cash return #skip tracing #single family rental #enough

Chad Carson joins Dave Meyer and Henry Washington to discuss how small-scale real estate investors can thrive in the 2026 housing market by finding off-market deals, iterating on marketing strategies, and building a focused portfolio that delivers lifestyle freedom.

Chapter list
  • Dave Meyer opens by acknowledging the headwinds hammering real estate in 2026 — rising interest rates, sluggish rent growth, deals that would have been home runs two years ago now barely penciling out. But rather than conceding defeat, he pivots to the episode's core argument: buy-and-hold investing rewards patience, and the current market actually tilts in favor of the investor willing to handpick one or two high-upside assets per year rather than scale aggressively. He previews Chad Carson's evolving buy box, his off-market strategies, and the overarching philosophy of building a portfolio designed around the lifestyle you want — not the portfolio size someone else told you to hit.

  • With introductions complete, Dave Meyer establishes the episode's collaborative dynamic: three experienced investors who see the same market through different lenses. Chad Carson is positioned not as a mega-portfolio builder but as someone who has deliberately and successfully stayed small — and who argues that staying small is a strategy, not a consolation. Henry Washington brings his own active investor perspective, and together the three signal this will be less theory and more lived experience.

  • Chad Carson opens his contribution by grounding the conversation in his own portfolio reality: a late-stage, deliberate pace of building or buying 2–3 homes annually in Clemson, South Carolina, while selling off 1–2 weaker assets each cycle. He frames experimentation as the key discipline — not growth at all costs, but iterating on what works without overcommitting capital. His two-path framework emerges clearly: either engineer a low price through hustle and negotiation, or identify a truly rare asset in an exceptional location and accept a lower cash-on-cash return (even just 1–2%) in exchange for low maintenance, strong demographics, and a sticky tenant. This framework sets the intellectual foundation for everything that follows.

  • Henry Washington reframes the conversation around a startup analogy: the lean methodology of fail fast, fail often, and maximize your rate of learning. Applied to real estate, this means the first thing to experiment with isn't the property itself — it's the marketing strategy that surfaces the deal. Chad reinforces this with a simple prescription: get in a car, or better yet on a bike, and start driving for dollars. Find vacant houses, for-sale-by-owners, and for-rent-by-owners. It's deliberately unscalable — and that is precisely its value. The section lands on a key insight: in 2026, you can't buy at retail and expect it to work, so the energy that veteran investors have automated away is your competitive moat.

  • This chapter delivers the episode's sharpest insight. Henry Washington openly admits that investors with years of experience — himself included — have grown lazy, relying on automation to pull lists and send mail without ever touching the process themselves. The implication is stark: any deal-finding tactic that requires manual effort, multiple steps, or human interaction is one that experienced investors have opted out of. That's the new investor's moat. Henry illustrates with the example of finding an address, using Claude for skip tracing, and calling the owner while still standing in the neighborhood — a level of immediacy and personalization that no automated system can replicate. Chad chimes in with a memorable real-world example: spending weeks tracking down a property owner through a cousin in Ohio, making a cold call, and buying a deal that multiple other investors had already given up on.

  • The conversation shifts into a practical inventory of deal channels that most investors have forgotten or abandoned. Henry makes the headline call: foreclosure auctions are back. After years of inactivity, barely anyone is showing up — and the people who are there are cash-rich local operators with off-market inventory to sell. Pre-foreclosures offer a lower-risk alternative: reach sellers before the auction, skip the title risks, and close through a normal process with title insurance. Probate lists, which must be pulled manually from city or county offices, are especially valuable precisely because automated systems can't easily access them — layers of friction that keep competition low. Chad adds eviction records and code violation lists to the mix, recalling his early career habit of sitting in courthouses with a laptop, manually logging paper files. The chapter closes with a rallying cry: those rubbing their hands together during bad markets are the 50- and 60-year veterans who know this is when fortunes are made.

  • Dave Meyer steps back from the tactical weeds to deliver the episode's clearest strategic principle. The advantage of being a small investor is that you have no operational overhead, no quota to hit, and no team to manage. That freedom should be channeled entirely into one thing: finding the absolute best two deals available in your market every single year. Henry and Chad confirm that this commitment, maintained consistently, will yield results regardless of market conditions. The simplicity of the message cuts through the noise that dominates real estate investing discourse and offers listeners a genuinely actionable north star.

  • The mid-episode break features five sponsor segments woven around real estate investor pain points. Indeed offers a $75 job credit to help property managers and landlords hire maintenance and leasing staff more efficiently, citing 27 hires per minute across its platform. Rent to Retirement pitches turnkey new construction homes at 10% below market value with financing as low as 3.75% and partial down-payment returns at closing. NREIG emphasizes proper claim-time coverage over cheap policy pricing for investment properties. Flock Homes introduces the 721 exchange as an alternative to a 1031 or a full sale, converting individual properties into shares of a diversified managed portfolio. Airbnb rounds out the break with its Co-host Network, framing idle properties — guest rooms, second homes, a primary residence during travel — as untapped income engines.

  • Chad pivots from deal finding to portfolio architecture, introducing a strategy he's experimenting with in Clemson and watching a Charlotte student execute at volume: build or flip three properties, sell two to keep private lenders paid and capital cycling, and retain the third as a long-term rental. The discipline of keeping at least one out of every three is what separates flippers who build wealth from those who simply generate income. Chad then zooms out to what he calls the 'harvesting phase' — the portfolio stage where investors stop adding and start pruning. A student who grew to 21 properties realized the worst assets were eating his time and capital; he sold down to 9, paid off debt, and redirected the remainder into private lending. Henry confirms he's on the same path, selling problem properties and consolidating around his best assets.

  • Henry Washington draws on corporate project management to argue that every real estate deal should end with a formal lessons-learned review: what went well, what didn't, what would you pay someone else to handle next time. For a small-and-mighty investor doing only a handful of deals per decade, each transaction carries disproportionate learning weight. Chad adds the caveat that self-reflection is hard when you're in momentum mode — which is exactly why community matters. He cites his mentor Louis Stone, a private lender with skin in the game, who quietly declined to fund deals in a D+ neighborhood in Anderson, SC, redirecting Chad's trajectory before he locked into a problematic location. Henry mirrors this with his own community conversations around deals that only pencil out if a complex, never-attempted-before ADU project also succeeds — a warning sign that the base deal doesn't stand on its own. The section closes with Dave's real-time example of talking himself out of a deal until the seller lowered the price to where the numbers finally worked.

  • Stessa leads the second sponsor block with a pitch squarely aimed at tax-season dread: its AI maps all rental income and expenses to Schedule E categories throughout the year so that filing is a single click, not a scramble. The ad references a common investor error — calling an HVAC replacement a repair when it must be capitalized over 27.5 years — to illustrate what proper categorization prevents. Steadily positions itself as the antidote to cheap landlord insurance that fails at claim time, noting that BiggerPockets Pro members receive an extra 5% discount. Lennar's Investor Marketplace closes the block by offering a free account with a dashboard for comparing new construction homes alongside real-time return estimates, expense projections, and local market data — a practical tool for investors who want data-driven new construction underwriting.

  • Chad reframes buy box selection entirely through the lens of the customer — the tenant. Every decision flows from who will live there and whether they'll stay as long as possible, pay on time, and love the home. That logic leads him straight back to the single-family house — unfashionable in an era that celebrates multifamily and mixed-use — because it's what most American renters actually aspire to. His specific ideal: brick exterior, single-story ranch, approximately 1,500 square feet, hardwood floors, tile bathroom, fenced backyard. Low maintenance in every detail. Henry echoes the philosophy with his Northwest Arkansas version: '70s-to-'90s brick construction, concrete foundation, a discount available because of age and lack of updates, but built to last. Chad jokes that NW Arkansas sounds like rental property nirvana once you add its acclaimed bike trail network into the picture. The chapter makes clear that both investors have evolved away from chasing yield and toward engineering for operational simplicity and tenant longevity.

  • Henry sets up the BPCon conversation by praising the conference as the best place to find mentors, network with deal-hungry peers, and get honest feedback on portfolio decisions. Chad's response is characteristically self-aware: he writes speeches for himself first. His 2026 closing keynote will center on 'enough' — the deliberately subversive idea that successful investing isn't defined by scale but by the life it funds. Chad describes the investors who inspire him most as the ones nobody's ever heard of: quiet owners of 5, 15, or 25 paid-off properties who work 1–2 hours a week, travel freely, and contribute meaningfully to their communities. That's the model the keynote will celebrate. He closes with the nuance that reaching financial 'enough' doesn't mean stopping — it means redirecting entrepreneurial ambition toward family, community nonprofits, and personal growth rather than more square footage. Dave confirms BPCon runs October 2–4 in Orlando, with early bird pricing available for a limited time.

  • Dave Meyer signs off with a reminder to subscribe across all major podcast platforms — new episodes drop Monday, Wednesday, and Friday. He credits host and executive producer Dave Meyer, producer Ian Kay, copywriter Calico Content, and editor Exodus Media, and points listeners to biggerpockets.com for the newsletter and additional resources. A standard legal disclaimer notes that the podcast is for informational purposes only and that all investment involves risk. The final seconds are occupied by a Snapdragon laptop processor ad emphasizing long battery life and on-the-go performance.

Cash-on-cash return
The annual pre-tax cash flow from a property divided by the total cash invested, expressed as a percentage — a key metric for evaluating rental income performance.
Skip tracing
The process of tracking down a person's contact information using public records, relatives, or databases — commonly used by real estate investors to find hard-to-reach property owners.
Driving for dollars
A deal-finding tactic where investors physically drive or bike through target neighborhoods to spot distressed or vacant properties not listed on the market.
Pre-foreclosure
The period after a homeowner defaults on their mortgage but before the bank formally forecloses, during which an investor can negotiate a purchase directly with the owner.
Probate list
A list of properties going through the legal estate-settlement process after an owner's death — often a source of motivated sellers willing to sell quickly.
ADU
Accessory Dwelling Unit — a secondary housing unit on a residential property, such as a backyard cottage or converted garage, that can generate additional rental income.
721 exchange
A tax-deferred transaction where a property owner contributes real estate to a partnership (such as Flock Homes) in exchange for equity shares, avoiding a taxable sale.
1031 exchange
A tax code provision allowing investors to defer capital gains taxes by reinvesting proceeds from a property sale into a like-kind replacement property within specific time limits.
D+ neighborhood
Informal investor grading for a low-quality location dominated by high vacancy, slumlord landlords, and distressed properties — high yield potential but elevated risk and management burden.
Capital expenses (CapEx)
Major, infrequent costs like roof replacement, HVAC, or plumbing repairs that require a large outlay — often underestimated by new investors when underwriting deals.
Private lender
An individual (not a bank) who loans money to a real estate investor, typically secured by the property, in exchange for interest payments.
REIA
Real Estate Investor Association — a local networking group where investors share deals, strategies, and referrals.
Lean methodology
A startup management framework emphasizing rapid, iterative experimentation and fast failure to accelerate learning — referenced here as an analogy for testing real estate strategies.
Harvesting phase
Chad Carson's term for the later stage of a real estate portfolio's lifecycle, where investors stop acquiring aggressively and focus on extracting cash flow and simplifying holdings.
Ambitiously lazy
Chad Carson's self-description for deliberately outsourcing or automating lower-value tasks to protect time and energy — laziness applied strategically rather than out of apathy.
Schedule E
The IRS tax form used to report income and expenses from rental real estate — the standard form landlords file alongside their personal tax returns.

Chapter 2 · 01:48

Meet the Panel: Dave Meyer, Henry Washington & Chad Carson

With introductions complete, Dave Meyer establishes the episode's collaborative dynamic: three experienced investors who see the same market through different lenses. Chad Carson is positioned not as a mega-portfolio builder but as someone who has deliberately and successfully stayed small — and who argues that staying small is a strategy, not a consolation. Henry Washington brings his own active investor perspective, and together the three signal this will be less theory and more lived experience.

Chapter 3 · 03:20

Chad's Current Portfolio & the Small-and-Mighty Mindset

Chad Carson opens his contribution by grounding the conversation in his own portfolio reality: a late-stage, deliberate pace of building or buying 2–3 homes annually in Clemson, South Carolina, while selling off 1–2 weaker assets each cycle. He frames experimentation as the key discipline — not growth at all costs, but iterating on what works without overcommitting capital. His two-path framework emerges clearly: either engineer a low price through hustle and negotiation, or identify a truly rare asset in an exceptional location and accept a lower cash-on-cash return (even just 1–2%) in exchange for low maintenance, strong demographics, and a sticky tenant. This framework sets the intellectual foundation for everything that follows.

Claims made here

Investors with patient money and little time should consider accepting a 1–2% cash-on-cash return on high-quality assets in rare, high-demand locations rather than chasing higher yields in weaker neighborhoods.

Chad Carson no source cited

Chapter 4 · 06:00

The Lean Investing Philosophy: Iterating to Find Great Deals

Henry Washington reframes the conversation around a startup analogy: the lean methodology of fail fast, fail often, and maximize your rate of learning. Applied to real estate, this means the first thing to experiment with isn't the property itself — it's the marketing strategy that surfaces the deal. Chad reinforces this with a simple prescription: get in a car, or better yet on a bike, and start driving for dollars. Find vacant houses, for-sale-by-owners, and for-rent-by-owners. It's deliberately unscalable — and that is precisely its value. The section lands on a key insight: in 2026, you can't buy at retail and expect it to work, so the energy that veteran investors have automated away is your competitive moat.

Chapter 5 · 07:45

Why New Investors Have an Edge Over Experienced Ones

This chapter delivers the episode's sharpest insight. Henry Washington openly admits that investors with years of experience — himself included — have grown lazy, relying on automation to pull lists and send mail without ever touching the process themselves. The implication is stark: any deal-finding tactic that requires manual effort, multiple steps, or human interaction is one that experienced investors have opted out of. That's the new investor's moat. Henry illustrates with the example of finding an address, using Claude for skip tracing, and calling the owner while still standing in the neighborhood — a level of immediacy and personalization that no automated system can replicate. Chad chimes in with a memorable real-world example: spending weeks tracking down a property owner through a cousin in Ohio, making a cold call, and buying a deal that multiple other investors had already given up on.

Claims made here

Chad Carson spent weeks skip-tracing a property owner through relatives before reaching a cousin in Ohio and securing a deal no other investor could access.

Chad Carson no source cited

Chapter 6 · 10:35

Foreclosure Auctions, Pre-Foreclosures, Probate & Eviction Lists

The conversation shifts into a practical inventory of deal channels that most investors have forgotten or abandoned. Henry makes the headline call: foreclosure auctions are back. After years of inactivity, barely anyone is showing up — and the people who are there are cash-rich local operators with off-market inventory to sell. Pre-foreclosures offer a lower-risk alternative: reach sellers before the auction, skip the title risks, and close through a normal process with title insurance. Probate lists, which must be pulled manually from city or county offices, are especially valuable precisely because automated systems can't easily access them — layers of friction that keep competition low. Chad adds eviction records and code violation lists to the mix, recalling his early career habit of sitting in courthouses with a laptop, manually logging paper files. The chapter closes with a rallying cry: those rubbing their hands together during bad markets are the 50- and 60-year veterans who know this is when fortunes are made.

Claims made here

Henry Washington has purchased two pre-foreclosure properties in approximately the last six months.

Henry Washington no source cited

Probate property lists can be obtained manually from city or county offices but are difficult to pull through automated investor software systems.

Henry Washington no source cited

Chad Carson has been investing in real estate for 23 years and knows investors with 50–60 years of experience.

Chad Carson no source cited

Chapter 7 · 15:00

The Power of Spending All Your Time Finding the Best 2 Deals

Dave Meyer steps back from the tactical weeds to deliver the episode's clearest strategic principle. The advantage of being a small investor is that you have no operational overhead, no quota to hit, and no team to manage. That freedom should be channeled entirely into one thing: finding the absolute best two deals available in your market every single year. Henry and Chad confirm that this commitment, maintained consistently, will yield results regardless of market conditions. The simplicity of the message cuts through the noise that dominates real estate investing discourse and offers listeners a genuinely actionable north star.

Chapter 8 · 16:15

Sponsor Break: Indeed, Rent to Retirement, NREIG, Flock Homes, Airbnb

The mid-episode break features five sponsor segments woven around real estate investor pain points. Indeed offers a $75 job credit to help property managers and landlords hire maintenance and leasing staff more efficiently, citing 27 hires per minute across its platform. Rent to Retirement pitches turnkey new construction homes at 10% below market value with financing as low as 3.75% and partial down-payment returns at closing. NREIG emphasizes proper claim-time coverage over cheap policy pricing for investment properties. Flock Homes introduces the 721 exchange as an alternative to a 1031 or a full sale, converting individual properties into shares of a diversified managed portfolio. Airbnb rounds out the break with its Co-host Network, framing idle properties — guest rooms, second homes, a primary residence during travel — as untapped income engines.

Claims made here

According to Indeed's own worldwide data, companies make 27 hires per minute on the platform.

Dave Meyer Indeed data worldwide

Rent to Retirement offers new construction investment homes at 10% below market value with interest rates as low as 3.75% and returns of 50–75% of the down payment at closing in some cases.

Dave Meyer no source cited

Chapter 9 · 20:00

The 3-Sell 2-Keep 1 Strategy & Portfolio Pruning

Chad pivots from deal finding to portfolio architecture, introducing a strategy he's experimenting with in Clemson and watching a Charlotte student execute at volume: build or flip three properties, sell two to keep private lenders paid and capital cycling, and retain the third as a long-term rental. The discipline of keeping at least one out of every three is what separates flippers who build wealth from those who simply generate income. Chad then zooms out to what he calls the 'harvesting phase' — the portfolio stage where investors stop adding and start pruning. A student who grew to 21 properties realized the worst assets were eating his time and capital; he sold down to 9, paid off debt, and redirected the remainder into private lending. Henry confirms he's on the same path, selling problem properties and consolidating around his best assets.

Claims made here

In the 3-sell-2-keep-1 new construction strategy, flipping two properties generates capital to fund keeping the third as a long-term rental without external equity.

Chad Carson no source cited

One of Chad Carson's students grew a portfolio to 21 properties, then strategically sold down to 9, using proceeds to pay off debt and fund private lending.

Chad Carson no source cited

Chapter 10 · 23:10

How to Learn From Every Deal: Community, Mentors & Reflection

Henry Washington draws on corporate project management to argue that every real estate deal should end with a formal lessons-learned review: what went well, what didn't, what would you pay someone else to handle next time. For a small-and-mighty investor doing only a handful of deals per decade, each transaction carries disproportionate learning weight. Chad adds the caveat that self-reflection is hard when you're in momentum mode — which is exactly why community matters. He cites his mentor Louis Stone, a private lender with skin in the game, who quietly declined to fund deals in a D+ neighborhood in Anderson, SC, redirecting Chad's trajectory before he locked into a problematic location. Henry mirrors this with his own community conversations around deals that only pencil out if a complex, never-attempted-before ADU project also succeeds — a warning sign that the base deal doesn't stand on its own. The section closes with Dave's real-time example of talking himself out of a deal until the seller lowered the price to where the numbers finally worked.

Chapter 12 · 33:30

Building the Ideal 2026 Buy Box: Tenant-First, Brick Ranch, Low Maintenance

Chad reframes buy box selection entirely through the lens of the customer — the tenant. Every decision flows from who will live there and whether they'll stay as long as possible, pay on time, and love the home. That logic leads him straight back to the single-family house — unfashionable in an era that celebrates multifamily and mixed-use — because it's what most American renters actually aspire to. His specific ideal: brick exterior, single-story ranch, approximately 1,500 square feet, hardwood floors, tile bathroom, fenced backyard. Low maintenance in every detail. Henry echoes the philosophy with his Northwest Arkansas version: '70s-to-'90s brick construction, concrete foundation, a discount available because of age and lack of updates, but built to last. Chad jokes that NW Arkansas sounds like rental property nirvana once you add its acclaimed bike trail network into the picture. The chapter makes clear that both investors have evolved away from chasing yield and toward engineering for operational simplicity and tenant longevity.

Claims made here

Chad's ideal rental property is a brick exterior, single-story ranch of approximately 1,500 square feet with hardwood floors, tile bathroom, and a fenced backyard.

Chad Carson no source cited

Chapter 13 · 36:40

Chad's BPCon 2026 Closing Keynote: Defining 'Enough'

Henry sets up the BPCon conversation by praising the conference as the best place to find mentors, network with deal-hungry peers, and get honest feedback on portfolio decisions. Chad's response is characteristically self-aware: he writes speeches for himself first. His 2026 closing keynote will center on 'enough' — the deliberately subversive idea that successful investing isn't defined by scale but by the life it funds. Chad describes the investors who inspire him most as the ones nobody's ever heard of: quiet owners of 5, 15, or 25 paid-off properties who work 1–2 hours a week, travel freely, and contribute meaningfully to their communities. That's the model the keynote will celebrate. He closes with the nuance that reaching financial 'enough' doesn't mean stopping — it means redirecting entrepreneurial ambition toward family, community nonprofits, and personal growth rather than more square footage. Dave confirms BPCon runs October 2–4 in Orlando, with early bird pricing available for a limited time.

Claims made here

BiggerPockets Conference 2026 is scheduled for October 2–4 in Orlando, Florida, with Chad Carson as the closing keynote speaker.

Dave Meyer no source cited

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1 / 12 cited (8%)

Factual claims made this episode, and whether a source was named.

According to Indeed's own worldwide data, companies make 27 hires per minute on the platform.

Dave Meyer Indeed data worldwide

Rent to Retirement offers new construction investment homes at 10% below market value with interest rates as low as 3.75% and returns of 50–75% of the down payment at closing in some cases.

Dave Meyer no source cited

Chad Carson has been investing in real estate for 23 years and knows investors with 50–60 years of experience.

Chad Carson no source cited

One of Chad Carson's students grew a portfolio to 21 properties, then strategically sold down to 9, using proceeds to pay off debt and fund private lending.

Chad Carson no source cited

Henry Washington has purchased two pre-foreclosure properties in approximately the last six months.

Henry Washington no source cited

Chad Carson spent weeks skip-tracing a property owner through relatives before reaching a cousin in Ohio and securing a deal no other investor could access.

Chad Carson no source cited

Chad's ideal rental property is a brick exterior, single-story ranch of approximately 1,500 square feet with hardwood floors, tile bathroom, and a fenced backyard.

Chad Carson no source cited

In the 3-sell-2-keep-1 new construction strategy, flipping two properties generates capital to fund keeping the third as a long-term rental without external equity.

Chad Carson no source cited

BiggerPockets Conference 2026 is scheduled for October 2–4 in Orlando, Florida, with Chad Carson as the closing keynote speaker.

Dave Meyer no source cited

Investors with patient money and little time should consider accepting a 1–2% cash-on-cash return on high-quality assets in rare, high-demand locations rather than chasing higher yields in weaker neighborhoods.

Chad Carson no source cited

A HVAC replacement in March should be capitalized and depreciated over 27.5 years (or possibly 39 years), not expensed as a repair.

Dave Meyer no source cited

Probate property lists can be obtained manually from city or county offices but are difficult to pull through automated investor software systems.

Henry Washington no source cited