Can AI Replace Your Worst Tasks and Double Your Revenue?

Why the Boring Investor Strategy Beats Home Runs

Paul Moore reviewed over 1,100 deals last year and invested in only six, a filter rate that reveals just how seriously the founder of Wellings Capital approaches risk in today's market. Paul Moore runs Wellings Capital, a real estate private equity firm managing roughly $180 million across self-storage, mobile home parks, industrial, and multifamily assets. A self-described former "certified shiny object chaser," Paul now applies Warren Buffett's principles directly to commercial real estate, focusing on what he calls the boring investor approach. In this conversation he breaks down the critical difference between investing and speculating, explains how his team uses preferred equity and JV hybrid equity positions to protect downside while preserving upside, and shares the 31-point due diligence checklist Wellings Capital uses to vet operators. Paul also discusses why fraud remains the number one risk in passive investing and how capital stack positioning has become central to his strategy after the painful lessons of the last three years. CHAPTERS * [0:00] Investing vs. Speculating * [3:52] Lessons from the Market Shift * [10:22] Capital Stack Positioning * [18:15] Due Diligence on Operators * [25:42] Asset Classes Right Now * [33:40] How Wellings Capital Works RESOURCES Disclosure: Some links below are affiliate links. We may earn a commission at no cost to you. As an Amazon Associate we earn from qualifying purchases. * The One Thing by Jay Papasan and Gary Keller [https://www.amazon.com/ONE-Thing-Surprisingly-Extraordinary-Results/dp/1885167776?tag=tpi2026-20] * The Hands-Off Investor by Brian Burke [https://www.amazon.com/Hands-Off-Investor-Passive-Estate-Syndications/dp/1947200984?tag=tpi2026-20] * Wellings Capital free resources and 31-point due diligence checklist [https://wellingscapital.com/resources] Get our free Passive Investor Starter Kit [https://trulypassiveincome.com/starterkit/] Follow us: YouTube @trulypassiveincomepod | Instagram @truly_passive_income

Can AI Replace Your Worst Tasks and Double Your Revenue?

AI for small business owners is no longer optional - but most people are decorating the penthouse before the foundation is laid. Former NYC managing broker Gus Waite spent 20 years leading over 100 agents in corporate relocation before retiring and going all-in on artificial intelligence for independent real estate professionals. Now he helps business owners close gaps, simplify operations, and spend more time on the work they actually love. In this conversation, Gus joins Neil and Clint for a candid discussion about where AI adoption really stands, why small business collectives are the antidote to corporate workforce slashing, and how to use AI as a personalized coach to identify your blind spots and build systems around your strengths. You will also hear why the first step is never a complex workflow, what the "source code" method is, and how the intersection of human connection and AI might reshape your business and your life. Hit play if you are a business owner trying to figure out where to start with AI without losing yourself in the process. WHAT YOU'LL LEARN * How to identify your "source code" - your values, voice, and ideal client profile - so every AI output sounds like you instead of generic slop * Why decorating the penthouse before the foundation is laid is the most common AI adoption mistake and how to avoid it * The reason most business owners stall with AI tools after one technical glitch and the simple fix that keeps momentum going * How to use personality assessments with AI to get daily personalized coaching on your blind spots and decision-making patterns * Why small business collectives and masterminds are the antidote to the PE-driven workforce replacement playbook * The exact approach Gus uses in his Independent Brokers Collective: one workflow, one agent, implemented together over two sessions * Why both early-twenties graduates and early-sixties professionals are entering the same uncertain job market and what that means for you * How to reframe the AI conversation from "cut costs" to "increase revenue 20%" using your existing team as a force multiplier TIME STAMPS * [00:00] - Introduction and guest background * [02:14] - The AI adoption cycle: remember, forget, try, fail * [04:47] - Decorating the penthouse before the foundation * [06:30] - Using personality scores as AI coaching tools * [09:52] - The source code: values, voice, and vision * [12:18] - What happens if all work disappears in 5-10 years? * [14:03] - The $11 trillion wage market PE firms are targeting * [17:25] - Small business collectives as the antidote * [20:47] - Reframing AI: revenue growth vs. cost cutting * [24:30] - The documentary revelation: early 20s and early 60s face the same crisis * [27:15] - Eternal truths and why human connection wins * [29:40] - Recommended resources and where to start * [31:10] - How to connect with Gus Waite ABOUT THE GUEST Gus Waite is a former actor, standup comedian, and 20-year veteran managing broker who led more than 100 agents in corporate relocation across New York City. After retiring from traditional real estate, he spent four years studying artificial intelligence before launching Real Estate Rewired AI With a Heart, a podcast and consultancy helping independent brokers access the same tools and technology available to the top 1%. He now runs the Independent Brokers Collective, a mastermind where small business owners implement AI workflows together. Gus is the founder of Growth Pilot Partners. Website: https://www.growthpilotpartners.com [https://www.growthpilotpartners.com] Email: gus@growthpilotpartners.com [gus@growthpilotpartners.com] Phone: (914) 420-8358 LinkedIn: Gus Waite [https://www.linkedin.com/in/ralph-gus-waite/] FOLLOW US ON SOCIAL MEDIA YouTube: Truly Passive Income [https://www.youtube.com/channel/UCe0F1abrRXQX2KpSl5qEnoA] TikTok: @trulypassiveincome [https://www.tiktok.com/@trulypassiveincome] Instagram: @truly_passive_income [https://www.instagram.com/truly_passive_income/] Facebook: Truly Passive [https://www.facebook.com/TrulyPassiveInc/] Twitter: @trulypassive [https://twitter.com/trulypassive] DOWNLOAD OUR FREE PASSIVE INVESTOR TOOLKIT Everything you need to get started in passive investing - Download Here [https://trulypassiveincome.com/toolkit/]

How a Podcast Built a 95-Unit Real Estate Empire

Cory Jacobson grew a 95-unit real estate portfolio by turning a podcast into a deal-sourcing and capital-raising engine, without cold-calling a single investor. Cory Jacobson and his partner Ryan launched the Wealth Juice Podcast during COVID to share their early investing mistakes publicly. By year six, that real estate podcast had become their primary capital-raising tool: limited partners found them through the show, general partnership deals formed through podcast relationships, and the show opened rooms they had no business being in. Their current focus is value add multifamily in the Upper Valley, a micropolitan market on the Vermont and New Hampshire border near Dartmouth Health. With a 0.4% vacancy rate and a projected shortage of 10,000 housing units through 2030, the market sits below institutional radar and above retail competition. They target mismanaged A-minus and B-plus properties, bring rents to market, and in some cases furnish units for traveling nurses, capturing midterm rental premiums of 25 to 40% above long-term rents. The GP-LP structure is laid out plainly: preferred return goes to limited partners first, GP windfalls come at refinance or sale, and cash-on-cash distributions during the hold period are secondary. The episode also covers the 1033 casualty exchange, a tax deferral mechanism triggered by total property loss from a fire, hurricane, or natural disaster. It functions like a 1031 but is almost unknown, even among CPAs. Cory explains the two-year replacement window, the IRS extension process, and why adequate insurance is non-negotiable for any real estate investor. The conversation rounds out with seller financing, a 10-year compounding ground-up development fund in the Phoenix-Scottsdale market, the distressed debt wall coming due before 2027, and the case for staying focused in one micropolitan market rather than chasing equity multiple across too many geographies. IN THIS EPISODE YOU WILL LEARN * How the Wealth Juice Podcast replaced cold calls as Cory and Ryan's primary deal-sourcing and LP capital-raising tool * Why general partners get paid last in a syndication and what that means for limited partner preferred returns and timing * How to target value add multifamily in micropolitan markets that sit below institutional and above retail competition * How furnishing units for traveling nurses and medical professionals produces midterm rental premiums of 25 to 40% above market * What a 1033 casualty exchange is, how it differs from a 1031, and why almost no CPAs have ever processed one * How Cory structures GP-LP acquisitions: LP capital covers the down payment and renovation costs, commercial financing covers the rest * Why staying focused in one market protects against over-leverage as you scale toward 500 units CHAPTERS * [0:00] Intro * [3:56] How It Started * [9:19] STR Mistakes * [13:09] Raising Capital * [16:59] LP Structure * [20:17] Micro Market Advantage * [25:11] Passive Real Estate * [31:33] The 1033 Exchange * [36:37] Value Add Execution * [41:16] Growth and Goals * [43:18] Arizona Development Fund * [45:23] Book Recommendations ABOUT RYAN BEVILACQUA AND CORY JACOBSON Ryan Bevilacqua and Cory Jacobson are real estate investors, entrepreneurs, and co-hosts of the Wealth Juice Podcast, ranked in the top 1% of podcasts globally. With over 12 years of experience in business, sales, and hospitality, they have built a portfolio spanning long-term rentals, short-term rentals, multifamily apartments, and a 43-unit multipurpose resort, and actively raise LP capital for value-add multifamily acquisitions in Vermont and New Hampshire. RESOURCES MENTIONED Disclosure: Some links below are affiliate links. We may earn a commission at no cost to you. As an Amazon Associate we earn from qualifying purchases. * Rich Dad Poor Dad by Robert Kiyosaki [https://www.amazon.com/Rich-Dad-Poor-Teach-Middle/dp/1612680194?tag=tpi2026-20] * Set for Life by Scott Trench [https://www.amazon.com/Set-Life-All-Out-Approach-Financial/dp/1947200801?tag=tpi2026-20] * Wealth Juice Podcast: Apple Podcasts, Spotify, YouTube CONNECT WITH CORY JACOBSON * Instagram: @wealthjuiceofficial [https://www.instagram.com/wealthjuiceofficial] * YouTube: youtube.com/@wealthjuiceofficial [https://www.youtube.com/@wealthjuiceofficial] * Podcast: Wealth Juice on Apple Podcasts, Spotify, and YouTube Truly Passive Income is hosted by Neil Henderson and Clint Harris. New episodes drop weekly. Download our free Passive Investor Toolkit [https://trulypassiveincome.com/toolkit/] Follow the show: YouTube @trulypassiveincomepod, Instagram @truly_passive_income, Facebook Truly Passive, Twitter @trulypassive #PassiveIncome #RealEstateInvesting #RealEstateSyndication

Your CPA Is Trained to Work for the IRS, Not You

Your CPA may be costing you $50,000 or more every year without even knowing it. Tax strategist Chris Miller reveals why. Chris Miller, founder of One Atlanta Tax Solutions with over 15 years bridging the financial and tax worlds, explains why most CPAs are trained to be reactive rather than proactive and how that gap costs high earners tens of thousands annually. You will learn about leveraged charitable deductions with 5X multiples, aviation leasing strategies that wipe out W-2 income, tiny house depreciation plays that turn $17,000 into $170,000 in deductions, and why qualified retirement accounts may actually be "money jail" for your wealth. Chris also breaks down how the tax code is designed as an economic incentive, not a punishment, and how high-income professionals can build what he calls an "untaxable lifestyle" through proper entity structuring and trust planning. TIMESTAMPS * [00:00] - Introduction to Chris Miller * [01:12] - Bridging the financial and tax worlds * [04:45] - Why CPAs leave money on the table * [08:20] - When to engage a tax strategist * [10:33] - Leveraged charitable deductions explained * [11:45] - Aviation leasing for W-2 earners * [15:02] - Tiny house bonus depreciation strategy * [19:30] - Building an untaxable lifestyle * [24:15] - Self-made millionaire wealth patterns * [28:40] - Avoiding the tail wagging the dog * [32:10] - Recession-proof business investing * [34:50] - AI tax analysis tool coming soon * [36:30] - Special offer for TPI listeners RESOURCES & LINKS MENTIONED * One Atlanta Tax Solutions (Chris Miller's firm) - https://oneatlantataxsolutions.com [https://oneatlantataxsolutions.com] * Truly Passive Income Passive Investor Toolkit - https://trulypassiveincome.com/toolkit/ [https://trulypassiveincome.com/toolkit/] * TPI Episode 098 with Dr. Tyson Cobb on tax strategy for physicians * TPI Episode 049 with Shannon Robnett on CPAs vs. tax strategists * TPI Episode 088 with Eric Gordon on renewable energy tax credits * The One Big Beautiful Bill (2025 federal tax legislation restoring 100% bonus depreciation) * 1031 Exchange (tax-deferred real estate exchange strategy) * Qualified Opportunity Zones * Cost Segregation Studies * Roth Conversion Strategies

Don't Buy SpaceX Stock Before You Understand This

Pre-IPO investing lets you buy into proven companies before the public stock market ever gets a chance - and the returns can dwarf traditional assets. Neil Kayal, founder of Grain Ventures and senior M&A executive at a Fortune 10 healthcare company, breaks down how late-stage private market investing works and why it belongs in a diversified portfolio alongside real estate and public equities. You will learn how special purpose vehicles let you invest deal by deal without blind pool commitments, how institutional due diligence filters separate real opportunities from hype, and why the biggest mistake private market investors make is simply waiting too long. Neil brings 15-plus years of evaluating acquisition targets at the highest level, and he has built Grain Ventures to democratize that same institutional rigor for accredited investors. If you have been looking for a growth allocation beyond syndications and index funds, hit play and discover a new asset class you may have been missing. WHAT YOU'LL LEARN * How late-stage private market investing differs from early venture capital and why it carries a fundamentally different risk profile * Why 90% of the world's companies are privately held and what that means for investors who only access public exchanges * The exact due diligence framework Neil uses to evaluate competitive moats, revenue flywheels, and exit probability for pre-IPO companies * How special purpose vehicles (SPVs) let you invest deal by deal without blind pool fund commitments or multi-million-dollar minimums * Why the biggest mistake new private market investors make is simply waiting for the next opportunity instead of acting when windows are open * How to think about sizing a pre-IPO allocation using a barbell investing strategy alongside real estate and public equities * The real fee structure and alignment model behind deal-by-deal pre-IPO investing, including carry, minimums, and SPV costs * Why real estate investors already think in the frameworks that make private market investing intuitive - location timing equals market timing TIME STAMPS [00:00] - Introduction [01:12] - How late stage private investing works [04:48] - Barbell investing and wealth creation [07:22] - Accredited investor misconceptions [10:15] - The institutional due diligence process [13:30] - Evaluating competitive moats in defense tech [18:05] - Reading fundraising signals and exit thesis [21:40] - Public vs. private market analogy for real estate investors [25:10] - How SPVs work and why deal-by-deal matters [30:45] - Fee structure, minimums, and alignment [34:20] - Biggest mistakes new private market investors make [37:50] - Sizing a pre-IPO allocation in your portfolio [40:30] - Book recommendations and how to connect ABOUT THE GUEST Neil Kayal is the founder of Grain Ventures, a curated investor network providing accredited investors with access to late-stage pre-IPO companies in sectors including AI infrastructure, energy, aerospace, and defense technology. By day, he serves as a senior mergers and acquisitions executive at a Fortune 10 healthcare company, where he has spent more than 15 years evaluating hundreds of acquisition targets with institutional-grade diligence. He built Grain Ventures to democratize the same deal access and underwriting rigor that was previously available only to billion-dollar pension funds and endowments. Website: https://grain-ventures.com [https://grain-ventures.com] LinkedIn: https://www.linkedin.com/in/neilkayal [https://www.linkedin.com/in/neil-kayal/] BOOKS & RESOURCES MENTIONED Disclosure: Some links below may be affiliate links. We may earn a commission at no cost to you. As an Amazon Associate I earn from qualifying purchases. * Sidecar [https://www.sydecar.io] (SPV administration platform) * Canopy [https://www.heycanopy.com] (SPV administration platform) * EQ Applied: The Real-World Guide to Emotional Intelligence [https://www.amazon.com/EQ-Applied-Real-World-Emotional-Intelligence/dp/0692066594?tag=tpi2026-20] by Justin Bariso * Blue Ocean Strategy [https://www.amazon.com/Blue-Ocean-Strategy-Expanded-Uncontested/dp/1625274491?tag=tpi2026-20] by W. Chan Kim and Renee Mauborgne * Anti-Fragile [https://www.amazon.com/Antifragile-Things-That-Disorder-Incerto/dp/0812979680?tag=tpi2026-20] by Nassim Nicholas Taleb (referenced by Neil Henderson) FOLLOW US ON SOCIAL MEDIA YouTube: Truly Passive Income [https://www.youtube.com/channel/UCe0F1abrRXQX2KpSl5qEnoA] TikTok: @trulypassiveincome [https://www.tiktok.com/@trulypassiveincome] Instagram: @truly_passive_income [https://www.instagram.com/truly_passive_income/] Facebook: Truly Passive [https://www.facebook.com/TrulyPassiveInc/] Twitter: @trulypassive [https://twitter.com/trulypassive] DOWNLOAD OUR FREE PASSIVE INVESTOR TOOLKIT Everything you need to get started in passive investing - Download Here [https://trulypassiveincome.com/toolkit/]