Raise the Bar

Seth Bradley | Attorney, Founder, Investor, Speaker

Elevated conversations on raising capital, real estate and entrepreneurship. Raise the Bar Radio is the podcast for capital raisers, real estate investors, and entrepreneurs ready to stop playing small and start building real wealth. Hosted by Seth Bradley, securities attorney, startup founder, real estate investor, and multi-billion dollar dealmaker, this show delivers straight-talk strategies, expert insights, and real-world tactics to help you raise more capital, close bigger deals, and build a business (and life) on your own terms. Whether you’re scaling your first fund or breaking free from the golden handcuffs, you’re in the right place. Let’s go.

  1. 1d ago

    The State of Multifamily: What Investors Should Understand About Today’s Market

    When markets get difficult, a lot of investors start looking for the next opportunity. They leave one asset class, jump into another, and assume the problem was the strategy instead of the market cycle. In this conversation, Seth Bradley and Joe Fairless break down why specialization still matters, why constantly moving from one investment strategy to another can prevent investors from building real expertise, and why Joe has remained committed to multifamily through one of the toughest environments the sector has faced in years. Joe explains why he still believes in the fundamentals of multifamily, even after rising interest rates, increased insurance costs, heavy new supply, and broader pressure across commercial real estate. They also discuss the importance of staying focused during difficult cycles, building experience when conditions are challenging, and why the investors who develop real depth in one area may ultimately be better positioned when the market improves. The conversation also touches on: • Why specialization creates deeper expertise • Why constantly chasing new asset classes can become a distraction • What difficult market cycles teach investors • Why multifamily demand remains resilient • How declining new supply could change the market • Why housing shortages continue to support rental demand • How consumer debt may affect first-time homeownership • Why conviction should come from fundamentals, not hype The goal is not to stay committed to a strategy blindly. It is to understand the underlying fundamentals well enough to know when the market is temporarily difficult and when the investment thesis has actually changed. If you’re investing in multifamily, raising capital, building a real estate business, or trying to develop long-term expertise in any investment strategy, this conversation is worth watching. ––––––––––––––––––––––––––––––––––––––– Links from the Show and Guest Info and Links: Seth Bradley’s Links: https://x.com/sethbradleyesq https://www.youtube.com/@sethbradleyesq www.facebook.com/sethbradleyesq https://www.threads.com/@sethbradleyesq https://www.instagram.com/sethbradleyesq/ https://www.linkedin.com/in/sethbradleyesq/ https://passiveincomeattorney.com/seth-bradley/ https://www.biggerpockets.com/users/sethbradleyesq https://medium.com/@sethbradleyesq https://www.tiktok.com/@sethbradleyesq?lang=en Joe Fairless’s Links: https://www.facebook.com/imjoefairless https://x.com/joefairless https://www.linkedin.com/in/joefairless/ https://ashcroftcapital.com/our-team/joe-fairless/ https://www.instagram.com/besteverpodcast/?hl=en

  2. Sep 23

    TME 50 | Building Wealth Through Boutique Hotels with Mike Stohler

    Multifamily has been one of the most popular real estate strategies for years. But when the market shifted, Mike Stohler went looking for a better opportunity. In this episode of Raise the Bar Radio, I sit down with Mike Stohler, co-founder of Gateway Private Equity Group, to break down why he pivoted from multifamily into hotels, and why he’s now investing in boutique hotels and historic properties in Spain. Mike has owned and operated more than 1,500 units across hotels, multifamily, and residential real estate. After moving into hotels for stronger returns and better value-add opportunities, changing U.S. market conditions, higher interest rates, and thinner margins led him to expand internationally into Spain. You'll learn: • Why Mike moved from multifamily into hotels • What makes hotels different from traditional multifamily investments • How dynamic pricing allows hotels to adjust rates every day • Why Mike started looking outside the U.S. for opportunities • What attracted him to boutique hotels and historic properties in Spain • How European hotel valuations compare to similar U.S. properties • The challenges of investing and operating real estate internationally • Why having the right local team matters when entering a foreign market • How Mike approaches raising capital for international investments • Why investor education is critical when introducing a new market or strategy One of the biggest lessons from this conversation is simple: Sometimes the best opportunity isn't in the asset class or market everyone else is chasing. Hotels require more active operations than traditional multifamily. But they also provide flexibility through dynamic pricing and create value-add opportunities that work very differently from apartments. And when U.S. economics became more difficult, Mike didn't stop investing. He changed the strategy and changed the market. For investors willing to look beyond traditional multifamily and familiar U.S. markets, there may be opportunities most people aren't even considering. Links to watch and subscribe: Seth Bradley’s Links: X: x.com/sethbradleyesq YouTube: youtube.com/@sethbradleyesq Facebook: facebook.com/sethbradleyesq Threads: threads.com/@sethbradleyesq Instagram: instagram.com/sethbradleyesq LinkedIn: linkedin.com/in/sethbradleyesq TikTok: tiktok.com/@sethbradleyesq Mike Stohler's Links: Website: gatewaype.com LinkedIn: linkedin.com/in/michaelstohler Youtube: youtube.com/@mike.stohler

  3. Sep 16

    TME 49 | The Billion Dollar Capital Raising Playbook with Craig Cecilio

    Raising $1 billion in capital doesn't come from having a better deal. It comes from building a better system. In this episode of Raise the Bar Radio, I sit down with Craig Cecilio, founder and CEO of DiversyFund, to break down what it actually takes to raise capital at scale, and how technology, trust, investor relationships, and AI are changing the game. Craig is a three-decade operator who has raised more than $1 billion in capital.  Through DiversyFund, he's built a real estate technology platform that has served 30,000+ investors across more than 70,000 investor transactions, with that technology now being developed into software for other real estate sponsors and operators. You'll learn: • What raising $1 billion taught Craig about capital raising • Why successful capital raisers are always raising capital • How AI is changing investor communications and operations • Why technology means nothing if it doesn't produce real ROI • What Craig learned building and operating Reg A+ funds • Why he's focused on Reg D in today's market • How investor behavior has changed after the last real estate cycle • Why trust matters more than the deal itself • How to identify the right investors in a difficult capital-raising environment • Why experienced operators using AI could dramatically increase their output • Where private markets, AI, tokenization, and investment technology could be heading next One of the biggest lessons from this conversation is simple: Investors aren't just investing in the project. They're investing in you. The market has changed. Many investors have been burned, trust is harder to earn, and the same capital-raising strategies that worked a few years ago may not work today. That means knowing your investor, building real relationships, communicating consistently, and creating the infrastructure to raise capital at scale matters more than ever. AI can make that infrastructure faster. Technology can make it more efficient. But trust is still what moves capital. Links to watch and subscribe: Seth Bradley’s Links: X: x.com/sethbradleyesq YouTube: youtube.com/@sethbradleyesq Facebook: facebook.com/sethbradleyesq Threads: threads.com/@sethbradleyesq Instagram: instagram.com/sethbradleyesq LinkedIn: linkedin.com/in/sethbradleyesq TikTok: tiktok.com/@sethbradleyesq Craig Cecilio's Links: Instagram: @cxcecilio Website: www.craigxcecilio.com Youtube: https://www.youtube.com/@CXCExperience/videos

  4. Sep 9

    TME 48 | How to Build a Real Estate Empire in Costa Rica with Rebecca Clower

    Buying real estate outside the U.S. sounds exciting. But once you get past the beaches and lifestyle, the questions get real fast. In this episode, Seth Bradley sits down with Rebecca Clower, founder and CEO of Blue Water Properties of Costa Rica, to break down what it actually takes to buy, build, finance, and invest in real estate abroad. Rebecca shares how she left a successful Tampa real estate business in 2006, moved to Costa Rica, and built one of the largest independent real estate brokerages in Guanacaste from the ground up. They dive into how the Costa Rican real estate market works, why more North Americans are buying and relocating there, what financing options are now available, and what investors need to understand before purchasing property outside the United States. Rebecca also explains how she identifies emerging markets before they become crowded, what makes a strong short-term rental today, why easy Airbnb investing is over, and how buyers can protect themselves when navigating foreign ownership, escrow, property management, and local regulations. Plus, she pulls back the curtain on her years appearing on HGTV, including what is actually real, what gets recreated for television, and what happens behind the scenes of shows like House Hunters International. If you’re considering buying real estate abroad, investing in short-term rentals, relocating internationally, or simply want to understand how overseas real estate really works, this episode gives you a practical look at what happens beyond the highlight reel. WHAT YOU’LL LEARN: • What buyers need to know before purchasing real estate abroad • Why more North Americans are buying and relocating to Costa Rica • How financing works for foreign real estate buyers • The difference between fee-simple and concession property • How Rebecca identifies growing markets before they become crowded • Why the short-term rental market has become more competitive • What makes an overseas rental property actually perform • How investors can protect themselves when buying internationally • Why working with the right local professionals matters • What really happens behind the scenes on HGTV real estate shows Links to watch and subscribe: Seth Bradley’s Links: X: x.com/sethbradleyesq YouTube: youtube.com/@sethbradleyesq Facebook: facebook.com/sethbradleyesq Threads: threads.com/@sethbradleyesq Instagram: instagram.com/sethbradleyesq LinkedIn: linkedin.com/in/sethbradleyesq TikTok: tiktok.com/@sethbradleyesq Rebecca Clower’s Links: Website: bluewaterproperties.com Instagram: @iamrebeccaclower Email: becky@bwpcr.com

  5. Sep 2

    TME 47 | The Real Estate Fundamentals That Still Work In Today's Market with Shannon Robnett

    The last real estate cycle made a lot of bad deals look good. Cheap debt, aggressive rent growth assumptions, compressed cap rates, and short hold periods allowed operators to make the numbers work. Then the market changed. In this episode of Raise the Bar, we sit down with Shannon Robnett, founder and CEO of Shannon Robnett Industries, to talk about what separates the operators who survived the last cycle from those who didn’t. With more than 30 years in real estate and $425 million in development experience, Shannon has built through multiple market cycles across multifamily, industrial, and other real estate projects. We break down why fundamentals matter more than ever in today’s market. You’ll learn: • Why the math has to work before you ever buy the deal • How aggressive assumptions hurt operators when the market turns • Why reserves can make or break a real estate investment • The importance of wage growth when evaluating a market • How oversupply and new development affect rents and occupancy • Why Shannon continues to invest and develop in Boise • What makes markets like Utah, Nevada, and parts of the South worth watching • Why long-term fundamentals matter more than chasing the next “hot” market Real estate cycles change. Interest rates change. Cap rates change. But the fundamentals behind a good deal don’t. The operators who understand their markets, maintain sufficient reserves, underwrite conservatively, and make decisions based on the actual numbers are the ones positioned to keep building through every cycle. ––––––––––––––––––––––––––––––––––––––– If you enjoyed this episode and want to go deeper into funds, syndications, capital raising, securities law, and private markets, you can join the waitlist for my upcoming book, RAISE: The Book on Funds and Syndications. The book covers the complete framework for launching funds, structuring deals, raising capital compliantly, and building a scalable private capital business. 📚 Join the waitlist here: https://sethbradleyesq.com/book ✅ Sign up today and you'll receive a FREE copy of the book as soon as it officially launches. ––––––––––––––––––––––––––––––––––––––– Links to watch and subscribe: Seth Bradley’s Links: https://x.com/sethbradleyesq https://www.youtube.com/@sethbradleyesq www.facebook.com/sethbradleyesq https://www.threads.com/@sethbradleyesq https://www.instagram.com/sethbradleyesq/ https://www.linkedin.com/in/sethbradleyesq/ https://passiveincomeattorney.com/seth https://www.biggerpockets.com/users/sethbradley https://medium.com/@sethbradleyesq https://www.tiktok.com/@sethbradleyesq Shannon Robnett's Links: https://www.instagram.com/shannonrayrobnett/ https://shannonrobnett.com https://www.youtube.com/@ShannonRobnett #realestateinvesting #multifamily #realestatedevelopment #capitalraising #syndication #privatemarkets #sethbradley

  6. Aug 26

    TME 46 | The Formula for an Extraordinary Life with Jeffrey Holst

    Most people think success comes down to having the perfect plan. But what if taking action before you have everything figured out is actually the advantage? In this episode, Seth Bradley sits down with Jeffrey Holst to break down the mindset and decision-making principles that helped him build financial freedom, scale a real estate portfolio, and design a life around experiences instead of waiting for “someday.” Jeffrey shares his Extraordinary Life Formula, the idea that extraordinary results come from exposing yourself to bigger ideas and then taking the right action.  He explains why opportunity isn’t something you wait for, why successful people move without having all the possible information, and how avoiding analysis paralysis can completely change your trajectory. They also dive into Jeffrey’s “100 Things List,” his 50-50-7 travel goal, why goals should evolve as your life changes, and how real estate created the financial flexibility to pursue bigger experiences. Toward the end, Seth and Jeffrey get into the current multifamily market, why Jeffrey pulled back from acquisitions as valuations and interest rates shifted, what happened to investors who bought at peak pricing, and why he believes the market may finally be creating attractive opportunities again. If you’re building a business, investing in real estate, raising capital, or simply waiting until you have everything figured out before making your next move… this conversation will challenge the way you think about opportunity and action. WHAT YOU’LL LEARN: • Why opportunity is something you create, not wait for • Jeffrey’s Extraordinary Life Formula for turning ideas into action • Why successful people act without having all the information • How to avoid analysis paralysis when making big decisions • Why the “100 Things List” can change how you think about goals • How real estate can create freedom beyond just generating income • Why Jeffrey stopped aggressively buying as the market shifted • What happened to multifamily deals purchased at peak valuations • Why today’s multifamily market could be creating new opportunities Links to watch and subscribe: Seth Bradley’s Links: https://x.com/sethbradleyesq https://www.youtube.com/@sethbradleyesq www.facebook.com/sethbradleyesq https://www.threads.com/@sethbradleyesq https://www.instagram.com/sethbradleyesq/ https://www.linkedin.com/in/sethbradleyesq/ https://passiveincomeattorney.com/seth https://www.biggerpockets.com/users/sethbradley https://medium.com/@sethbradleyesq https://www.tiktok.com/@sethbradleyesq Jeffrey Holst’s Links: https://www.instagram.com/jeffreyholst https://www.youtube.com/@jeffreyholst https://www.facebook.com/holstjef https://www.tiktok.com/@jeffreyholst https://jeffreyholst.com/ https://lastlifeever.com/

  7. Aug 19

    The Decision Framework Every Capital Raiser Needs [LIVE KEYNOTE]

    Should you launch a fund or a syndication? It's one of the first questions every capital raiser asks. But before you can answer it, you need to understand something even more important: Is your deal actually a security? In this live keynote, we walk through the legal framework behind raising private capital, from the Howey Test and joint venture analysis to choosing between syndications, funds, fund of funds, and other investment structures. We also break down the biggest compliance traps operators and capital raisers face, and how to avoid them before they become expensive mistakes. You'll learn: • The three-question framework for choosing the right investment structure • How the Howey Test determines whether your deal is a security • The difference between joint ventures, syndications, funds, and fund of funds • Whether you're an operator or capital aggregator, and why that distinction matters • Why many co-GP structures create unnecessary legal risk • When a syndication makes more sense than a fund • Why first-time capital raisers often struggle with blind pool funds • 506(b) vs. 506(c): choosing the right exemption • Common legal and compliance mistakes that can derail your raise • How to build a capital-raising business that is compliant and scalable If you're raising capital, launching your first syndication, or considering a private fund, this keynote will give you the framework you need to make the right decisions with confidence. Stop guessing. Choose the right structure. Raise capital the right way. ––––––––––––––––––––––––––––––––––––––– If you want to go deeper into funds, syndications, capital raising, securities law, and private markets, join the waitlist for RAISE: The Book on Funds and Syndications. 📚 Join the waitlist: https://sethbradleyesq.com/book Sign up today and you’ll receive a FREE copy of the book as soon as it officially launches. ––––––––––––––––––––––––––––––––––––––– 🔗 Fund Founder’s Playbook: https://sethbradleyesq.com/FundPlaybook 🔗 RaiseLaw: https://raise.law 🔗 Tribevest: https://www.tribevest.com Follow Seth Bradley: X: https://x.com/sethbradleyesq YouTube: https://www.youtube.com/@sethbradleyesq Facebook: https://www.facebook.com/sethbradleyesq Threads: https://www.threads.com/@sethbradleyesq Instagram: https://www.instagram.com/sethbradleyesq LinkedIn: https://www.linkedin.com/in/sethbradleyesq Passive Income Attorney: https://passiveincomeattorney.com/seth-bradley BiggerPockets: https://www.biggerpockets.com/users/sethbradley TikTok: https://www.tiktok.com/@sethbradleyesq ––––––––––––––––––––––––––––––––––––––– If You’re New Here… We’re Seth Bradley’s team, focused on breaking down capital raising, funds, syndications, securities law, private markets, and alternative investing in plain English. Keep learning. Keep evaluating. Invest with confidence.

  8. Aug 12

    LIVE Q&A: JVs, Syndications, Funds & Raising Capital

    The difference between a joint venture and a security can completely change how your deal needs to be structured. If everyone involved is an active partner with meaningful decision-making and managerial rights, you may have a true joint venture. But the moment passive investors enter the equation, the legal framework changes. In this conversation, we break down the difference between joint ventures, syndications, and funds, what makes an investment a security, and the additional legal requirements that come with raising passive capital. You'll learn: • What separates a true joint venture from a security • Why every partner in a JV needs to be meaningfully active • How voting and managerial rights factor into the analysis • What happens when even one passive investor enters the deal • Why JVs are generally simpler from a documentation standpoint • The Operating Agreement, Subscription Agreement, and PPM explained • Why a PPM can be important even when it may not be legally required • SEC filings, Form D, and state Blue Sky notices • Why securities law requires specialized legal experience Whether you're structuring a real estate partnership, bringing investors into a syndication, or launching a private fund, understanding where the line between an active partnership and a securities offering sits is critical. The structure matters. The investors' roles matter. And what you call the deal doesn't determine what it actually is. ––––––––––––––––––––––––––––––––––––––– If you want to go deeper into funds, syndications, capital raising, securities law, and private markets, join the waitlist for RAISE: The Book on Funds and Syndications. 📚 Join the waitlist: https://sethbradleyesq.com/book Sign up today and you’ll receive a FREE copy of the book as soon as it officially launches. ––––––––––––––––––––––––––––––––––––––– 🔗 Fund Founder’s Playbook: https://sethbradleyesq.com/FundPlaybook 🔗 RaiseLaw: https://raise.law 🔗 Tribevest: https://www.tribevest.com Follow Seth Bradley: X: https://x.com/sethbradleyesq YouTube: https://www.youtube.com/@sethbradleyesq Facebook: https://www.facebook.com/sethbradleyesq Threads: https://www.threads.com/@sethbradleyesq Instagram: https://www.instagram.com/sethbradleyesq LinkedIn: https://www.linkedin.com/in/sethbradleyesq Passive Income Attorney: https://passiveincomeattorney.com/seth-bradley BiggerPockets: https://www.biggerpockets.com/users/sethbradley TikTok: https://www.tiktok.com/@sethbradleyesq ––––––––––––––––––––––––––––––––––––––– If You’re New Here… I’m Seth Bradley, real estate investor, securities attorney, and entrepreneur. I went from Big Law and 2,200+ billable hours to building multiple 7- and 8-figure businesses, raising millions in capital, and structuring deals that actually create wealth. This channel breaks down capital raising, funds, and securities law in plain English. Keep building. Stop guessing. Raise with confidence.

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About

Elevated conversations on raising capital, real estate and entrepreneurship. Raise the Bar Radio is the podcast for capital raisers, real estate investors, and entrepreneurs ready to stop playing small and start building real wealth. Hosted by Seth Bradley, securities attorney, startup founder, real estate investor, and multi-billion dollar dealmaker, this show delivers straight-talk strategies, expert insights, and real-world tactics to help you raise more capital, close bigger deals, and build a business (and life) on your own terms. Whether you’re scaling your first fund or breaking free from the golden handcuffs, you’re in the right place. Let’s go.

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