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The Julian Castle Show

Author: Julian Castle

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You’re not here for motivation. You’re here to see how real operators build companies over time. I build in public, breaking down the reality of distressed real estate using The Whole Deal Method: solving the entire situation, not just chasing a fee. You’ll hear real numbers and the decisions I make when things get ugly. I also interview 120+ proven entrepreneurs to unpack how they manage downside and compound over years. To understand deals, risk, and execution so you can build your machine, this is your training ground. Practical breakdowns and zero fluff.
142 Episodes
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In this episode, Jordan Santiago breaks down how he went from googling “how to make $1M a year” to building a remote wholesaling machine with no college degree, no rich family, and no Wall Street job. We get into: • Why he quit baseball, dropped out, and fell into a dark, directionless period • The “meant for more” feeling and how he used it instead of numbing it• His first $2,000 wholesale check from a Craigslist JV (and why it felt like $2M) • Pivoting out of brutal NYC deals into New Jersey and hitting his first $14k assignment• How he bootstrapped SMS marketing by literally cashing cans for ad money • The exact years he made $0, $7.5k, $5k… then finally cracked six figures • Losing over $100k on bad multifamily buys and rebuilding from the damage • How he does deals remotely today and what he’d do if he had to start over If you’re a wholesaler, agent, or just a restless 9–5er who feels “meant for more,” this one will hit home. —Connect with Jordan Santiago:Instagram: ⁠https://www.instagram.com/thejordansantiago/?hl=en⁠ X: ⁠https://x.com/TheJSantiago?lang=en⁠ YouTube: ⁠https://www.youtube.com/@TheJordanSantiago_⁠ Facebook: ⁠https://www.facebook.com/jordan.santiago.731/⁠ CONNECT WITH JULIAN: • Facebook: ⁠⁠https://www.facebook.com/juliancastlex/⁠⁠ • Instagram: ⁠⁠https://www.instagram.com/juliancastlex/⁠⁠ • TikTok: ⁠⁠https://vm.tiktok.com/ZSNdd8Trr/⁠⁠ • Twitter/X: ⁠⁠https://x.com/juliancastlex⁠⁠ • LinkedIn: ⁠⁠https://www.linkedin.com/in/juliancastle/⁠⁠Business Inquiries: ⁠⁠[email protected]⁠
If you're doing distressed real estate and every deal feels like a coin flip, you have no idea if it will actually close, or you constantly find yourself walking away from a "messy" deal because the title is clouded, the insurance claim was denied, or the seller's situation feels way too complicated—this episode is for you.In this episode, we break down: Eliminate the Guesswork: A reliable framework to see exactly what is driving each distressed deal so you are never blindsided at the closing table. The 3-Step Situation Audit: How to evaluate complex roadblocks (bad title, insurance denials, looming foreclosure, and family disputes) before you ever put an offer in writing. Hidden Profit Centers: Spot liens, botched probate/successions, and denied claims that most competitors run away from—and turn those exact problems into major spreads. Creative Underwriting: A practical approach to structuring terms that directly expands the pool of deals you can actually fund and close. Real-World Case Studies: Transparent numbers from three of my own deals, including how I kept a $150,000 promise alive straight through a government shutdown. The 3 Deal Filters: Simple rules of thumb you can apply to your next lead to capture overlooked equity and avoid getting burned by bad files.If you are ready to stop treating distressed investing like a gamble, tune in to master the mechanics behind closing complex, high-profit real estate deals.CONNECT WITH JULIAN: • Facebook: https://www.facebook.com/juliancastlex/ • Instagram: https://www.instagram.com/juliancastlex/ • TikTok: https://vm.tiktok.com/ZSNdd8Trr/ • Twitter/X: https://x.com/juliancastlex • LinkedIn: https://www.linkedin.com/in/juliancastle/Business Inquiries: [email protected]
If you want to build real wealth, you need to know how to stop chasing hype and start thinking like an operator.And that’s what you’ll be learning in this video.Today, I break down the mindset and skills that helped me go from flipping Jordans to working on distressed real estate deals and building businesses that can operate without me.You’ll understand:- The most important things to know when starting out- How to spot underpriced opportunities- How to identify spreads, negotiate better deals, and develop skills that can be applied across different industries and asset classes- The risks associated with jumping from one business model to another- How to create and compound more value and opportunities using what you already have instead of always chasing the next big idea- My complete “whole deal method” and everything I learned from the most difficult periods of my journey- The five key components for rescuing deals that appear to be dead and creating better outcomes for everyone involvedYou’ll also understand how to turn your skills into systems and systems into machines that keep you from being the person who has to personally make everything happen.Watch till the end if you want to learn how to identify hidden opportunities, develop valuable skills, solve bigger problems, build repeatable systems, and create the foundation for wealth that can compound over time. —FOLLOW Julian:Follow us on Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/juliancastlex/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Follow me on Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/juliancastlex/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Follow me on TikTok: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://vm.tiktok.com/ZSNdd8Trr/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Follow me on Twitter: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://x.com/juliancastlex⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Follow us on LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/juliancastle/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Business Email: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠[email protected]⁠⁠
In this episode, we go deep into how Tim Serpe turned City Atlas into a dispo machine and how the new version of SellSide is helping his team analyze and move deals faster than ever.Tim reveals:How SellSide’s new AI + deal analyzers work across wholesale, novation, fix & flip, BRRRR, turnkey, creative, and buy & holdHow his reps underwrite deals before the call and tailor the pitch to three buyer avatars: retail, investor, institutionalWhy his acquisitions reps now own the deal from first call through closing (and how that fixed the “he said / she said” chaos between Acq and Dispo)How they’re doing 95% novations, 5% wholesale in a flattening marketThe exact handoff from “contract signed” to “seller welcome call” to MLS / dispoWhy most wholesalers’ contract-to-close is shrinking, and what to change so more of your signed contracts actually fundIf you’re wholesaling, doing novations, or trying to close more of the deals you already have, this is a complete dispo playbook you can implement immediately.Resources & Links:SellSide: https://sellside.io (Use code JULIANCASTLE20 at checkout for 20% off)Get a Cash Offer on Your Property: https://www.goldenkeyoffer.comConnect with Tim Serpe:Website: https://citiatlas.com (also check https://cityatlas.com)Instagram: https://www.instagram.com/timserpe/LinkedIn: https://www.linkedin.com/in/timserpeFacebook: https://www.facebook.com/share/1GLBpHEdBq/Connect with Julian Castle:YouTube: https://youtube.com/@juliancastlexInstagram: https://www.instagram.com/juliancastlexFacebook: https://www.facebook.com/share/17xfN7YPrL/
In this episode, I talk with Alessandro Lima, a commercial real estate broker in Miami.Alessandro shares how he:• Failed the real estate exam 7 times before passing.• Sold cars and motorcycles before ever getting into commercial real estate.• Went from an $897 paycheck to closing a $1.5 million deal with a bank.• Uses owner lists and cold calls to find mobile home parks and other properties.• Structures his day around working out and calling property owners.If you work in residential real estate (wholesaling, flips, rentals) and want to see what the real life of someone selling commercial properties in Miami looks like, this episode shows you the truth.—Connect with Alessandro LimaLinkedIn: https://www.linkedin.com/in/alessandro-lima-52b322117Instagram: https://www.instagram.com/isellbuildings/Facebook: https://www.facebook.com/share/1EGqwJc4g1/—Connect with Julian:Instagram: https://www.instagram.com/juliancastlexFacebook: https://www.facebook.com/share/17xfN7YPrL/YouTube: https://youtube.com/@juliancastlex—Subscribe for more conversations on real estate, money, and operator‑level execution.
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