Why Most Rehabbers Lose Money (and How to Fix It with Rehab Valuator) ft. Daniil Kleyman

Hey, it’s Jordan Samuel Fleming — and welcome back to That Real Estate Tech Guy! In this episode, I sit down with Daniil Kleyman, real estate developer, investor, and founder of Rehab Valuator, one of the most trusted tools for deal analysis and project management in real estate investing.

We dive into why most rehabbers and developers lose money — not because they pick bad properties, but because they underestimate costs, miscalculate financing, and fail to track the details that matter. Daniil explains how his platform helps investors avoid those mistakes with better data, automation, and repeatable project templates. Whether you’re flipping your first house or managing multi-million-dollar developments, this conversation is a masterclass in precision, systems, and smarter investing.

Episode Timeline & Highlights

[0:00] – Introduction
[0:42] – Introducing Daniil Kleyman of Rehab Valuator and his shared Eastern European connection with Jordan.
[3:21] – Daniil’s journey from being laid off in 2008 to building a thriving development and software business.
[4:08] – How getting “kicked to the curb” opened the door to real estate investing and entrepreneurship.
[6:35] – What inspired Rehab Valuator: the need to analyze deals and present credible funding packages to private lenders.
[11:08] – Nationwide property data, comps, and rental analytics: how Rehab Valuator helps you analyze deals in minutes.
[13:20] – Why Rehab Valuator complements CRMs and lead gen tools by focusing on what happens after you get the lead.
[20:52] – Why every dollar in real estate comes down to details — and how to build systems to avoid repeat mistakes.
[22:21] – Using the software to create marketing packages for wholesalers and lenders.
[23:30] – Daniil’s favorite feature: customizable rehab cost templates that make every project faster and more predictable.
[27:29] – Why most contractors will never log into your software (and why that’s okay).
[28:44] – Daniil’s biggest tech mistake: doing manual direct mail for years before embracing automation.
[33:36] – How to access Rehab Valuator’s free version and connect with Daniil online.

5 Key Takeaways

1. The devil’s in the details. Most investors lose money not from bad deals but from bad math — missed costs, loan miscalculations, or poor tracking.

2. Understand the cost of money. A 12% hard money loan can silently eat 20% of your profits if you don’t account for it correctly.

3. Systemize success. Use templates and saved scopes of work to make future projects faster, more accurate, and more profitable.

4. Adopt tech one step at a time. Adding tools gradually ensures they actually improve your business instead of overwhelming it.

5. Clean data = clear decisions. Every profitable deal starts with accurate information — from comps to renovation costs.

Links & Resources

• Rehab Valuator – Analyze deals, build budgets, and secure funding. Try the free version at RehabValuator.com

• Follow Daniil Kleyman – @rehabvaluator on Instagram & YouTube for in-depth real estate tutorials.

• ThatRealEstateTechGuy.com – Listen to all episodes and get exclusive tech discounts.

Closing

If you enjoyed this episode, please follow, rate, and review That Real Estate Tech Guy wherever you listen. Share it with another investor who’s ready to make smarter, data-driven decisions and stop guessing their way through deals. Stay tuned for more conversations with the innovators shaping the future of real estate investing through technology.