Real Wealth Show: Real Estate Investing Podcast How to Analyze Real Estate Deals Like a Pro with Anton Ivanov of DealCheck
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Oct 9, 2025 Anton Ivanov, founder of DealCheck and seasoned real estate investor, shares his insights on analyzing rental properties effectively. He recounts his journey from inheriting a condo to building a portfolio of over 40 units and earning $20K monthly in passive income. Anton emphasizes critical metrics like cash flow and cash-on-cash return, and warns against the pitfalls of mismanaged expectations with property managers. He also discusses the importance of location and tenant quality when selecting investment properties and introduces his powerful analysis tool, DealCheck.
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Accidental First Rental Sparked Investing
- Anton inherited his first rental (a San Diego condo) after his parents died and rented it out while deployed in Japan.
- That accidental start opened his eyes to passive income and inspired further investing after he left the Navy.
Duplex House Hack To 40+ Units
- Anton and his wife house-hacked a duplex, learned financing and rehab, then shifted to out-of-state turnkey buys in Atlanta and Birmingham.
- They later built a local team and focused on multifamily in Kansas City to scale to 40+ units and large monthly cash flow.
Act Like The CEO To Scale Operations
- Delegate operations and become the CEO of your rental business to scale beyond a few units.
- Hire and trust a property manager but maintain oversight and people-manage processes rather than daily tasks.
