CPA Reveals Top Tax Mistakes Real Estate Investors Make | George Dimov

George Dimov, CPA, shares the biggest tax mistakes real estate investors make, why proactive planning matters, and how to build smarter portfolios.In this episode of RealDealChat, Jack sits down with George Dimov, CPA and founder of DimovTax.com, to discuss proactive tax planning, common mistakes investors make, and why accounting + real estate go hand in hand.George shares his journey from immigrant beginnings to building a tax practice that serves thousands of clients nationwide. He explains why he invests heavily in real estate himself, how tax strategies like cost segregation and 1031 exchanges really work, and why many accountants fail to guide clients beyond tax season.Here’s what you’ll learn in this conversation:The biggest lie real estate investors tell themselves about appreciationWhy many accountants don’t help with tax planning year-roundCommon investor mistakes: emotional purchases & ignoring due diligenceHow CPAs view real estate vs other asset classesThe hidden risks of ignoring property management in rentalsWhy proactive planning in July beats rushing in AprilThree underutilized tax strategies for small business owners & investorsThe truth about short-term rentals, real estate professional status & auditsHow to pick the right business structure (LLC, S-Corp, C-Corp)Why AI won’t replace accountants but will make relationships more important📌 Learn more at DimovTax.com💡 Want help scaling your real estate business with AI and automation?Schedule your free strategy session today: https://realdealcrew.comCall to Action:Learn more at https://realdealcrew.comTimestamps00:00 – Why accountants love real estate as an asset class01:00 – George’s background & immigrant story03:00 – From back-office accounting to CPA entrepreneur04:00 – Why real estate was his first personal investment06:00 – The conservative nature of accountants & real estate investing07:00 – Biggest challenges: property management & finding reliable help08:00 – Common investor tax challenges explained10:00 – Why most clients wait until tax season (and why that’s too late)12:00 – Inside scoop: why many accountants don’t do planning14:00 – The Go-Giver mindset & educating clients proactively16:00 – Three underutilized tax strategies for business owners19:00 – Balancing tax savings vs audit risk21:00 – Short-term rentals & real estate professional rules23:00 – Why most tax tips on social media are dangerous24:00 – The importance of licensed pros with real estate expertise25:00 – George’s biggest business mistake & lessons learned28:00 – AI vs accountants: why human touch matters more than ever30:00 – Rapid fire: lies, advice, books & time-saving tools#RealEstateInvesting #TaxStrategy #CPAAdvice #DimovTax #RealEstateTaxes #PassiveIncome #RealDealChat #CostSegregation #1031Exchange #ShortTermRentals #BusinessStructure #ProactiveTaxPlanning #RealEstateAccounting #GenerationalWealth #AIAndAccountingRealDealCrew.comWe empower real estate investors by optimizing your business processes through customized automation and system integration. From lead management to deal closure, we help you build a scalable and efficient operation. Learn more at RealDealCrew.comLIKE • SHARE • JOIN • REVIEWWebsiteApple PodcastsYouTubeYouTube MusicSpotifyAmazon MusicFacebookTwitterInstagramSUPPORT THE SHOW!If you are new to Wealthfront, and open a Cash Account, you'll get a 0.50% APY boost for 3 months.Open an Automated Index Investing Account or Automated Bond Portfolio, you'll earn $5,000 managed for free.Get $10 and Reduce Your Business Costs by Shopping at AppSumo • https://bit.ly/reiappsumoGet $10 Towards Your First Purchase at Drop • https://drop.com/?referer=3DC729