139: The Best Tax Benefits of Rental Property Ownership w/ CPA Ana Klein

7 Dec 2025 · 54 min
Episode

7 Dec 2025 · 54 min

0:00

Episode 139 of the Real Estate Rookie podcast (recorded Dec 15, 2021) features CPA and investor Ana Klein with hosts Ashley Kehr and Tony J. Robinson. Ana shares her immigrant background, quitting accounting to start a virtual CPA firm, and her path into real estate (live/flip, triplex acquisition). She outlines practical investor strategies — using local MLS alerts, working with a realtor and hard-money lender, keeping meticulous records, hiring a bookkeeper and real-estate-specialized CPA early (recommendation: as soon as you own one property), and tax tactics (depreciation/cost segregation to offset W-2 income, 1031 exchanges). She also discusses passive options (private hard-money lending, storage units), gives concrete examples (rent $3,000 / expenses $1,800; egress window ~$1.2k; loaned $60k at 2 points + 8%), and emphasizes tax planning and record-keeping as essential. The episode includes listener Q&A on primary residence exclusion and 1031 rules.

Questions this episode answers

December 15, 2021

Total rent received: $3,000; expenses about $1,800.

Purchased / offered around $175–$179k; assessed later around $210k.

About $1,200 (roughly $1,200–$1,500 with contractor expenses).

Loaned $60,000; charged 2 points up front and 8% interest.

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