About this episode
What if the biggest untapped source of alpha isn’t better investments… but better tax structure?
In this episode, I sit down with Andrew Berman, Co-Founder and Managing Partner of Arcitell, to explore the overlooked power of tax-aware private real estate investing. After starting his career at AQR Capital Management and working closely with one of its co-founders inside a family office, Andrew saw firsthand how tax-aware strategies transformed public market investing. He realized private markets had yet to fully adopt the same discipline.
We break down structural alpha, why many private real estate managers are incentivized to sell too soon, and how taxable investors can materially improve long-term wealth creation by aligning investment strategy with tax structure.
In increasingly efficient markets, tax may be one of the few durable advantages left.
Highlights:
Why most private real estate investors underestimate how much taxes impact long-term returns
How structural alpha can potentially exceed the dispersion between median and top quartile managers
Why five-year hold periods may quietly erode after-tax wealth
The mechanics of depreciation recapture and capital gains drag
How manager incentives often conflict with after-tax optimization
Why long-duration holds can enhance compounding for taxable investors
When 1031 exchanges make sense and when they may introduce hidden costs
Why taxable investors may be structurally under-allocated to private real estate
How family offices think differently about liquidity, control, and tax efficiency
Why after-tax return may become the defining metric for modern portfolio construction
Guest Bio:
Andrew Berman is the Co-Founder and Managing Partner of Architelle. He previously began his career at AQR Capital Management and later worked within the family office of David Kabiller. His work focuses on maximizing after-tax returns for ultra-high-net-worth investors through tax-aware private real estate strategies.
Our Podcast now receives more than 300,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at david@weisburdcapital.com.
We’d like to thank AlphaSense for sponsoring this episode!
Sponsor:
AlphaSense is the AI-powered market intelligence platform trusted by 85% of the S&P 100, helping investment professionals make faster, more confident, data-driven decisions. Built for hedge funds, asset allocators, private venture capital firms, and investment bankers, AlphaSense uses advanced AI and powerful search across premium proprietary content to surface the insights that matter most—before the market moves. Elevate your research and stay ahead of the competition. Visit https://www.alpha-sense.com/howiinvest/ to learn
