We Study Billionaires
We Study Billionaires

TIP239: Commercial Real Estate Investing w/ Ian Formigle

On today's show we learn about commercial real estate investing from expert Ian Formigle. IN THIS EPISODE YOU’LL LEARN: What an opportunity zone is and how to value them How to understand the importance of the interest rate in commercial real estate. How to diversify in commercial real estate H

Featured Speakers

Stig Brodersen HostIan Formigli Guest

Topics Discussed

Episode Summary

Executive Summary: Ian Formigli explains how Opportunity Zones work, emphasizing that they are a tax-advantaged wrapper around traditional commercial real estate rather than a separate asset class. He details the eligibility rules, five/seven/ten-year holding benefits, valuation using cap rates, interest-rate effects, diversification risks, and how investors can manage the time and effort required to participate.

Main Topics: Opportunity Zones: definition and purpose (Priority: 5/5): Formigli explains that Opportunity Zones were created by the 2017 Tax Cuts and Jobs Act to direct capital into economically distressed communities through tax incentives, with state-level designation of qualifying tracts. Rules for investing through a Qualified Opportunity Fund (QOF) (Priority: 5/5): He outlines the core compliance requirements: the property must be in a designated zone, the investment must be through a QOF, only realized gains qualify, and the investment must be made within 180 days. Holding periods and tax benefits (Priority: 5/5): The interview breaks down the five-, seven-, and ten-year milestones, including basis step-ups and the full tax-free treatment on gains after a 10-year hold. Deal quality, valuation, and cap rates (Priority: 5/5): Formigli stresses that tax benefits cannot rescue a weak deal, and investors should compare after-tax returns, equity multiples, and cap-rate assumptions much like public-market valuation metrics. Interest rates and their impact on real estate pricing (Priority: 4/5): He explains the relationship between cap rates and Treasury yields, why rising interest rates pressure property values, and why underwriting should assume gradual cap-rate expansion. Risk, liquidity, and diversification (Priority: 4/5): The conversation highlights the illiquid, single-asset risk of commercial real estate and suggests diversification across deal size, sponsors, specializations, asset classes, and business plans. Time commitment and investment strategy (Priority: 4/5): Formigli compares direct investing, index-style investing, and advisor-led investing, noting that direct deal analysis can take hours to dozens of hours plus legal review.

Key Arguments: Opportunity Zones are a tax tool layered on top of conventional commercial real estate; they only help if the underlying deal is fundamentally attractive. Investors must use realized gains—not original principal—and must roll them into a QOF within 180 days to qualify. The primary tax advantages are the 5-year 10% basis step-up, 7-year additional 5% step-up, and 10-year 100% tax forgiveness on gains inside the fund. Tax benefits can improve a good deal but cannot make a marginal deal viable. Investors should underwrite for a 10-plus-year hold and confirm the sponsor’s business plan aligns with that timeline. Cap rates are the commercial real estate equivalent of valuation multiples and should be analyzed relative to asset class, market, and exit assumptions. Interest rates and cap rates move together because investors require a spread over risk-free Treasuries and higher financing costs reduce net cash flow. Some Opportunity Zones, especially in strong urban markets, may have real long-term demand, while rural zones could be designation-driven rather than fundamentals-driven. Diversification is essential because direct commercial real estate investing carries significant illiquidity and single-asset risk. Passive investors can reduce time burden by using index-style products or advisors instead of analyzing each deal directly.

Data Points: Opportunity Zones created: 2017 - Established under the Tax Cuts and Jobs Act (TCJA). State designation deadline: June 2018 - States had to designate qualifying census tracts by this date. Average poverty rate of designated zones: nearly 31% - Describes the final designated Opportunity Zones nationwide. Eligibility poverty threshold: 20% - Zones had to meet this poverty-rate criterion. Average median family income of designated zones: 59% of area median income - Describes the final designated Opportunity Zones nationwide. Eligibility income threshold: 80% of area median income - Income criterion for Opportunity Zone eligibility. Total certified Opportunity Zones: about 8,700 - Count across the U.S. and its territories. CrowdStreet Opportunity Zone deals on market: 2 - First two Opportunity Zone deals sold on the CrowdStreet marketplace. CrowdStreet Opportunity Zone deal pipeline: 1+ / at least a few more in 2019 - At the time of the interview, one more deal was in pipeline and more were expected. QOF ownership threshold: 90% of assets - A QOF must hold at least 90% of its assets in qualified Opportunity Zone property. Gain rollover window: 180 days - Investors must invest realized gains into a QOF within this period. 5-year benefit: 10% step-up in basis - Applied to deferred gains after holding a QOF investment for five years. 7-year benefit: additional 5% step-up in basis - Applied after seven years of holding the QOF investment. Tax deferral cutoff: December 31, 2026 - Deferred gain must be recognized by this date under the program rules. Full tax-free benefit holding period: 10 years - After a 10-year hold, gains inside the QOF can receive 100% tax forgiveness. Estimated annualized after-tax uplift: about 300 basis points - CrowdStreet modeling for a ground-up deal held 10 years in a QOF. Target equity multiple: about 3x - Referenced for a ground-up real estate deal over a decade-long hold. Illustrative annualized return: 12% to 13% - Potential return range for a 10-year ground-up development deal. Cap-rate spread for class A apartment in major metro: as low as 100 bps - Spread versus 10-year Treasuries in strong assets/markets. Cap-rate spread for hotel in secondary/tertiary market: 500 to 600 bps - Illustrative spread versus Treasuries for riskier assets. Treasury yield example: about 2.5% - He notes the 10-year Treasury was around this level at the time. Rule-of-thumb cap-rate expansion: 10 bps per year - Suggested underwriting assumption for future cap-rate expansion. Example 5-year hold cap-rate expansion: 50 bps - Derived from the 10 bps/year heuristic over five years. Typical direct-investing deal review time: 4 to 5 hours to dozens of hours - Time required just to make an initial commercial real estate investment decision. Typical investment access minimum: $10,000 to $25,000 - Lower minimums on online commercial real estate platforms versus older norms. Traditional private real estate minimum: $200,000 or more - Historical investment threshold for private real estate deals.

Pivotal Quotes: "An investment into a QOF is about tax efficiency, but tax efficiency only matters if there's a gain. This entire strategy can only make a good deal better. It cannot make a marginal deal good." — Ian Formigli: He explains that Opportunity Zone tax benefits do not compensate for weak fundamentals. "The third number, 10, is actually, I think, the most important number." — Ian Formigli: He emphasizes the 10-year holding period as the key to full tax forgiveness on gains. "We are poor prognosticators of interest rates." — Ian Formigli: He reflects on the difficulty of forecasting rates even as they strongly affect real estate underwriting.

Implications: Opportunity Zones can create meaningful after-tax upside, but only for investors with realized gains, long time horizons, and disciplined underwriting. The message for the market: fundamentals, liquidity, and sponsor quality matter more than tax perks alone.

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About We Study Billionaires

We interview and study famous financial billionaires, including Warren Buffett, Ray Dalio, and Howard Marks, and teach you what we learn and how you can apply their investment strategies in the stock market. We Study Billionaires is the largest stock investing podcast show in the world with 180,000,000+ downloads and is hosted by Stig Brodersen, Preston Pysh, William Green, Clay Finck, and Kyle Grieve. This podcast also includes the Richer Wiser Happier series hosted by best-selling author Wi...

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