How I Invest
How I Invest

E351: Why Most Family Offices Fail (And How a16z Fixed It)

What if the biggest edge in investing isn’t picking better assets—but structuring them better for taxes, incentives, and control? In this episode, I sit down with Michel, Founding CIO of a16z Perennial, to discuss how institutional investing frameworks translate to individual portfolios. Michel brea

Featured Speakers

David Weisburd Host

Topics Discussed

Episode Summary

Executive Summary: The conversation argues that wealth management should evolve from relationship-driven product sales toward investor-centric, tax-aware portfolio construction. Michelle highlights the growth of taxable investors, the advantages of scale, and why multifamily offices need real investment DNA, direct capabilities, and psychological understanding to serve complex clients. The episode contrasts endowment-style consensus portfolios with customized individual strategies and emphasizes structural alpha through tax and implementation.

Main Topics: Wealth management vs. investment management: The discussion draws a sharp line between firms that primarily provide service/relationships and those that actually possess investing skill. Michelle argues clients should expect asset managers to include real investors, not only service providers. Why taxable investors are a growth market: Taxable individuals are presented as a large, under-served, and increasingly institutional-sized pool of capital. As traditional institutional pools saturate, firms are turning to taxable investors as marginal new capital. Why build a multifamily office: A multifamily office is framed as a way to reduce principal-agent misalignments, retain founders’ focus on their businesses, and provide community plus institutional-quality investing without forcing a single-family-office management burden. Scale, team building, and asset management economics: Michelle argues scale helps both GP and LP through better infrastructure, risk monitoring, and negotiation power, but only up to an optimal size. Small static pools struggle to retain top talent and build full platforms. Portfolio construction for individuals vs endowments: Endowments optimize around stable spending and risk management, producing clustered returns, while individuals can choose highly concentrated growth-oriented allocations if their psychology and liquidity needs allow. Tax alpha and structural alpha: Tax management is presented as a major source of alpha for taxable investors, often more reliable than manager selection. Structural design—such as direct investing, evergreen funds, and tax-aware strategies—can improve after-tax outcomes. Psychology, liquidity, and board dynamics: The episode repeatedly emphasizes that portfolio design is as much about behavior as finance. Boards, couples, and individuals all require different psychological frameworks to avoid poor timing and bad decisions.

Key Arguments: Asset management firms often prioritize relationship fees and AUM gathering over true investing skill, creating a principal-agent problem for clients. Taxable investors represent a large share of U.S. market assets, but historically they were hard to access and less attractive than institutional clients because they were fragmented and intermediated. Building a single-family office often turns a principal into a CEO-manager, which many founders do not want; multifamily offices can solve this by pooling talent and infrastructure. Scale benefits LPs by improving risk management, reporting, negotiating leverage, and the ability to build specialized systems; however, scale becomes less efficient once check sizes force participation in crowded deals. Endowment portfolios tend to cluster because incentives reward relative performance and risk avoidance rather than aggressive differentiation. Individuals can legitimately pursue much more aggressive allocations than endowments if they have long time horizons, sufficient balance sheet, and tolerance for illiquidity. Tax-aware investing should be benchmarked against tax-managed indexes, not plain market indexes, because tax loss harvesting itself can generate substantial alpha. Direct investing can lower fees and increase after-tax returns, but firms should preserve the flexibility to use either direct or third-party managers depending on the asset class and internal expertise. Psychology matters as much as finance: portfolio success depends on matching risk, liquidity, and governance structure to the client’s actual behavior and life goals. The best firms hire people with both investing and allocation experience so they can choose between outsourcing and going direct instead of being locked into one model.

Data Points: Relationship fee: 50-60 bps - Typical fee level mentioned for wealth/asset management firms charging based on AUM regardless of performance. U.S. market assets that are taxable: About 25% - Michelle notes that roughly a quarter of total U.S. market assets are in taxable accounts. Capital needed for profitability: $1 billion - Used as the target size for a new asset management business to reach reasonable profitability. Institutional path to $1B: 10 investors at $100M each - Contrasted with finding many smaller taxable clients as a simpler route to scale. Taxable client path to $1B: 1,000 clients at $1M each - Presented as the harder, less accessible route due to fragmented distribution and intermediary gatekeeping. Minimum team size for a real multi-asset office: ~20 people - Estimate for building a global multi-asset team with tax and ancillary functions. Scale optimum: $15B-$20B - Suggested range where scale benefits are strong before margin erosion from larger minimum check sizes. Fee drag on typical endowment/foundation portfolio: ~400 bps - Look-through cost estimate when relying heavily on fund-to-fund structures. Endowment return target: 8%-9% - Based on a 5% payout plus roughly 3% inflation, cited as the level needed to preserve corpus in real terms. Portfolio clustering: 8%-10% 10-year returns - Range described for endowment/foundation returns, with little dispersion across top institutions. Tax alpha from tax-managed index investing: 100-500 bps - Michelle says tax loss harvesting and tax-managed indexing can generate substantial alpha for taxable investors.

Pivotal Quotes: "Addition through subtraction." — Michelle: Explaining why A16Z built Perennial to handle founders’ personal finances so they can focus more on startups. "If it says asset manager, wealth management of which asset management is part of that, you'd expect asset management people to be inside of there." — Michelle: Arguing that firms should contain real investors, not only service-oriented relationship managers. "Tax loss harvested, tax managed index investing has become such table stakes that to me, that is the benchmark." — Michelle: Describing how taxable investors should measure performance against a tax-aware baseline, not a simple market index.

Implications: The episode suggests the future of wealth management will favor firms that combine investing skill, tax optimization, and customization. For clients, the edge comes less from product access and more from structure, psychology, and after-tax implementation.

🔓 Sign Up for Unlimited Episode Search

About How I Invest

How I Invest with David Weisburd is a podcast that interviews the world's leading institutional investors. Previous guests include The Ford Foundation, Northwestern University Endowment, CalPERS, Stepstone, and other top limited partners.

View all episodes from How I Invest