Mar 30, 2023 · 38m · capital-allocators
Andy Lee – Empty Rooms: Investing in Tax Assets at Parallaxes Capital (Capital Allocators, EP.305)
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In this episode of Capital Allocators, host Ted Seides interviews Andy Lee, founder and Chief Investment Officer of Parallaxes Capital, to explore the niche asset class of Tax Receivable Agreements (TRAs). Lee explains the technical mechanics, risk-return profiles, sourcing hurdles, and market expansion of monetizing stranded corporate tax assets.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Ted holds 15.6% of the talking time here. How this is scored →
speaking balance: gold is Ted, purple is the guest (3 minute bins)
Andy firmly rejects underwriting NOLs, highlighting the unrealistic bullishness of sellers and noting that market participants fundamentally fail to understand tax asset deferral.
Hardest push from Ted ▶ 8:44 Challenging the NOL premise for profitable IPOsTed directly challenges Andy by observing that large consumer names like Shake Shack are not unprofitable businesses with net operating losses, pressing him to explain the underlying asset.
Biggest teaching moment ▶ 8:56 Explaining Up-C step-up asset creationAndy educates Ted on the mechanics of Up-C transactions and how pre-IPO founder sales create amortizable step-up tax deductions completely distinct from operating losses.
Ted holds their own ▶ 6:42 Synthesizing TRA cash flow securitizationTed demonstrates sharp structural comprehension by precisely synthesizing how future corporate tax savings are bundled into cash-flow yielding investment vehicles.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Ted as informed peer | Guest teaching | Guest disagreement | Ted pushing back | Why |
|---|---|---|---|---|---|---|
| Introducing Andy Lee and Tax Receivable Agreements | 3 | 2 | 0 | 0 | Ted opens with background context on Andy's firm and prompts him to share his unconventional academic and professional path. Andy provides biographical background on attending college early and discovering TRAs. | |
| Understanding the Fundamentals of Tax Receivable Agreements | 5 | 6 | 0 | 1 | Andy explains what a Tax Receivable Agreement is and why public markets misprice tax assets. Ted synthesizes the concept as securitization of cash flows, which Andy clarifies by specifying their role as secondary purchasers. | |
| The Up-C Structure and Step-Up Tax Assets | 5 | 6 | 0 | 1 | Ted points out that companies like Shake Shack are not unprofitable NOL businesses. Andy educates Ted on the Up-C structure inherited from Up-REITs and how step-up basis assets generate amortizable deductions. | |
| Sector Differences and Venture Capital Adoption | 5 | 5 | 0 | 1 | Ted asks why specific sectors avoid or adopt TRAs and inquires about market sizing. Andy details lack of venture capital awareness, REIT/MLP yield structures, and the post-2021 market expansion to thirty billion dollars. | |
| Return Drivers, Tax Rate Sensitivity, and Credit Fundamentals | 5 | 6 | 0 | 1 | Ted presses Andy on the concrete sensitivity to tax rates and credit risks. Andy breaks down the linear math formula behind tax rate shifts and explains how TRA credit underwriting relies on large-cap, low-LTV dynamics. | |
| Step-Up vs. NOL Underwriting and TRA Mechanics | 5 | 6 | 0 | 1 | Ted explores the difference between NOLs and step-ups, as well as servicing mechanics. Andy explains why step-ups are more resilient to earnings drops and explains the standard 85/15 tax savings split and IRS audit dynamics. | |
| Sourcing Strategies and Creative Counterparty Outreach | 4 | 4 | 0 | 0 | Ted asks how Parallaxes engages busy founders and executives who may not care about dormant tax assets. Andy details non-traditional sourcing methods including targeted LinkedIn ads, athlete Cameo videos, and entering 5K road races. | |
| Due Diligence, Duration Underwriting, and Pricing Negotiations | 4 | 5 | 0 | 1 | Ted asks about the due diligence and valuation discount negotiation. Andy explains their CLO-like pre-underwriting across two hundred names, the 15-year duration necessity, and being direct about cost of capital. | |
| Exit Strategies and Structural Competitive Moats | 4 | 6 | 0 | 0 | Ted inquires about exit options and competitive barriers. Andy lays out a blueprint modeled on music/pharma royalties and details five structural moats protecting their niche from institutional competitors. | |
| Tax Regulatory Policy, Firm Structure, and Strategy Focus | 4 | 5 | 0 | 0 | Ted asks about tax policy risks, team scalability, and potential adjacency expansion. Andy argues the tax code mechanisms are century-old precedents and emphasizes maintaining strict strategic focus. |