Oct 11, 2018 · 18m · top-founders
1174 Planning a $50m ICO for Property Investing, 55% Unlevered IRR Historically
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Andrew Jewett, co-founder of Aperture, joins Nathan Latka to discuss launching Property Coin, a $50 million regulated security token offering that opens data-driven, high-yield residential real estate investing to global investors.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Nathan holds 35.7% of the talking time here. How this is scored →
speaking balance: gold is Nathan, purple is the guest (3 minute bins)
Jewett vigorously defends his integrity against industry stereotypes, explaining that living with his family in the US ensures full compliance because he does not want regulators knocking on his door.
Hardest push from Nathan ▶ 7:46 Latka demands proof on sample size for returnsLatka refuses to let the 55% unlevered IRR claim pass unquestioned, immediately cutting in to ask for the total transaction volume and exact sample size.
Biggest teaching moment ▶ 5:34 Jewett explains mechanics of pseudo-anonymous payoutsJewett teaches Latka how blockchain wallet pseudonymity prevents direct cash distributions under KYC laws, necessitating an automated profit-reinvestment model instead.
Nathan holds their own ▶ 13:27 Latka breaks down unit economics and overhead mathLatka performs live mental math on the 30 closed deals and $1,000 fees, proving to Jewett that transaction fees cannot cover 14 employees without relying entirely on back-end profits.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Nathan as informed peer | Guest teaching | Guest disagreement | Nathan pushing back | Why |
|---|---|---|---|---|---|---|
| Introducing Andrew Jewett and Property Coin | 5 | 4 | 0 | 2 | Latka opens by establishing the premise of Property Coin and clarifies whether it is a legitimate equity-backed security token under Reg D and Reg S. Jewett details his background in asset-backed investment banking and explains why they transitioned into tokenizing distressed real estate. | |
| Investor Onboarding, Compliance, and Reinvestment Mechanics | 5 | 6 | 1 | 3 | Latka questions how background and anti-money laundering checks are executed without compromising user flow. Jewett educates him on their Dentons-designed compliance framework and explains how reinvesting 50% of profits bypasses wallet pseudonymity constraints during the one-year lockup. | |
| Investment Thesis and Algorithmic Property Sourcing | 6 | 4 | 1 | 4 | Latka pushes into the 55% unlevered IRR claim, asking for exact transaction sample sizes and clarify whether they are buying ultra-luxury or liquid middle-class housing. Jewett acknowledges the sample size is currently 30 properties at the $200k to $250k price point. | |
| Sponsor Spotlight: Digital Marketing with AdRoll | 7 | 5 | 1 | 4 | Following the mid-roll ad read, Latka explores the capital structure and examines the dual entity model. When Jewett quotes a low management fee per property, Latka calculates that transaction fees alone cannot sustain a 14-person headcount, forcing Jewett to clarify that overhead relies on the 50% profit share. | |
| The $50M Raise Strategy and Regulatory Integrity | 5 | 4 | 1 | 2 | Latka contrasts Property Coin's planned $50M ICO with fraudulent crypto projects that cash out immediately to fiat currency. Jewett emphasizes that the founders retain zero initial tokens and stay strictly compliant under US law to avoid regulatory consequences. | |
| The Famous Five Rapid-Fire Questions | 1 | 1 | 0 | 0 | Latka runs through his standard Famous Five rapid-fire questions covering reading habits, favorite tools, sleep, and personal life. Jewett responds cooperatively, sharing his plans to foster and raise a service dog. |