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How the Longevity Dividend Works: BOLD's Structure Explained

The Longevity Dividend works through a hybrid preferred instrument, capped at 20% equity, that pays the founder cash at closing, accrues a preferred return instead of collecting monthly payments, and redeems on a 10-year clock — with two buyback windows that let the founder repurchase BOLD's stake early on defined terms.

What is the underlying instrument?

BOLD's investment is a Hybrid Preferred Instrument with detachable warrants. It carries a preferred return that accrues rather than requiring monthly cash service, which keeps cash inside the business available for growth. The warrants survive a founder buyback unless they're separately repurchased at fair value.

How does the Founder Buyback Option work?

The founder can repurchase 100% of BOLD's position in one of two windows:

  • Years 3–5 (early window): a fixed, floor-return price set at closing — if the company outperforms, the founder captures all of the upside above that floor.
  • Years 6–9 (later window): the greater of that floor price or the company's current fair market value.
  • Absent a buyback, the position redeems on defined terms at the 10-year mark.

What is the two-phase growth thesis?

BOLD underwrites around a two-phase growth path: roughly 67% EBITDA growth in Phase 1 (Years 0–3), followed by steadier compounding of about 15% per year through Year 10. This thesis is what the P.R.E.P. Architect and the 700-to-1,000-day value creation plan are built to support.

What is the Monetization Loan, and why does it matter for taxes?

Instead of structuring liquidity as a straight equity sale — which triggers immediate capital gains tax — BOLD can structure part of the founder's proceeds through a Monetization Loan designed to defer rather than accelerate tax. In BOLD's modeled comparisons, this typically puts roughly 30–37% more cash in the founder's pocket on day one versus a same-size straight equity sale.

BOLD also introduces founders to a preferred lender network (senior, unitranche, or mezzanine) for sponsor-backed, covenant-lite debt terms that standalone lower-middle-market borrowers usually can't access on their own.

Frequently asked questions

Does the Longevity Dividend require monthly payments to BOLD?

No. The preferred return accrues instead of requiring monthly cash service, so the company's operating cash flow stays available for the growth plan.

Can BOLD force a sale of the company before Year 10?

No. BOLD is structured for a 10-year term and is not driven by a fund-clock IRR; there is no mechanism to compel an early sale.

What happens if I buy BOLD out early, in Years 3–5?

You pay a fixed, floor-return price set at closing — regardless of how much the company's value has grown by then — so you keep all of the upside above that floor.

How much more cash can the Monetization Loan structure put in my pocket?

In BOLD's modeled comparisons, roughly 30–37% more cash on day one versus a straight equity sale of the same size, because it's designed to defer rather than accelerate capital gains tax.

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