Insights and updates

From emerging regulation to deal mechanics, we write about the questions founders and investors actually ask — practical analysis you can put to work.

Magic Number (SaaS Sales Efficiency)

Magic Number is a SaaS sales efficiency metric that measures how much new annualised recurring revenue (ARR) a company generates for every dollar spent on Sales and Marketing (S&M) in the prior period.

Dollar-Based Cohort Retention (DBR)

Dollar-Based Cohort Retention (DBR) is a SaaS analytics framework that tracks revenue retention from a specific cohort of customers (typically grouped by acquisition month or quarter) over time, measured in dollars rather than customer count.

Net Revenue Retention (NRR) — SaaS

Net Revenue Retention (NRR) — also called Net Dollar Retention (NDR) — is the SaaS metric measuring the percentage of recurring revenue retained from existing customers over a defined period (typically 12 months), including upsell and expansion revenue but excluding new customer acquisition.

Gross Revenue Retention (GRR) — SaaS

Gross Revenue Retention (GRR) is the SaaS metric that measures the percentage of recurring revenue retained from existing customers over a defined period (typically 12 months), excluding any upsell or expansion revenue.

Recapitalization / Cram-Down (VC)

A recapitalization (recap) in VC context is a restructuring of a company’s capital stack — typically conducted when the company is distressed, must raise at a significantly lower valuation (down round), or when existing preferred-stock liquidation preferences create misalignment between common an…

Founder Vesting Cliff and Acceleration

Founder vesting is the standard practice in venture-backed startups whereby founder equity is subject to a vesting schedule — meaning founders technically own shares but the company retains a right to repurchase unvested shares at nominal value if a founder departs.

Single-Trigger Vesting Acceleration

Single-trigger vesting acceleration is an equity provision under which unvested founder shares or employee options accelerate (vest immediately) upon a single defined event — typically a change-of-control transaction (M&A, IPO) — without requiring any additional condition such as termination of e…

Double-Trigger Vesting Acceleration

Double-trigger vesting acceleration is an equity provision under which unvested founder shares or employee options accelerate (vest immediately) only upon the occurrence of two distinct conditions — typically (i) a change-of-control transaction (M&A, IPO) AND (ii) involuntary termination without …

Dilution Math (Pre/Post-Money Calculation)

Dilution math is the calculation that quantifies how a new equity issuance reduces the ownership percentage of existing shareholders. Every venture funding round dilutes founders, employees, and prior investors as new shares are issued to incoming investors.