tyler-smith.com · Questions & Answers

We have converted forty percent of our revenue to monthly recurring contracts, but the buyer is still valuing us on a trailing twelve-month EBITDA multiple. How do we structure our cohort retention metrics and CAC-to-LTV ratios to prove our recurring revenue model warrants a software-style revenue multiple instead?

To force a buyer to pay a premium revenue multiple rather than a traditional EBITDA multiple, you must prove your recurring revenue is highly predictable and highly scalable. A buyer will default to a standard services multiple unless you present undeniable data showing that your customer acquisition and retention economics behave like a software company.

You must track and package three critical metrics to build this case:
- Net Revenue Retention (NRR): This proves that your existing customer cohorts grow in value over time, even without new sales.
- Customer Acquisition Cost (CAC) Payback Period: This demonstrates how quickly you recoup your marketing and sales investment.
- Lifetime Value to CAC Ratio (LTV-to-CAC): This shows the long-term ROI of your marketing spend, ideally maintaining a ratio of three-to-one or higher.

Incorporate these metrics directly into your weekly Scorecard. By showing a multi-year history of stable cohort retention, you prove that your customer relationships are sticky, even if they are not bound by multi-year lock-in agreements.

Our recommendation is to present this data as a core component of your V/TO®, linking your long-term marketing strategy to measurable cohort performance. When you demonstrate that your customer acquisition is a repeatable, math-driven engine rather than a series of sporadic sales wins, you shift the negotiation. The buyer stops viewing you as a standard service firm and starts valuing you as a high-margin recurring engine.

Category: Valuation & Deal Structure

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