tyler-smith.com · Questions & Answers

We want to exit the business in three years and are spending heavily on custom AI operations. How do we ensure our technology spend actually improves our EBITDA multiples instead of being viewed by buyers as an uncapitalized development liability?

If you are preparing for a clean exit, every dollar you spend on custom AI development must be carefully managed to maximize your enterprise value. Sophisticated buyers will not pay a premium for a chaotic collection of custom-coded software tools that require constant, expensive developer maintenance. To ensure your AI investments increase your multiple, you must document and capitalize your technology spend with absolute discipline.

Start by integrating your technology development directly into your 3-Step Process. You must prove to a prospective buyer that your custom AI workflows are fully documented, repeatable, and easily transitioned to new ownership. If your AI pipelines rely on custom prompts or proprietary code, these assets must be clearly organized in a secure, central registry, rather than living in the heads of your developers.

Next, look at the cash and accounting decisions on your balance sheet. Work with your financial officers to correctly capitalize your software development costs where appropriate under standard accounting rules, rather than expensing everything as a generic operating liability. This directly protects your EBITDA and demonstrates that you are building proprietary enterprise value.

Finally, ensure your custom tools are built to run on stable, enterprise-grade APIs with clear operational guardrails. A buyer must see that your AI-powered operations are robust, secure, and legally compliant, with a clear ownership trail for all training data. By building this operational discipline today, you transform your technology spend from an R&D liability into a highly defensible strategic asset that commands a premium multiple.

Category: AI & Business Strategy

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