1. What is technology debt in the context of a business acquisition? Technology debt refers to outdated, unsupported, or poorly maintained IT systems that require upgrades or replacement. In many small and mid-sized businesses, technology investments are delayed in the years leading up…
How LMM Acquirers Can Best Position Their Company to Grow Post-Acquisition
Stephanie Quay · Founder & CEO, Five Experts · March 2026 Most acquisition models are built on a growth assumption. The business will improve under new ownership. Revenue will be more stable than it looks. The right operator will unlock the upside that…
Beneath the Balance Sheet: Technology Debt and Cybersecurity Risks in Business Acquisitions
Understanding Hidden Technology Risks in Lower Middle Market Acquisitions In many lower middle market acquisitions, technology rarely receives the same level of scrutiny as financial statements, contracts, or real estate assets. Yet technology infrastructure and cybersecurity posture can significantly impact both valuation and…



