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 Technology debt refers to outdated, unsupported, or poorly maintained IT systems that require upgrades or replacement.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…
FAQ: Common IT Pitfalls for Home-Based Care Agencies (and How to Avoid Them)
Common IT pitfalls for home-based care agencies such as unreliable field connectivity, weak security, and broken integrations can quietly cost you claims, compliance, and caregivers. Home-based care companies across the San Francisco Bay Area rely heavily on technology to support caregivers,…
AI VoIP for Home-Based Care: How Agencies Can Get Ahead in 2026
AI for home-based care agencies is quickly moving from buzzword to advantage. From smarter scheduling and after-hours call handling to faster documentation, the right AI tools help agencies cut costs, save staff time, and deliver better care in 2026. The home…
IT Risks for Home-Based Care: When Technology Fails, Care Suffers
IT risks for home-based care agencies aren’t just technical problems. When systems go down, data is breached, or backups fail, patient care suffers and trust erodes. Understanding these risks is the first step to protecting your agency and the people you…
FAQ: Upgrading from Family IT Support to a Managed Service Provider (MSP)
As small and mid-sized businesses grow, many reach a point where informal IT support is no longer sustainable. Below are the most common questions we hear from Bay Area business owners who are considering upgrading from family IT support to a Managed Service…
When to Upgrade from Family IT Support to a Managed Service Provider
Why “just calling someone you know” stops working as your business grows For many small and mid-sized businesses, IT support begins informally. A family member who works in tech. A friend who helps out after hours. Someone who can usually fix things when…
FAQ: Avoiding Common IT Pitfalls in New Dental Practices
Opening a new dental practice involves dozens of moving parts, and technology is one of the most critical. From HIPAA compliance to imaging integration and cybersecurity, your IT decisions directly impact patient care, operational stability, and profitability. Below are answers to the most common…
Smart Dental Procurement: How New Practice Owners Can Optimize Overhead
Starting a new dental practice is a feat of endurance. Between patient acquisition, staffing challenges, and maintaining clinical excellence, the administrative back office often gets pushed to the sidelines. However, in the current economic climate, often described as a “fiscal squeeze” where costs…