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: How Home-Based Care Companies Can Avoid Common IT Pitfalls
Home-based care companies across the San Francisco Bay Area rely heavily on technology to support caregivers, maintain compliance, and ensure accurate billing. Below are the most common questions agencies ask about strengthening their IT environment and avoiding costly disruptions. 1. Why is IT stability so important for…
How Home-Based Care Companies Can Leverage AI to Get Ahead in 2026
The home care industry is facing a collision of pressures. Demand is surging as the U.S. population ages, caregiver shortages affect 59% of agencies, and 64% of providers cite rising costs as their top concern over the next five years. For…
When Technology Fails, Care Suffers: The IT Risks Facing Home-Based Care Companies
Protecting Patient Care, Compliance, and Revenue Across the San Francisco Bay Area Home-based care companies across the San Francisco Bay Area operate in one of the most demanding environments in healthcare. Caregivers are mobile. Documentation happens in the field. Billing relies on timely and accurate visit data….
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…
How New Dental Practices Can Avoid Common IT Pitfalls
Why Smart IT Decisions Early On Matter More Than Most Dentists Expect Opening a new dental practice is an exciting milestone. Between securing a location, hiring staff, selecting equipment, and building a patient base, technology decisions often fall into the background. Unfortunately, this…