Cloud Migration for Professional Services: When It Makes Sense (And When It Doesn’t)
Every vendor in the technology industry will tell you to move to the cloud. What they won’t tell you is whether moving to the cloud is the right decision for your firm. I’ve been doing this for 35 years. I’ve watched the industry cycle through mainframes, desktops, servers, and the cloud, and in every era,
- Published in Woo on Tech
Summer Vacation Security Checklist for Professional Services Firms
Summer is the one time of year when professional services firms run at a reduced pace, and their security posture quietly relaxes along with it. That’s not a coincidence, but a pattern. Fewer people in the office means fewer eyes on unusual activity. Staff traveling on personal devices means firm data moving through networks you
- Published in backup and recovery
The $300 Laptop vs. The $1,300 Laptop: A Technology Investment Guide
I have had this conversation more times than I can count. Someone buys a laptop at Costco for $300, hands it to a paralegal or a bookkeeper, and calls it a day. Six months later, they’re on the phone with me, wondering why everything is slow and what we’re going to do about it. What
- Published in Woo on Tech
Remote Work Technology Setup: What Matters for Professional Services Firms
Remote work is no longer a temporary arrangement that your firm is managing. It’s how your people work now, and the security gaps it created are still wide open. Most professional services firms handled the transition to remote work the same way. They handed out laptops, set up VPN access, and called it done. That
- Published in Woo on Tech
Your Software Vendor Is Not Your Partner. Protect Yourself Anyway.
Your software vendor does not care whether your business survives an outage, a price increase, or a forced platform migration. They care about your renewal. Those are not the same thing, and the sooner you build your IT strategy around that fact, the better off you will be. I want to be fair here. I
- Published in Woo on Tech
Why Your ‘Off-Site’ Backup Isn’t Really Off-Site (And Why That Matters)
I need to tell you about a conversation I had last year with a property management firm that thought they had off-site backup. Their office manager was taking home an external hard drive every Friday night and bringing it back Monday morning. When I asked them what would happen if there was a fire in
- Published in Woo on Tech








