Tech Debt - 404 & More

Thoughts and Watercooler Talk

The Frankenstein Stack: Why Sales Wins Are Sometimes Technical Nightmares

We celebrate closed deals but sometimes that new MRR is a curse. Taking on a client who refuses to update their messy network is a total trap.

Thoughts and Watercooler Talk

The Compliance Illusion: Why Boards Fund Blinky Lights Instead of Actual Security

Boards and investors are prioritizing quarterly margins over long-term security architecture. Discover why the corporate financial incentive structure is forcing MSPs and CISOs to rely on short-term security theater instead of fixing fundamental infrastructure flaws.