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Strategy

73 articles tagged Strategy.

73 articles  • Page 7 of 9

Development Jan 21, 2026 • 5 min

Technology Stack Fragmentation Cost, Growing Company

Technology stack fragmentation cost for a growing company is unowned joins. Okta 2025: 101 apps on average. Flexera: complete visibility at 43 percent. The outage lives between contracts.

SEO Jan 20, 2026 • 5 min

How to Get a Small Business Cited by ChatGPT

How to get a small business cited by ChatGPT: match a fan-out query, answer in 50 words with a number, stay in Bing, name the author, ship valid schema, allow crawlers. Library size is not the KPI.

AI Getting Started Jan 19, 2026 • 6 min

What I Tell Every CEO Who Asks Me About AI

After three years of the same conversation with executives at every stage, the advice has stabilized. Here's the version I'd give if you bought me a coffee.

Development Jan 15, 2026 • 6 min

Self-Hosted vs. Cloud: The Real Tradeoffs

Cloud hosting isn't inherently better than self-hosted — and self-hosted isn't inherently more secure. The right answer depends on variables most cloud comparisons don't bother to address.

Strategy Jan 13, 2026 • 5 min

Why Your Current Tech Stack Should Veto Most Recommendations

The average mid-market company runs 187 SaaS applications. Every new tool has to connect to the ones already there — and the most capable platform in a category is often the worst fit for a specific stack.

Strategy Jan 9, 2026 • 6 min

Evaluate Vendor Demos Beyond the Surface

Evaluate vendor demos beyond the surface against your stack before the slides. CISA and FBI Secure by Demand (6 Aug 2024): SBOM, patches, CVE records. A demo that cannot run on your constraints is a movie.

Cybersecurity Jan 8, 2026 • 5 min

What to Ask Your Vendors About Security

Your vendor's security posture is part of your security posture. When they have access to your systems, your data, or your clients — their breach is your breach.

Entrepreneurship Jan 7, 2026 • 5 min

What Client Retention Actually Measures

Retention is often described as a metric. It's actually a verdict — the aggregate judgment of clients who had options, and chose to stay.