Considering Firing Your CIO? Read This First
It is a conversation that usually begins with a heavy sigh. A CEO or Board member reaches out, frustrated by a perceived lack of ROI on technology spend, a series…
It’s the Mindset, Not the Acronyms · How Non-technical CEOs can Vet a Strategic CIO
The resume lands on your desk, and it looks perfect. It is heavy with acronyms you recognize but don’t fully understand (ERP, SOC2, AWS, AI), lists a progression of impressive…
Wearing Your Jersey · How To Inject High-Power Strategy Without Disrupting Your Culture
For many mid-market CEOs, the company is more than a balance sheet. It is a community. You have spent years, perhaps decades, cultivating a specific culture. It might be a…
Bridging the Gap between your Tech and Boardroom Strategy · Who Can & Who Can’t
The modern enterprise is witnessing a dangerous divergence. On one side sits the Boardroom, focused intently on market share, EBITDA, and competitive differentiation. On the other sits the IT department,…
Tech-Equity Bridge · Your Tech Strategy Counts More Than Your Systems
In the mid-market, we often see a recurring pattern during strategic planning sessions. A CEO will slide a piece of paper across the table (or share a screen) listing a…
Great at Ops, Cloudy on Strategy · The Hidden Gap in Your Tech Leadership
In the modern enterprise, stability is often mistaken for success. When the servers are humming, the ERP is online, and the helpdesk ticket queue is manageable, it is easy for…
The Growth Throttle · How Invisible Tech Friction is Capping Your Revenue Potential
For many mid-market CEOs and CROs, the 2026 strategic planning cycle revealed a frustrating paradox. You have the right product-market fit, a high-performance sales team, and a marketing engine that…
Beyond the Pilot · Establishing AI Governance to Prevent a Boardroom “Blind Spot”
In the last eighteen months, the mid-market has been awash in AI enthusiasm. Boardrooms that previously viewed Artificial Intelligence as science fiction or a distant enterprise luxury suddenly demanded immediate…
When your Single Point-of-Failure is a Developer · Avoiding Orphaned Software Risk
The Invisible Risk in Your Tech Stack When business leaders conduct risk assessments, the focus inevitably drifts toward tangible infrastructure. We worry about server redundancy, failover protocols, cyber insurance, and…
The 5 Non-Negotiable IT Upgrades Before a PE/M&A Exit
In the high-stakes environment of Private Equity (PE) exits and Mergers & Acquisitions (M&A), technology is no longer a back-office utility. It is a primary driver of valuation. When a…
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