Philip J. Everett, Technology Sales Leader in Chicago

AI-DRIVEN SALES LEADERSHIP

Where Strategy Meets Execution

Sales leader specializing in enterprise technology consulting, AI transformation, and the kind of client relationships that compound into eight-figure portfolios.

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Executive Profile

Building enterprise partnerships at the intersection of technology consulting and AI transformation.

Over the past decade, I've built and scaled enterprise technology partnerships across financial services, healthcare, publishing, and private equity. I'm currently a Partner at Stride Consulting, an AI-focused software engineering firm of approximately 75 employees, headquartered in New York with Chicago presence.

Before Stride I held account leadership roles at TCS, Thoughtworks, Valtech, Kin+Carta, and Infinite, including one of IBM Cloud's largest enterprise partnerships. Today I work with C-suites to scope AI engagements that move a number, not just generate a press release. The full account history and the numbers behind the work are on the Career page.

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Philip J. Everett

Partner, Stride Consulting

CAPM Certified

Perspectives

What I’m actually seeing.

A weathered office desk covered in newspaper clippings about AI policy, earnings, and labor disputes, lit by a single morning lamp

AI · May 5, 2026 · 5 min

Earnings, Lawsuits, and a Union Vote

Five AI stories crossed my desk this morning. Read together, they all point the same direction: the boring, operational, consequence-bearing phase of AI has finally arrived.

A boardroom table seen from above, eleven manila folders arranged around the edge in cool blue shadow, with a single warm spotlight illuminating one open folder at the center.

Sales · May 5, 2026 · 4 min

The Quiet Shift in Enterprise AI Buying

Six months ago every conversation started with 'help us figure out where AI fits.' Now they start with 'we have eleven AI projects, none of them are in production, fix this.' That second conversation is a totally different sale.

An empty boardroom with a long polished table, two chairs pulled out at opposite ends, and a window showing a city skyline at dawn.

AI · May 4, 2026 · 3 min

Wall Street Blinks, Washington Stalls

Two AI stories from this morning that are really one story. The money side is finally asking hard questions about returns. The policy side is still asking permission to ask questions at all.

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