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Technology Decisions are Business Decisions

FREE EXECUTIVE BRIEF

2027 Technology Planning Brief

Technology planning has become increasingly interconnected. Decisions about security, AI, infrastructure, collaboration, and operations now influence one another in ways that are difficult to evaluate in isolation.

This executive briefing summarizes what TBL observed across customer planning conversations and technology investments during 2026, the recurring leadership questions emerging from those discussions, and the planning principles we believe will matter most as organizations prepare for 2027.

This five-page executive briefing isn’t intended to predict the future. Its purpose is to surface the recurring themes, tradeoffs, and planning questions emerging from TBL’s customer conversations so leadership teams can have better discussions before major technology commitments are made.

Better planning doesn’t eliminate uncertainty.

It improves the quality of decisions made in spite of it.

Continue the Conversation

The Executive Brief isn’t intended to provide every answer.

It’s intended to surface better questions.

If you’d like to discuss the observations, compare planning priorities with peers, and hear how other organizations are approaching 2027, join us for an afternoon built around conversation, not presentations.

Join us for

Peers, Pints & Planning

Tuesday, September 15, 2026

3:00 PM – 6:00 PM

Hardywood Park Craft Brewery – West Creek

Join fellow technology leaders for an afternoon of practical observations, planning perspectives, and peer conversation about the decisions shaping 2027.