Run Regular Strategic Check-Ins

Set a regular cadence to review progress against objectives—not just metrics. Reflect on what’s working, what’s shifted, and where you need to recalibrate. Make this a shared habit, not a founder-only process.

Why it's Matters

Strategy isn’t static. Even the best-aligned plans need course-correcting as teams move, markets shift, and learning happens. Regular strategic check-ins keep you from drifting and help build a culture of proactive adjustment instead of reactive scrambling.

What You Need to Do

Schedule recurring reviews of progress against strategic objectives
Look beyond KPIs: revisit assumptions, priorities, and capacity
Involve both leadership and cross-functional contributors

How to Approach It

Set a regular rhythm (monthly, quarterly) for reviewing strategy
Compare current performance vs. strategic goals, not just team KPIs
Discuss what’s working, what’s blocked, what’s changed
Document adjustments and share transparently with all stakeholders

Deliverables

Strategic review agenda + cadence
Summary docs with decisions + next steps
Strategic health pulse (qualitative + quantitative signals)

How to Tell if You Got It Right

Strategic priorities evolve with new data
Adjustments are proactive, not crisis-driven
Teams stay anchored even as the market shifts

What to Watch Out For

Treating strategy like a one-time document
Reporting numbers without reviewing direction
Misalignment building up between review cycles