Articles & Guides
Insights on Leadership, Alignment, and Scaling Tech Teams
Practical guidance built from patterns across 125+ leadership teams.
Leadership Pillar Posts
In-depth guides on the four key challenges facing tech leaders scaling from 30 to 150+ employees.
The Alignment Tax
Why companies that double headcount often see decision velocity drop by 75%—and the infrastructure gap that causes it.
The Decision Charter
How to stop being the default tie-breaker for every conflict. Build clear decision rights that let your team move fast without you.
Stop Being the Bottleneck
If you took a 2-week vacation, what would break? The 5-step framework to delegate authority—not just tasks—and develop future leaders.
Decision Velocity
Why projects that should take 2 weeks are taking 6. The 3-Level Delegation Model to free up 6-10 hours per week and accelerate your team.
Featured Articles
Decision Rights: The Missing Infrastructure
How unclear decision authority creates bottlenecks and what high-performing teams do differently.
The Hidden Cost of “Quick Syncs”
Why informal coordination that worked at 30 employees becomes a tax at 150—and what to do instead.
Why Your Decision Matrix Isn’t Working
Common mistakes in implementing decision frameworks and how to fix them.
The Decision Velocity Tax
7 hidden ways leadership slows execution—and how to fix each one.
Leadership Guides & Calculators
Interactive tools to quantify alignment costs and identify improvement opportunities.
$500K Meeting Waste Calculator
Quantify the annual cost of ineffective executive meetings.
8-minute questionnaire
Executive Time Allocation Snapshot
Reveal escalation patterns and delegation opportunities.
7-day tracker (5 min/day)
Rework Cost Estimator
Quantify engineering capacity lost to misalignment.
10-minute calculator
Finish Strong Friday Insights
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Recent Topics
- The hidden cost of “quick syncs” (and what to do instead)
- Why your decision matrix isn’t working
- Three signs your alignment problem is actually a clarity problem
- How to run a priority trade-off conversation that sticks
- When to push back on escalations (and when to accept them)
More from LearnWell
What New Managers Must Do to Develop Self-Management Routines
Being a new manager can be incredibly overwhelming. As someone who has hire and trained dozens for my companies and…
Why Your Decision Matrix Isnt Working
You’ve built the decision matrix. You’ve assigned weights to criteria. You’ve gathered stakeholder input. Your framework looks professional, comprehensive, and…
The Hidden Cost of Quick Syncs
It’s 8:45 AM Monday morning. Your leadership team gathers around the conference room table with their smartphones, coffee, and that…
Decision Rights: The Missing Infrastructure
In early-stage companies, decision-making is simple. The founder or CEO makes the call, and everyone moves. But as you scale…
The Alignment Tax: Why Growing Companies Slow Down
Every growth-stage tech company celebrates the milestones: Series B closed. Headcount doubled. New VP of Engineering onboarded. Market expansion underway.…
Stop Being the Single Point of Failure
If you took a 2-week vacation with no phone access, what would break? Be honest. Would your team know how…
The Decision Charter: Stop Being the Tie-Breaker
Your team keeps asking you to make decisions they should own. Product wants you to prioritize the roadmap. Sales wants…
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