The Art of Technical Decision-Making
A practical decision-making framework for engineering leaders who need to move fast without creating long-term architectural pain.

The Art of Technical Decision-Making
Engineering leadership isn’t about having all the answers—it’s about making decisions that create momentum without jeopardizing the future. Good technical decisions aren’t the perfect ones. They’re the ones made with clarity, context, and appropriate speed.
The Three Inputs That Matter
1. Constraints
Every decision exists within real limits: time, budget, skills, legacy code, and market expectations. Leaders who understand their true constraints make faster, cleaner choices.
2. Tradeoffs
Every direction has a cost. Great leaders define the tradeoffs explicitly:
- Speed vs. durability
- Flexibility vs. simplicity
- Innovation vs. predictability
The goal isn’t to avoid tradeoffs. It’s to choose the right ones.
3. Time
The urgency of a decision is often more important than its complexity. The longer a team waits, the more uncertainty compounds.
The Decision Formula
There’s a simple principle high-performing teams use to move fast without breaking things:
- If a decision is reversible → move fast
- If it's irreversible → slow down
Most engineering decisions are reversible. The danger isn’t choosing wrong—it’s waiting too long.
Avoiding the Two Common Failure Modes
1. Paralysis by Analysis
Teams overthink decisions that don’t matter, stalling progress. This usually points to fear or unclear ownership—not technical complexity.
2. Unexamined Momentum
Moving fast without aligning on principles leads to rework. Speed only helps when direction is correct.
How Great Leaders Make Better Technical Decisions
They:
- Push decisions down to the closest responsible engineer
- Create technical principles that guide choices
- Encourage small, iterative decisions instead of large, risky leaps
- Communicate why, not just what
- Hold teams accountable for learning, not perfection
The quality of decisions compounds across an organization.
Final Thought
Great technical decisions don’t come from certainty—they come from clarity. When leaders understand constraints, articulate tradeoffs, and match speed to risk, they create engineering orgs that move confidently and effectively.
Kris Chase
@chasebadkids