Estimate Calibration Trainer

Almost everyone underestimates, and almost everyone believes they are the exception. The only way to find out is to write the estimate down before the work and the actual after it, enough times that the pattern stops being deniable.

How to use this tool
  1. Before you start a task, log it with your honest estimate in hours. Not the time you wish it would take — the time you actually expect.
  2. After you finish, come back and fill in the actual. Count only time spent on the task.
  3. After five or six entries a personal ratio appears. After fifteen it is worth trusting.
  4. Use the calibrator at the bottom to turn a fresh estimate into a realistic one.

The one rule that makes this work: never edit the estimate after the fact. The moment you adjust an estimate to match what happened, the log stops measuring anything and starts flattering you.

A ratio of 2.0 means the task took twice as long as you thought. A ratio of 1.0 means you called it exactly.

How this maps to Jira and similar trackers
Mapping between this tool and common tracker vocabulary
HereJiraWhat teams actually argue about
Estimate (hours)Original EstimateWhether to estimate in hours at all
Actual (hours)Time Spent / worklogWhether logging time is useful or surveillance
Your rationo direct equivalentMost teams never compute this, which is why they keep missing
—Story PointsRelative size, deliberately not hours
—VelocityPoints completed per sprint — a team's empirical ratio in disguise

Story points exist largely because hour estimates are so unreliable. A team estimates relative size, measures how many points it actually finishes per sprint, and plans from that measured number instead of from anyone's optimism. Velocity is the team-scale version of what this tool computes for one person. It is also routinely misused as a productivity metric by managers, which is why engineers get twitchy about it.

Log a task

New entry

Leave the actual blank when you log the estimate up front, then fill it in later from the table. That order is the whole point.

No entries yet.

Your log

Estimates and actuals. Fill in an actual by typing in its cell.
DateTaskType Est.Actual RatioActions

What your log says

By type of work

Median ratio per type of work. Types with fewer than three finished entries are marked as too few to trust.
TypeFinished Median ratioReading

Log a few finished tasks and observations will appear here.

Calibrate a new estimate

Log some finished tasks first.

This multiplies your estimate by your own measured median. It is not a prediction — it is your track record applied to your optimism.

Reflect

Keep your work

This tool remembers your work in this browser on this device. Nothing is sent anywhere.

Autosave is on.