Agile Estimation Masterclass

Agile Estimation Is Broken — And It’s Not Your Fault

Most Agile teams estimate the wrong things, in the wrong way, with the wrong mental models. They rely on hours (which create pressure and anxiety), planning poker inflation (Goodhart’s Law in full effect), and subjective “gut feel” sizing.

The result?
Unreliable sprint plans. Inaccurate forecasts. Missed deadlines. Blamed teams. Disappointed stakeholders.

It doesn’t have to be this way.

The Estimation System Used by High-Performing Teams

The Keystone + Story Gauge Framework is a proprietary, CST-developed system that gives your teams an objective, repeatable way to estimate Product Backlog Items.

It removes guesswork and eliminates estimation inflation by using:

  • Keystone sizing as the anchor
  • DoD as the quality baseline
  • UAC as conditions of satisfaction
  • Story Gauge as the relative forecasting engine
  • Velocity as a capacity indicator — not a target

This is how teams get accurate, consistent sizing without using hours.

With this system, your teams will finally estimate the same way every time — and be right more often.

What You’ll Be Able to Do After This Masterclass

  • Size any PBI using the Keystone approach
  • Remove hours from your estimation process entirely
  • Replace guesswork with objective, repeatable sizing
  • Use DoD + UAC to eliminate “hidden work”
  • Use Story Gauge to create a stable estimation baseline
  • Forecast using actual historical flow — not hope
  • Stop Goodhart’s Law from corrupting your estimates
  • Make Product Refinement fast, accurate, and predictable
  • Coach teams to align on estimation consistently
  • Create clarity for stakeholders, leadership, and teams
  • Accurately forecast without ever asking “How many hours?”

Built for Anyone Who Works With Delivery, Teams, or Forecasting

  • Scrum Masters
  • Product Owners
  • Coaches
  • Dev Team Members
  • Engineering Managers
  • Product Leadership
  • Agile PMs
  • Iteration Managers
  • Anyone tired of bad estimates and chaotic planning

Everything You Need To Master Agile Estimation

  • 2+ hours of CST-level instruction
  • Real-world examples and product scenarios
  • Sample Keystone PBIs
  • Scenario-based Story Gauge calibration
  • All templates, tools, & artifacts
  • Miro-ready exercises
  • Video replays
  • Practice assignments
  • Certificate of completion