Focus on the MAT: Milestones, Assumptions, and Tasks Are Your Startup’s Backbone

Medium - Requires some preparation Recommended

Too often, ambitious people get lost in their own grand plans—a complex vision board, spreadsheets packed with numbers, and endless theoretical debates about what might go wrong. When chaos hits, they scramble, forgetting what actually matters most right now.

A team with a MAT—milestones, assumptions, and tasks—on the wall, however, always has clarity. Each person knows exactly what the next meaningful accomplishment is: finish the prototype, nail three customer sales, or get the app live by June. Every Monday, the group checks their assumptions: Was the market actually as big as we thought? Did sales cycles really only take a week? Shamelessly, they write down their guesses and put systems in place to prove or disprove them. No one pretends to have a crystal ball. Every error or surprise becomes a learning moment, fueling smarter pivots and crisp task lists.

This approach has roots in both project management science and behavioral psychology. Defining and tracking clear, concrete milestones maps to goal-setting theory—where public, specific, and time-linked objectives increase motivation and persistence. Constantly surfacing and testing assumptions taps cognitive flexibility and adaptive expertise, letting teams learn quickly and respond with discipline. Anchoring daily work in visible, attainable tasks then keeps stress levels down by making each step achievable, countering overwhelm and decision fatigue.

Pull out a sheet of paper or open your notes app—block out your major milestones, then jot down the assumptions hiding behind them. For each key milestone, specify what needs to be true for you to succeed, then break out all the tasks that will get you there. Hang this map on your wall or keep it front-and-center on your phone, and update it as you learn. This focused roadmap is your true backbone whenever things get crazy, so let it keep you steady.

What You'll Achieve

You create sustained focus, discipline, and learning by tracking progress in real time and addressing blind spots early. You'll reduce stress and miscommunication, improve agility, and build a stronger sense of control over outcomes.

Map Out Your Seven Milestones and Working Assumptions

1

List the seven core milestones for your venture.

These typically include proving your concept, finishing design specifications, building a prototype, raising capital, releasing a test version, shipping the final product, and reaching breakeven. Write them out with expected completion dates.

2

Write down key assumptions and link them to milestones.

Document what must be true for success—like estimated market size, conversion rates—or critical supplier relationships. Connect each assumption to when you'll test its truth.

3

Compile all necessary supporting tasks.

Create a checklist of everything from finding a vendor to setting up payroll, so nothing slips through the cracks. Review and update weekly to stay proactive.

Reflection Questions

  • Which upcoming milestone feels most exciting—or most daunting?
  • How do your assumptions line up with what you observe each week?
  • What tasks are you tempted to skip, and why?
  • Where has a missing or outdated task derailed your project in the past?

Personalization Tips

  • In a classroom project: Milestones include research, first draft, peer review, revision, final submission, and group presentation.
  • Starting a community club: Key tasks include booking a venue, confirming attendance, launching social media, and gathering post-event feedback.
  • Launching a side business: Tie assumptions about demand to test sales in your first month, with milestones for updates and outreach.
The Art of the Start: The Time-Tested, Battle-Hardened Guide for Anyone Starting Anything
← Back to Book

The Art of the Start: The Time-Tested, Battle-Hardened Guide for Anyone Starting Anything

Guy Kawasaki
Insight 3 of 8

Ready to Take Action?

Get the Mentorist app and turn insights like these into daily habits.