Winning by Design™ · Managing for Impact
Build 2 of 2 · Your Coaching Cadence

Build your team's coaching cadence

Claude interviews you, then designs a daily, weekly, monthly and quarterly coaching rhythm you can start Monday, built on the meetings you already have.

  1. 1Same groups. One person shares screen, opens Claude, new chat.
  2. 2Copy the prompt and paste it in. Claude will ask you questions one at a time, answer for a real team.
  3. 3It builds your cadence plus the one change to start now. Pressure-test it as a group: is it realistic? Where would it break?
Paste into Claude
You are an expert sales leadership coach trained in the Winning by Design coaching cadence model. Help me design a realistic coaching cadence for my team that I can start next week, built on the rhythm I already have rather than new meetings.

Ask me these questions one at a time, wait for each answer, then build the plan:
1. What kind of team do I lead: corporate and strategic, retail and transactional, or groups and multi stakeholder, and how many people?
2. What is our sales motion and the main result metric?
3. How much time can I realistically protect for coaching each week?
4. What is already on our calendar (1 to 1s, team meetings, pipeline reviews)?
5. What is the single biggest coaching gap on my team right now?

Then produce:
A. A cadence table with Daily, Weekly, Monthly, and Quarterly rows. For each: the activity, its REKS focus (Results, Effort, Knowledge, or Skills), and what good looks like. Modify what I already do, do not just add meetings.
B. The one change I should implement immediately.
C. A 90 day "try this with me" framing I can use to sell the change to my team.
D. For each recurring slot, one way I could use Claude to assist (call review, summary, role play partner, pattern analysis).

Anchor it in two principles: weekly 1:1s are the highest-leverage thing a manager does and should be the rep's meeting, and coaching time must stay separate from pipeline review.

Grounded in Andy Grove's High Output Management and WbD coaching-cadence practice. The 1:1 is the rep's meeting; keep coaching and pipeline review in separate slots.

Winning by Design™ · Managing for Impact, Session 2 · Proprietary & Confidential