Leader Training — 6 Modules

Deal Management
for SE Leaders

Turn presales leadership into an operating system — not heroics. Your job is not to help deals win. It's to ensure deals are run in a way that deserves to win.

Request Program Overview
Dmitri Lee coaching SE leaders on deal inspection and presales leadership

COMPASS, SAIL, and ANCHOR do not fail on their own.

They fail when leadership stops enforcing the environment they require.

When urgency replaces clarity. When momentum replaces alignment. When heroics replace discipline. This training exists because execution quality is not self-sustaining.

From managing deals to managing the system.

Inspection over updates — examine conditions, not activity

Coaching over fixing — improve how decisions are made, not what decisions are made

Rhythm over process — fewer conversations done deliberately, not more meetings

Reinforcement over reminders — structure that survives leadership change

Leaders don't relearn the system. They learn to operate it.

Coaching Question Categories

COMPASS

Inspection Lens

  • What must be true for this deal to move?
  • Where is clarity still assumed?
  • What discovery do we own?
SAIL

Momentum Lens

  • What story is the customer authoring — in their own words?
  • What action removes ambiguity next?
  • What insight is being avoided?
ANCHOR

Stress-Test Lens

  • What ambition survives budget pressure?
  • Is need quantified and personal?
  • Which stress test fails — and which principle needs rework?

6 modules. 2 hours each.

01

Leadership Responsibility for the Operating System

Your role is not to help deals win. It's to ensure deals are run with discipline, integrity, and repeatability. Where discipline dies — and what leadership behavior causes it.

02

Inspecting Deals Through the Operating System

Inspection vs. updates vs. intervention. What must be true, not what's happening. The moment you give advice, inspection stops.

03

Installing Leadership Rhythm Without Creating Process

Three rhythms: weekly inspection, monthly pattern recognition, quarterly system health. Rhythm is judgment-driven. Process is compliance-driven.

04

Coaching Execution Without Fixing Deals

Fixing optimizes this deal. Coaching improves the next ten. COMPASS, SAIL, and ANCHOR coaching questions with stress-test connections.

05

Running Deal Labs as a Leadership System

Three phases: inspection (no fixing), coaching (limited), decision (optional). The output of a Deal Lab is clarity, not answers.

06

Reinforcement, Scale & System Sustainability

Reinforcement relies on structure, not memory. Non-negotiable inspection points. The system must outlast you.

Make the system permanent.

If your organization has invested in presales training and wants it to survive real pressure.