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Leadership Isn’t Just a Promotion. It’s a Practice.

Tools, coaching, and clarity for managers stepping into their first big shift.

Why First Shift?

Real Talk. Real Tools.

Candid insights and practical frameworks to help you lead with confidence from day one.

From Seller to Leader.

Bridge the gap between individual contributor success and effective team leadership.

Confidence in the Chaos.

Gain the clarity and structure to navigate the complexities of management.

The First Shift Kit

A man speaking to a small group, representing coaching and practical application.

DG in 2019. A young manager starting to find his footing - using early versions of the same tools you’ll find in the First Shift Kit today.

Your essential toolkit for navigating the transition to sales leadership. The First Shift Kit provides actionable resources to help you lead with impact from day one.

  • Weekly Manager Reflection Worksheet: Structure your weekly leadership review and planning.
  • 1:1 Tracker: Never lose track of important conversations and growth opportunities.
  • Candid + Kind Talk Tracks: Master difficult conversations with empathy and effectiveness.
  • AI Prompts & Agents: Leverage AI to streamline your coaching and team development.
Purchase the Kit

Membership Overview

FeatureFreePro ($19/mo)
Weekly Shift Newsletter (Subscribe here!)
Select Free Tools & Frameworks
First Shift Community Access
First Shift Coaching Program
Live/Async Virtual Coaching
AI Equipment Check (coming soon)
Free Quarterly Coaching Session
All Digital Products & Kits
Early Access to New Tools
Live Virtual Workshops (coming soon)
First Shift Slack Workspace (coming soon)

Real Growth. Real Leaders.

Haley Wilcox

"DG's ability to identify and grow talent truly sets him apart as a leader. Both sales reps and leaders gravitate to him because of his dedication to professional development and his ability to elevate talent in evolving environments. His leadership style fosters trust, transparency, and motivation."

Haley Wilcox

VP, Strategic Partnerships & Vertical GTM @ CustomInk

Why I Built First Shift by DGTM

I built DGTM out of necessity. When I became a sales leader, I felt completely unprepared. The skills that made me successful as an individual contributor didn't translate to managing people. I was winging it, and my team deserved better.

So I created the system I wished I'd had: practical tools, proven frameworks, and the kind of coaching that actually helps you grow. DGTM is what happens when you combine real-world experience with a genuine desire to help others succeed.

We are our best when we bring our whole selves to leadership. So here’s a bit more about mine:

  • Proud dad to Danny and husband to Abby
  • From Cleveland → Boston → now Chicago
  • Loves travel, food, cold beer, and good laughs
  • College hockey alum and massive Cleveland & Crystal Palace fan
  • Brings fun, positive energy to everything

For the professional side of the story, you can find me on LinkedIn.

David Goldsmith
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