Executive Caddy™

Ongoing executive perspective, candid counsel, better decisions & support moving priorities forward.

Executive Caddy logo mark

A Seasoned Perspective at Your Side

When the decisions are complex, the stakes are high & there is no obvious answer, the more valuable it is to have someone in your corner. Executive Caddy™ gives CEOs, founders, and senior executives an experienced partner who understands both the weight of leadership and the realities of running a business.


More Than Advice From the Sidelines

This is an ongoing relationship built around understanding you, your business, your priorities & the challenges in front of you. For leaders who want to think bigger, decide better & accomplish more than they thought possible.


From Decision to Execution

We help you frame decisions, pressure-test plans, identify blind spots, prepare for consequential discussions, and turn decisions into action. When appropriate, that support can extend into meetings, planning sessions & practical follow through, giving you additional executive capacity without adding another full-time executive to your organization.


The objective is simple: help you see the course more clearly, make stronger decisions, and execute with greater confidence.

Brian Stricker and a colleague reviewing strategy documents at a desk in a high-rise office overlooking the city at dusk

Ready to make the
next move?

You don’t need to have it figured out. Bring the challenge. We’ll bring the solution.

Brian Stricker and a colleague reviewing strategy documents at a desk in a high-rise office overlooking the city at dusk

Ready to make the
next move?

You don’t need to have it figured out. Bring the challenge. We’ll bring the solution.

Brian Stricker and a colleague reviewing strategy documents at a desk in a high-rise office overlooking the city at dusk

Ready to make the
next move?

You don’t need to have it figured out. Bring the challenge. We’ll bring the solution.

Strategic Counsel. Lasting Impact.

©2026 BARRISTER ENTERPRISES, LLC - ALL RIGHTS RESERVED

Strategic Counsel. Lasting Impact.

©2026 BARRISTER ENTERPRISES, LLC - ALL RIGHTS RESERVED

Strategic Counsel. Lasting Impact.

©2026 BARRISTER ENTERPRISES, LLC - ALL RIGHTS RESERVED