🚀 Helping CEOs scale from $5M to $25M+ — Book your free consultation today
For CEOs of $5M–$25M Companies

The Sidekick Every CEO Needs to Scale.

You're not just leading a company — you're solving 15 critical issues every single day. Sidekick Consulting gives you the strategic partner who's been there, scaled that, and helped 600+ CEOs break through.

Founded by Michael Dermer — who built and sold a company with 800 employees — Sidekick puts a real operator in your corner.

Stop going it alone. Get the playbook, the partner, and the path forward.

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"I wish I found you a year earlier. It's like 911 for CEOs." — CEO, $12M SaaS Company

The 15 Issues

The 15 Issues Every CEO Must Solve

At $5–25M, you're not just leading — you're solving 15 business-breaking challenges every day. Here's what Sidekick helps you conquer.

1
Competition

Outmaneuver competitors with a clear positioning strategy that wins deals.

2
Cash Flow

Master the lifeblood of your business — predict, protect, and grow it.

3
Revenue Strategy

Build a revenue engine that scales predictably, not by luck.

4
Sales Excellence

Turn your sales team into a repeatable, accountable machine.

5
Marketing Excellence

Stop guessing — build marketing that drives qualified pipeline.

6
Performance Management

Get the right people in the right seats — and hold them accountable.

7
Raising Money

Navigate the capital game — from term sheets to investor relations.

8
Setting Goals

Set goals your team rallies behind — not ones they roll their eyes at.

9
Financial Plan

Build a financial model that's a tool — not a museum piece.

10
Being a CEO

Step into the role fully — strategic, decisive, and out of the weeds.

11
Scaling

Scale without breaking what made you successful in the first place.

12
No More Solar System

Stop being the sun everyone orbits — build a team that runs itself.

13
Setting Priorities

Focus on the 3 things that move the needle, not the 30 that don't.

14
Legal Strategy

Protect the business with the right contracts, IP, and structure.

15
Time Management

Reclaim your calendar — spend time on what actually grows the company.

Michael Dermer

Meet Michael Dermer

Michael built and scaled a company to 800 employees before selling it. He's spent the last decade helping 600+ CEOs navigate the exact challenges you're facing right now.

Sidekick isn't theory. It's a proven, operator-led approach from someone who's been in your seat.

600+
CEOs Guided
800
Employees Scaled
15
Critical Issues

Ready to Scale Without the Struggle?

Stop guessing. Start scaling with a sidekick who's done it before. Book a free consultation today.

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The Sidekick Engagement

Flexible engagements built around your business. Whether you need a strategic sprint or an ongoing operator-in-your-corner, Sidekick scales with you.

$5,000 – $50,000

Investment range based on engagement scope and duration.

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Ready to scale? Talk to your Sidekick today. Schedule A Call