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.
Sidekick combines senior strategic judgment and hands-on execution to put your winning strategies and tactics in place—including a heavy dose of AI.
Stop going it alone. Get the playbook, the partner, and the path forward.
Get Your Free Consultation
Sidekick Changes the Game for CEOs
Don't ask us — ask the 600+ CEOs we've helped. Real companies, real numbers, real outcomes.
"The strategic decisions TLE helped me make saved us over $1 million in 12-18 months." — Kim P., Strategic Advisor
The 15 Issues Every CEO Must Solve
At $5–50M, you're not just leading — you're solving 15 business-breaking challenges every day. Here's what Sidekick helps you conquer.
Outmaneuver competitors with a clear positioning strategy that wins deals.
Master the lifeblood of your business — predict, protect, and grow it.
Build a revenue engine that scales predictably, not by luck.
Turn your sales team into a repeatable, accountable machine.
Stop guessing — build marketing that drives qualified pipeline.
Get the right people in the right seats — and hold them accountable.
Navigate the capital game — from term sheets to investor relations.
Set goals your team rallies behind — not ones they roll their eyes at.
Build a financial model that's a tool — not a museum piece.
Step into the role fully — strategic, decisive, and out of the weeds.
Scale without breaking what made you successful in the first place.
Stop being the sun everyone orbits — build a team that runs itself.
Focus on the 3 things that move the needle, not the 30 that don't.
Protect the business with the right contracts, IP, and structure.
Reclaim your calendar — spend time on what actually grows the company.
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.
Ready to Scale Without the Struggle?
Stop guessing. Start scaling with a sidekick who's done it before. Book a free consultation today.
Schedule A CallTwo Ways to Engage
Choose an ongoing operating rhythm or secure a larger block of Sidekick capacity at a lower effective rate.
Six-Month Partnership
Ongoing guidance, judgment and execution support.
| Monthly Fee | Hours/mo. | Rate | Additional Hours |
|---|---|---|---|
| $2,500 | 6 | $417/hr | $450/hr |
| $5,000 | 14 | $357/hr | $400/hr |
| $10,000 | 30 | $333/hr | $375/hr |
Six-month commitment — unused hours roll forward up to 60 days — no limit on scope or topic — no limit on who participates, from the CEO to the leadership team.
Committed-Hour Package
Greater flexibility, the lowest effective hourly rate.
| Package | Hours | Rate | Payment |
|---|---|---|---|
| $7,500 | 20 | $375/hr | 50% / 50% |
| $15,000 | 45 | $333/hr | 50% / 50% |
| $30,000 | 96 | $313/hr | 50% / 50% |
| $50,000 | 167 | $299/hr | 50% / 50% |
50% due at start, 50% at 30 days — pace set with your Sidekick consultant — no limit on scope or topic — no limit on who participates, from the CEO to the leadership team.