Sidekick

Your right hand for strategy, judgment and execution.

The right hand to CEOs and their leadership teams — from someone who has been in your shoes.

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01

Sidekick

The Right Hand for CEOs and Leadership Teams to Grow.

Move the company forward across strategy, sales, marketing, finance, people and operations—with AI woven into the work.

02

AI Sidekick

AI Must Drive 80% of Your Business.

If you are not doing 80% of your company in AI, you are falling behind. We help you use AI to power expertise, speed and financial performance.

03

Exit Sidekick

You Only Sell Your Company Once. Mistakes Last a Lifetime.

Protect the process, avoid costly mistakes and maximize what you have built—from preparation through closing.

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

The Results

Sidekick Changes the Game for CEOs

Don’t ask us — ask the 600+ CEOs we’ve helped. Real companies, real numbers, real outcomes.

+45%
EBITDA
Revenue & cost restructuring across the P&L.
$100M
Capital Raised
Positioned & funded in a crowded market.
$26M
Deal Realized
Exit at a 14X EBITDA multiple.
+$6M
Revenue
$11M to $17M in 24 months — new GTM.
+$5M
Revenue
$6M to $11M in 24 months — rebuilt sales.
+$4M
Revenue
$12M to $16M in 18 months — repositioned.
3x
Client Size
Scaled the base without breaking the business.
$2.5M
Cash Flow Freed
Collections, LOC & debt restructured.

“The strategic decisions TLE helped me make saved us over $1 million in 12-18 months.” — Kim P., Strategic Advisor

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
Former M&A Lawyer
Pioneer of the US Health Rewards Industry
Pricing

Two 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. Effective 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 for up to 60 days • No limit on scope or topic • No limit on who can participate—the CEO, leadership team or employees • Additional hours require advance approval

Committed-Hour Package

Greater flexibility and the lowest effective hourly rate.

Package Hours Effective Rate Payment
$7,500 20 $375/hr 50% at start / 50% at 30 days
$15,000 45 $333/hr 50% at start / 50% at 30 days
$30,000 96 $313/hr 50% at start / 50% at 30 days
$50,000 167 $299/hr 50% at start / 50% at 30 days

Total package committed to secure the lower rate • Pace set with your Sidekick consultant • No limit on scope or topic • No limit on who can participate—the CEO, leadership team or employees • Additional hours require advance approval

Ready to Move Forward Without the Struggle?

Stop guessing. Move forward with a Sidekick who has done it before.