Why do sales teams underperform for $5M to $25M companies?
Because fixing one piece — talent, accountability, training, or messaging — doesn’t fix sales.
And as CEO, you don’t have one job. You have 15.
Consultants fix one piece. Sidekick addresses every piece.
Ask the 600+ CEOs we’ve helped.
You don't need another sales consultant. You need a Sidekick.
BOOK YOUR STRATEGY CALL
The Sales Results Sidekick Delivers
94%
% of team achieving quota (from 46%) via changes in team, tools and training
% of team achieving quota (from 46%) via changes in team, tools and training
24.6%
Increased close rate from 9% in 4 months via scripts, objections and qualification
Increased close rate from 9% in 4 months via scripts, objections and qualification
+$5M
Revenue increase in 6 months via sales change in messaging and targeting
Revenue increase in 6 months via sales change in messaging and targeting
-37%
Reduced sales cycle via playbooks, metrics, and accountability
Reduced sales cycle via playbooks, metrics, and accountability
We Know Why Sales Fails
Win rates low — deals die in the funnel.No process — reps chase without direction.
Inconsistent messaging — sales sound different in every call.
Sales leaders can’t execute — they report, but don’t drive performance.
Busy but not closing — activity with no results.
You don’t have one sales problem. You have all of them. That’s why CEOs choose Sidekick.
Trusted by
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“As CEO I was unprepared to juggle growth, sales, marketing and cash all at once. It wasn’t until I had a Sidekick that I finally got the support, clarity, and results I needed.” Sidekick Client, $12M Company
How Sidekick Works
Step 1
Diagnose
Assess the state of your company: talent, capital, strategy, execution.
Diagnose
Assess the state of your company: talent, capital, strategy, execution.
Step 2
Establish Priorities
Identify the top areas that will drive the biggest impact.
Establish Priorities
Identify the top areas that will drive the biggest impact.
Step 3
Apply Sidekick Formula
Combine strategy and execution to deliver ROI.
Apply Sidekick Formula
Combine strategy and execution to deliver ROI.
Step 4
Execute With You
Side-by-side with your team to deliver results.
Execute With You
Side-by-side with your team to deliver results.
Built By a CEO Who's Lived It
Michael Dermer didn’t just build a company—he created an industry.
Pioneered the health rewards industry. Scaled to 800 employees.
Survived the 2008 financial crisis.
Exited to an industry titan.
Now applies a CEO-proven formula through Sidekick.
CEOs trust Sidekick because it’s built by someone who’s been in the seat and came out the other side.
Sidekick helps $5M–$25M CEOs execute across the 15 critical issues that make or break success.
Competition
Cash Flow
Financial Plan
Revenue Strategy
Sales Excellence
Cash Flow
Financial Plan
Revenue Strategy
Sales Excellence
Marketing Excellence
Performance
Raising Money
Setting Goals
Being a CEO
Performance
Raising Money
Setting Goals
Being a CEO
Scaling
No More Solar System
Setting Priorities
Legal Strategy
Time Management
No More Solar System
Setting Priorities
Legal Strategy
Time Management
What Sidekick Clients Are Achieving
“I kept trying to fix one area at a time — sales, marketing, cash — but I was struggling. I didn’t know which levers to pull. Only when I had a Sidekick did I get the right levers to move the business forward.”
Sidekick Client, $18M Company
Sidekick Pricing. Simple. Transparent.
We keep pricing simple and transparent.
No bloated retainers. A package of hours tailored to your priorities.
Weekly check-ins, deliverables, and execution with your Sidekick.
No bloated retainers. A package of hours tailored to your priorities.
Weekly check-ins, deliverables, and execution with your Sidekick.