
For Mid-Market CEOs ($10M-$250M) Who Need to Scale Without Breaking
Is Your Success Becoming Your Biggest Threat?
You built your business through vision, grit, and smart decisions. Now your company is growing—revenue is up, you’re adding employees, and expanding into new markets.
But instead of feeling triumphant, you’re feeling frustrated.
“We were hitting our revenue targets, but our profits were shrinking. Everyone was working harder, but we were getting less done. Something had to change.”
— CEO, $40M Manufacturing Company
The Problem:
Success Is Creating Its Own Obstacles
Do any of these sound familiar?

Decision
Bottlenecks
Too many decisions land on your desk, slowing progress and blocking growth.

Leadership
Strain
Your best managers are overwhelmed and burning out.

Departmental
Silos
Teams compete rather than collaborate, with frequent finger-pointing.

Process
Breakdowns
Systems that worked at a smaller scale now cause delays and errors.

Cultural
Dilution
Your once-unified culture is fragmenting as you add new people.
These are NOT signs of failure.
They're the predictable symptoms of success.
Research from the National Center for the Middle Market confirms:
70% of fast-growing mid-market companies experience significant performance disruptions during periods of rapid expansion, resulting in margin compression, declining customer retention, and increased operational inefficiencies.
Where does your company stand? Let's Find Out.
WARNING:
The Cost of Delaying Is Higher Than You ThinkWhat happens when growing pains are ignored:
54%
of mid-market companies experience leadership exodus during unchecked growth phases.
[Korn Ferry]
$20k-$80k
per employee
higher cost to fix organizational issues after they’ve fully manifested.
[SHRM]
42%
average decline in EBITDA seen in our clients during prolonged growing pain periods.
[Jane Gentry & Co]
Up To 80%
of acquisition opportunities are missed due to inadequate organizational infrastructure.
[BCG]
Companies that ignore growing pains don't plateau—they decline. And the longer you wait, the harder (and more expensive) the fix becomes.
“We waited too long to address our growing pains. What could have been a 6-month transition turned into a 2-year recovery that nearly cost us our largest customers.”
— Former CEO, $15M Media Services Company
The Solution:
Transform Growing Pains Into Strategic Advantage
Real Results from Real Clients:
60%
reduction in decision bottlenecks within 90 days
23%
average improvement in profit margins
92%
retention of key leadership talent during growth transitions
18 months
average time to implement systems that support 2X growth
“Unlike many consultants who focus on only the organizational or individual level, Jane works well in both areas to deliver amazing results. She not only gave valuable advice, she was also in the trenches with us executing and helping gain enrollment from our teams on initiatives.”
— CEO, LDX
“In 1 hour, we resolved an argument we’d been having for months. Turns out the root cause was a fundamental misunderstanding about our approach to the market. My entire leadership team finally had clarity.”
— CEO, The Ride
What got you here won't get you there.
Growth Transitions Don't Just Need Advice. They Need Execution.
Most business consultants hand you a strategy and walk away. We don’t.
We roll up our sleeves and help you implement, ensuring your team sees results, not just recommendations.
We Don't Just Advise. We Execute.
As your guide through this critical transition, we don’t just identify what’s broken, we help you fix it. We’re in the trenches with you, driving implementation and taking accountability for results.
Why Mid-Market CEOs Choose Us:
- Data-driven approach that minimizes disruption to your operations
- 30+ years of experience navigating mid-market growth transitions
- Execution-focused methodology that delivers measurable results
- Data Science plus AI - Our proprietary platform gets to root causes faster


Our Plan: The Value Blueprint
THE 6-WEEK ROADMAP TO ORGANIZATIONAL CLARITY
The path from entrepreneur to enterprise isn’t a straight line. That’s why we designed a blueprint to guide you through each critical stage. It requires a systematic approach tailored to your unique organizational identity:
01
Rapid, Data-Driven Assessment
Our AI-powered platform evaluates your organization’s identity, change capacity, and operational maturity in days, not months, with minimal time investment from your leadership team.
“We’ve seen firms spend months gathering data that Jane collected in weeks.”
02
Custom Implementation Sequence
We determine the right order to address your specific challenges, creating a tailored roadmap that respects your organization’s unique DNA and change capacity.
“The sequencing was the game-changer. It meant we could focus on one thing at a time and build momentum.”
03
Side-by-Side Execution (Until Completion)
Unlike consultants who leave after the PowerPoint, we work alongside you to implement solutions, taking accountability for results rather than simply offering recommendations.
“Jane’s team didn’t just tell us what to do… they helped us do it.”
04
Leadership Development Integrated with Organizational Change
As we build new processes, we develop your leaders’ capabilities to run them, creating sustainable systems that don’t depend on outside help.
“Our managers now think differently about their roles. The transformation wasn’t just in our processes, but in our people.”
Our Plan: The Optimum Value Blueprint
THE 6-WEEK ROADMAP TO ORGANIZATIONAL CLARITY
The path from entrepreneur to enterprise isn’t a straight line. It requires a systematic approach tailored to your unique organizational identity:
01
Rapid, Data-Driven Assessment
Our AI-powered platform evaluates your organization’s identity, change capacity, and operational maturity in days, not months—with minimal time investment from your leadership team.
“We’ve seen firms spend months gathering data that Jane collected in weeks.”
02
Custom Implementation Sequence
We determine the right order to address your specific challenges, creating a tailored roadmap that respects your organization’s unique DNA and change capacity.
“The sequencing was the game-changer—it meant we could focus on one thing at a time and build momentum.”
03
Side-by-Side Execution (Until Completion)
Unlike consultants who leave after the PowerPoint, we work alongside you to implement solutions, taking accountability for results rather than simply offering recommendations.
“Jane’s team didn’t just tell us what to do—they helped us do it.”
04
Leadership Development Integrated with Organizational Change
As we build new processes, we develop your leaders’ capabilities to run them, creating sustainable systems that don’t depend on outside help.
“Our managers now think differently about their roles. The transformation wasn’t just in our processes, but in our people.”
Take Action Now
STEP 1: DISCOVER YOUR ORGANIZATION'S GROWTH PRESSURE POINTS
Complete our quick assessment to identify your specific growing pains and get immediate insights you can use today.
STEP 2: UNLOCK THE VALUE BLUEPRINT QUICK WIN PROGRAM
Our Signature 6-Week Data-Driven Transformation Roadmap Delivers:
- Analysis of critical gaps between current capabilities and next-level requirements
- Leadership alignment evaluation to identify key disconnects
- Strategic roadmap for evolving your systems to the next level of maturity
- Organizational change capacity assessment to determine implementation pace
- Executive team alignment session to build consensus
- Clear sequence of initiatives for maximum impact in minimum time
Or: SCHEDULE a 30-MINUTE CONSULTATION
Explore Your Options Without Commitment.
No Pitch. All Value.
Discuss your specific challenges and get actionable strategies whether you work with us or not.
The difference between companies that stall and those that scale successfully isn't about avoiding growing pains. It's about how effectively they respond to them.
YOUR COMPANY'S NEXT CHAPTER STARTS HERE





Client Testimonials
Voices of Success:
The Jane Gentry Effect
Jane is one of my most valued advisors and thought partners. Her wisdom, kind heart, and no-nonsense style cut right to the core of business challenges, and her strategic perspective always expands my thinking. She has an unusual ability to energize and enroll others with a combination of direct feedback that’s always spot on with actionable insights I can use right away. Every conversation with her is helpful–purposeful, energizing, focusing, equipping.

Jimmy Parker
Organizational & Talent Development Architect
From a strategic perspective, Jane has helped our organization think through complex issues and provide an objective view on corporate initiatives. I have observed her keen ability to connect disparate elements to form a cohesive picture when strategizing and working with our executive team . Unlike many consultants who focus on only the organizational or individual level, Jane works well in both areas to deliver amazing results. She not only gave our team valuable advice, but she was also in the trenches with us executing and helping gain enrollment from our teams on initiatives. Jane brings confidence and focus to her work, and I would have no hesitation in recommending her.

Michael Szczachor
SitelogIQ
My team and I had the pleasure of working with Jane over a 6 month period to conceptualize, design and implement a new customer engagement model with the aim of optimizing our go-to-market activities and driving pipeline efficiency and effectiveness. Jane brought a wealth of sales and go-to-market knowledge and experiences to bear as well as offering practical coaching and guidance to our people across multiple functions, career levels and geographies.

Richard ONeil
CEO, PLAE
I HIGHLY recommend Jane. She is an incredible motivator, adviser and coach. She puts into practice what she teaches by developing a meaningful engagement with the audience and explains and trains content in a sustainable and applicable way for your daily work life. Her tools are REAL and ACTIONABLE. You can truly use her tools to build stronger business relationships.

Kevin R Roth, DES
Director, Client Service | Czarnowski Collective
Are you looking for a new perspective on your business or department? Would you like a sounding board for your ideas before you implement them? Do you have a problem but need help figuring out who can help you? Jane is your go-to for these items and much, much more.
She supported me with targeted coaching for my team as a whole and individually. My organization and I are now moving faster toward our goals and have a solid strategy for how to reach them.

Matt Devitt, MBA
VP Aftermarket at LDX Solutions