Is rapid growth creating More Problems Than Solutions?
Don’t let hidden organizational challenges derail your momentum.
The faster your business grows, the more critical it becomes to manage the underlying challenges. Identifying and resolving these growing pains now can secure your continued success.
How This Assessment Helps
Uncover Hidden Challenges
Identify underlying issues that may be silently impacting your business growth.
Prioritize Critical Areas
The assessment highlights urgent challenges, ensuring you focus on what matters most.
Stay Ahead of Growing Pains
Address potential problems early to maintain momentum and avoid costly disruptions.
Secure Long-Term Success
By understanding your organization’s pain points, you can take proactive steps to ensure sustained growth and success.
What’s Hindering your growth potential?
It’s time to take a closer look at your growing organization. Our Organizational Growing Pains Assessment is designed to determine the extent to which these growing pains are present in your business. Use this assessment to pinpoint where your organization is struggling, so you can take proactive steps to strengthen your infrastructure and continue on a path to success.
How it Works
Your Path to Solving Growth Challenges
Step 1
Fill the Assessment.
It’s faster than your morning coffee—and more insightful.
Step 2
Receive a personalized score.
How will you measure up?
Step 3
Book a 30-minute complimentary consultation
Time to get proactive—your strategy session awaits.
How it Works
Your Path to Solving Growth Challenges
Step 1
Fill the Assessment.
It’s faster than your morning coffee—and more insightful.
Step 2
Receive a personalized score.
How will you measure up?
Step 3
Book a 30-minute complimentary consultation
Time to get proactive—your strategy session awaits.
Scores
Scores under 17
Wow! It is unusual to see such a fantastic score.
It seems as though you are focused on continuously aligning the infrastructure of your business to your financial success. It suggests that everything is probably functioning in a manner that is satisfactory for the organization at its current stage of development.
Scores 32 - 46
Some organizational problems require attention.
They may not be too serious yet, but corrective action should be taken before they become serious. This is your opportunity to gather your team to discuss these issues and gain enrollment around what next steps might smooth over these growing pains.
Scores 17 - 32
The organization is foundationally healthy, but there are areas of concern.
This is your opportunity to follow areas where you scored poorly and adjust for the next growing pain before it is a serious issue in the productivity, effectiveness or profitability of your business.
Scores greater than or equal to 47
Serious attention is needed to address fundamental issues in your business.
Your business is not positioned for creating wealth or securing the future of the business. The Cost of Inaction for you is very high and could put you at risk during an economic downturn, a market change, or a change in your personal life.
Most Common Questions
Have a different question for our team?
What is this assessment?
A 20-question diagnostic that shows whether you’re building infrastructure ahead of growth—or
whether operational strain is starting to create risk.
Won’t tell you things you don’t know. Shows you where to focus first—and how much time you
have.The assessment is a quick, strategic tool designed to help identify the areas where your organization may be experiencing challenges as it scales. It highlights pain points that can slow growth, so you can address them before they become major obstacles.
How long does it take?
12 minutes if you answer honestly. Less if you’re scoring how you wish things were instead of
how they are.
What results will I get?
A score and timeline showing where you fall from “healthy infrastructure with manageable
stress” to “3-6 months from a forcing event.”
Not a 47-point diagnostic breakdown. A mirror showing what needs attention and how urgent it
actually is.
Who should take this?
Take This If You:
- Run a $10M–$250M Company That Grew Faster Than Infrastructure Could Support
- Are Losing High-Performers You Can’t Afford To Lose
- Privately Acknowledge Things Are Unsustainable But Don’t Know Where To Start
- Have Been Burned By Consultants Who Left Decks But Didn’t Fix Anything
Don’t Take This If You:
- Want Validation That Everything Is Fine
- Aren’t Willing To See Operational Reality Your Team Already Knows
- Prefer Avoiding Uncomfortable Truths About Infrastructure Gaps
Why is this free?
Because CEOs who score above 35 already know they need to address infrastructure—they’re just deciding how urgent it actually is and who can help. This assessment shows you we understand your specific operational pattern and can accurately predict your timeline. The diagnostic call shows you whether we’ve solved this exact problem before—and how long it actually took. We don’t need to charge for the diagnostic. We charge for the systematic rebuild.
What happens after I see my score?
You Can Book a 30-Minute Diagnostic Call Where We Map:
- What your score reveals about infrastructure strain points
- How much runway you have before strain becomes a crisis
- What’s realistically fixable in what timeframe
- Whether embedded operational help makes sense — or if this is fixable internally
No pitch. No deck. Just an honest conversation about what’s broken, how much time you have,
and what it takes to fix it.
The cause of organizational growing pains
Organizational growing pains can manifest in various ways—
- Employee Overload: Team members feel overworked and disconnected due to rapid expansion.
- Leadership Gaps: Lack of clear direction from leadership as the organization scales.
- Profitability Issues: Revenue grows, but profits decline, indicating inefficiencies in the business structure.
- Infrastructure Lag: The business’s infrastructure isn’t evolving quickly enough to support its growth.
The Road to Sustainable profitability
As you navigate growth, be mindful of these 10 invisible signposts—critical pressure points that could signal potential issues. These signposts can appear in different sequences and at any stage of your business journey and addressing them promptly is key to staying on course.
Meet Jane
ABOUT JANE GENTRY
Jane Gentry has had a successful 30-year career as a CEO, Business Consultant, Executive Coach, and Keynoter. Jane formed her practice in 1999 and since then has partnered with her clients to improve growth, profitability, client retention, employee retention, leadership capabilities and business value.
Jane leverages strategies including the proprietary Value Blueprint to enable business owners and leaders to successfully create healthy organizations, plan for succession or sell their businesses for the highest possible market value. Jane is considered one of the top voices in leadership and sales.
Client Testimonials
Voices of Success: The Jane Gentry Effect
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
Is your company's Growth Stunted?
AS A LEADER DRIVING GROWTH IN A DYNAMIC COMPANY
You’re achieving growth many only dream of.
Yet, as your company scales, the symptoms of growing pains—inefficiencies, disengagement, and leadership bottlenecks—are becoming impossible to ignore.
Processes are breaking down, communication is getting lost in translation, and the once-clear vision is becoming muddled by the demands of a larger, more complex organization.
If you don’t proactively manage these growing pains, you risk stalling your company’s progress and losing the agility that got you here in the first place.
Is the growth you worked so hard to drive causing more pain than progress?
Your company may be experiencing growing pains
Every organization, regardless of its size or industry, experiences challenges as it grows. These challenges, known as Organizational Growing Pains, are not just minor inconveniences; they are red flags that, if left unaddressed, can hinder your organization’s success and even lead to its decline.
To maintain momentum and ensure sustainable growth, it’s essential to identify and address these growing pains before they escalate.
