A Founder's Guide to Scaling Leadership to Build a 100+ Person Company
By Justin Reinert

I know exactly where you are. Your startup is growing fast – you've built an amazing product, customers love it, and now you're rapidly adding team members to keep up with demand. But something feels off. You're working longer hours, involved in every decision, and despite your best efforts, things are starting to slip through the cracks.
Here's the truth: The leadership approach that got you to 10 people will kill your company at 100.
The Hidden Cost of Founder-Centric Leadership
Right now, you might be thinking, "I need to focus on revenue and product. Leadership development can wait." I've heard this from countless founders, and I understand the instinct. But here's what typically happens without strong leaders in place:
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Your day becomes an endless stream of approval requests
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Strategic initiatives stall because you can't be everywhere
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Good people leave because they see no growth path
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You burn out trying to hold everything together
The real cost isn't just your time – it's the opportunities your company misses while waiting for your input on every decision.
The 10x Return on Leadership Investment
Think about this: Every strong leader you develop can effectively manage 5-8 people. In a 100-person company, that's 12-15 leaders you need. Starting this development early means:
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Decisions get made 3x faster
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You reclaim 20+ hours per week
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Employee retention improves by 40%
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Your company can pursue multiple strategic initiatives simultaneously
Five High-Impact Leadership Development Tactics
1. Identify Tomorrow's Leaders Today
Don't wait for the perfect moment. Start with these immediate actions:
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Give high-potential employees ownership of key projects
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Create shadow programs where future leaders attend executive meetings
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Set up weekly 1:1s focused specifically on leadership development
2. Build Your Leadership Pipeline
Create a clear path from individual contributor to leader:
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Define specific leadership competencies for your company
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Establish mentorship pairs between current and emerging leaders
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Invest in external coaching for key players
3. Master the Art of Letting Go
Start small but start now:
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Identify three decisions you currently make that could be delegated
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Document your decision-making process for others to follow
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Set clear boundaries for when you need to be consulted
4. Make Feedback Your Superpower
Transform feedback from an event to a process:
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Institute weekly leadership standups focused on growth
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Create peer learning groups for emerging leaders
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Implement real-time feedback tools for immediate course correction
5. Lead by Example
Your actions set the standard:
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Share your own leadership challenges and learning openly
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Make your decision-making process transparent
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Celebrate when leaders make tough calls, even if they fail
The Next Step
Pick one initiative from this list and implement it this week. Don't wait for the perfect time – there isn't one. Leadership development compounds like interest: the earlier you start, the bigger the returns.
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Remember: Your job isn't to make all the decisions. It's to build an organization that makes great decisions without you.
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Your company's future depends not on how well you lead, but on how well you build leaders.
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There are many things on this list that you can implement yourself, but you can definitely move faster if you enroll the help of someone who's done this for several organizations already. I'm here to help!
I'm Justin Reinert, Principal & Founder of Performance Accelerated Learning.
I have led Talent Development at organizations as big as HSBC and Oracle, yet have had the most fun winning awards for the talent programs and teams I've built at smaller high-growth firms.
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I've spent over 20 years developing leaders in companies of all sizes, and I have made the most impact at small scaling companies. One of my clients grew from just 15 to over 30 in less than two years!​
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I work with organizations to help them achieve similar results.
Ready to grow your leadership bench?

Benefits You Can Expect
Increased Performance
Research shows a 415% annualized ROI on developing leaders as a result of its impact on decision making and team performance.
Reduced Turnover
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Employees led by effective managers are 3x more likely to stay with their company.
Increased Profitability​
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companies with higher employee engagement levels experience 21% higher profitability
Testimonials
"Transformative Experience"
“Working with Justin has been an incredibly transformative experience, both professionally and personally. When I first transitioned from an individual contributor to a director role, I faced a steep learning curve—juggling people management, leadership, and new responsibilities. Justin played an instrumental role in helping me navigate this transition smoothly.”

Calli White
"Expert Knowledge"
“Justin’s ability to create an authentic environment for learning and development, coupled with his expert knowledge and corporate experience fosters an environment for lasting change for any leader or organization. ”

Rachael John
"Accomplished Objectives"
"He listened to our needs and effectively delivered a workshop which accomplished our objectives. Even after the event we noticed his workshop introduced some common language which has lived on beyond the engagement. Justin is an engaging facilitator who listens to his clients’ needs and delivers."

Karen O'Malley
How it Works
Step 1: Schedule a Consultation
Let's discuss where you are on your journey and chart a path to grow your leadership bench.
Step 2: Assess & Plan
We'll select an assessment for your people that's aligned to your business and through an initial coaching session with each leader build a plan unique for their needs.
Step 3: Coach & Grow
Once we have a plan we launch into 1:1 coaching and team based development and will reassess along the way.