Meet Penny Kelley — Your Strategic Growth Architect

From big wins to big-picture systems, I help expert entrepreneurs unlock sustainable, scalable success.

penny kelley mastermind business training group training
Mastermind Group Penny S Kelley Strategic Advisor Business Growth

In business, growth isn’t just about numbers—it’s about alignment. Aligning your strategy, systems, and customer journey to work with your goals, not against them. 

I’m Penny Kelley, and I specialize in helping expert entrepreneurs like you bridge the gap between where you are now and where you know your business can go. With over 25 years of real-world experience in sales, marketing, and operations, I bring a holistic approach to solving complex business challenges. 

Let’s move beyond short-term wins and linear funnels. It’s time to create exponential, sustainable growth—where every system, process, and decision amplifies your results.

Why Me? The Difference That Matters

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What makes me different?

I’ve been where you are, and I’ve been where you want to go.

Real Experience, Real Wins

25+ years leading corporate sales teams and collaborating with marketing leaders to drive growth. I’ve sold to small businesses, billion-dollar enterprises, and nearly everything in between.

Entrepreneurial Expertise

I’ve built my own successful business and worked behind the scenes with expert entrepreneurs, coaches, consultants, and agencies to achieve 6, 7, and even 8-figure results.

A Strategic, Human Approach

I help you break free from outdated, rigid funnels and align your customer journey, systems, and team for seamless, scalable success. This isn’t cookie-cutter—it’s crafted for you.

The Infinite Growth Game

Business isn’t a finite game where the ‘win’ ends at a single sale. It’s an infinite game—one you win by building systems that allow you to keep playing, growing, and thriving. 

My work is rooted in:

  • Strategic Simplicity: Simplify the complex. Find clarity in chaos. Remove friction, one piece at a time.
  • Human-Centered Systems: Systems should serve people first—your team, your customers, and your vision.
  • Continuous Momentum: Every decision, process, and touchpoint should move you forward.


When you stop playing small and start aligning every aspect of your business, exponential growth becomes inevitable.

Values we live by

High achievement is just as important to usme as it is to you. The values I embrace in client engagements are expertise, discernment, partnerships, and results. 

In addition to these business values, I am committed to equality and equity and seek to embrace joy in all things. I believe in magic and karma and balance data and business acumen with a touch of woo and intuition to keep business human.  I’m a mom, a cat mom, a feminist, and a cancer survivor; I love wine (20 years in the wine biz), sports, and books of all kinds.

Case Studies

By building a high-ticket evergreen sales system behind existing offers, one client scaled from multiple six figures to seven figures.
Confidential Client
After two years stuck at $20-25K month, Sarah achieved her first $100K month after just 90 days with Penny. We optimized her campaigns, simplified her offers, doubled the conversions on her front end sales page, and aligned her systems. In doing these, she unlocked the exponential growth she had been striving for.
Sarah M., Entrepreneur
Scaling isn’t just about more revenue—it’s about better fit. Our team helped a client generate $2.3M in event sales while improving fit issues and churn in their mastermind program.
Confidential Client

Let’s Unlock Your Next Level

You’ve already achieved success—now it’s time to align your systems, strategy, and growth potential to unlock even more. Ready to see how we can work together?

Let’s discover what’s possible when your business works as seamlessly as you do.

 

Need help? Schedule a 15-Minute Strategic fit Call to Get started