About Me

about
Stephanie Gillenkirk

All our dreams can come true, if we have the courage to pursue them.

Stephanie Gillenkirk

I know what it feels like to carry the weight of a business — payroll, taxes, late nights, and the constant “what’s next?” I’ve been there, and that chaos nearly broke me. It’s also what inspired me to build Pittroe™: a financial partner that helps high achievers turn overwhelm into clarity.

 

My Story

Numbers always came easily to me, but life didn’t. I worked long shifts in a pizza shop, played poker to pay bills, and later spent 13 years in the casino industry — where chaos was the norm. I became the one people leaned on when things felt unmanageable.

In 2020, the pandemic gave me a wake-up call. I didn’t want to watch small business owners stress over money; I wanted to help them. So I pivoted back into accounting and started building Pittroe Business Services on the side.

Like many entrepreneurs, I went all-in too fast and nearly went under. That lesson is why I do this work today: to help others avoid the same pitfalls.

Why I Get It

I’ve lived the same struggles you may be facing:

  • Payroll stress

  • IRS notices without a plan

  • Hiring without clear numbers

  • Long hours with little return

I know what financial chaos feels like. And I know how freeing it is to finally have systems that support peace of mind.

At Pittroe™, it’s people over profits. Always.

That means helping you:

  • Pay your team properly

  • Build a business that respects work-life balance

  • Actually pay yourself

  • Create something sustainable, not just profitable

I’ve guided small business owners through:

  • Recovering stronger after IRS audits

  • Turning debt-ridden sole proprietors into profitable S-Corps

  • Helping floor refinishers and painters scale with clarity

  • Giving DIY owners tools to stay in control

The goal is always the same: clarity, confidence, and growth.

When I’m not working, you’ll usually find me:

  • Hanging out with my cat, Pepper — our unofficial office assistant

  • Spending time with friends and family

  • Staying active and making space for hobbies

  • Planning my next trip or discovering a new local spot to unwind

These moments keep me grounded and remind me why balance matters just as much in business as it does in life.

Ever wonder where Pittroe™ (pronounced pit row) came from?

It’s more than a name — it’s a story.

👷‍♀️ PITTsburgh, PA — currently
🌸 MonROE, MI — hometown

Stephanie combined the names of the two cities where she had her growth — carrying forward the lessons those places taught her: resilience, grit, and the belief that you do what needs to be done.

Even our logo tells a story:

  • 🌉 Bridges for Pittsburgh’s steel roots
  • 🌸 Lotus flowers for Monroe’s marshlands along Lake Erie
  • 🔵🟡 Blue and yellow for school pride from both cities
  • 🔴⚪ Red and white as a nod to her high school colors (and her lifelong love of Red Wings hockey — Pittsburgh friends, don’t hold it against her 😉)

 

💬 “At Pittroe™, we use real-world knowledge and lived experience to help small business owners thrive — by taking care of the numbers they don’t want to deal with.”

Because the best support doesn’t come from fluff.
It comes from people who’ve lived it.

Pepper, Age 10

Let’s Work Together

If you’re ready to move from chaos to clarity, Pittroe™ is the ace up your sleeve.

FOREVER GRATEFUL,

Stephanie Gillenkirk

MEMBER OF:

Beacon Toastmasters of Pittsburgh, PA

Empowering individuals through personal and professional development.

Integrity   I   Respect   I   Service   I   Excellence

2025 – 2026 Treasurer

Chamber of Commerce and Networking Groups:

  • Washington County Chamber of Commerce
  • TPBG and sub-groups (Pittsburgh area)
  • Alignable Smart Connects™
  • Builders Association of Metro Pittsburgh (BAMP) 

Awards and Certifications

IRS Enrolled Agent Designation (In Progress)

Pursuing advanced IRS credentialing to provide deeper tax strategy and peace of mind for small business owners.

Some links on this website may be affiliate links or resale products.
If you do choose to purchase from any link on my website, I am truly grateful for your purchase. 

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