A woman with blonde hair smiling in front of beige curtains.
About

I am not a specialist.
I am a translator.

Hello. I'm Chris.

Most people learn to think in systems. I never had to. This is just how my mind works. Seeing the whole picture, noticing where things don't cohere, connecting what others keep separate: teams, organizations, systems, ideas. That's not a parlor trick. It's the reason I can see what's breaking before it becomes a crisis.

I bring integrity, deep empathy, and genuine care for the human beings inside every system I touch. That's not a soft add-on. It's the orientation that makes the work worth doing.

When systems break, it's the people inside them who bear the cost. An organization whose financials don't reflect reality. Partners who can't hear each other across the table. A structure that was never built for the people it claims to serve. I find where it broke and help restore coherence.

I do my best work with organizations that understand profit and people are not opposites. The numbers matter. So do the humans the numbers describe. If you make hard decisions with care for both, we'll work well together.

The accounting work, the facilitation, the writing, the tools. Different outputs. Same integrity. Same care for the humans inside every system I touch.

I am rebuilding my consulting practice and writing life after workplace trauma. I say that not to invite pity, but because it's true — and because pretending otherwise would be a strange way to start a relationship built on candor.

Not every engagement requires the whole picture. Sometimes the scope is narrow, and that is exactly right. A bookkeeping engagement is its own whole. A QBO setup has a beginning and an end. But I am capable of holding significant complexity, and when an engagement calls for it, I need all the variables in the room. I will ask the questions until the picture is complete.

There's a word for what I believe repair actually requires: metanoia. Not religious repentance. The older meaning. A genuine turning around. You cannot harm someone, walk away from the wreckage, and consider yourself someone who cares. Repair means turning back toward the harm, without defensiveness, without managing your own image. It means letting what you did actually land. Making it right on terms defined by what the harmed person needs. Not what makes you feel better.

I call this accountability. A word everyone applauds and almost nobody defines the same way. To me it means owning mistakes, staying open, listening for where things are breaking down, and making reparations when harm is done. An organization that operates this way uses accountability to maintain coherence. Our culture doesn't reward that. Choosing it anyway says something. Those are the people and organizations I want to work with.
“Chris has a way of listening and making you feel heard while still having constructive conversations.”

— Devon Hermes, formerly of The Gallina Companies

Now

Owner, Christyn Stephens CPA. Fractional finance consultant for solopreneurs and small to mid-sized organizations. Writer at Almost Structured. Author of Bewitched Moon: Emergence. Co-host of Candorland with Jason Stephens (coming soon).

2022–2025

Chief Financial Officer, YesLMS. Owned FP&A, financial evaluation of strategic initiatives, cross-functional partnership, and financial infrastructure for a SaaS learning platform.

2015–Present

Fractional finance and accounting consulting across SaaS, professional services, food service, small manufacturing, and mission-driven organizations.

2011–2015

Senior Accountant, University of Wisconsin–Madison, Division of Housing. Budgeting, forecasting, and reporting for residence halls and dining operations totaling $50M+ in annual revenue.

2008–2011

General Accounting Manager, The Gallina Companies. Multi-entity accounting, audits, tax filings, and compliance for real estate development and property management.

2003–2007

Purchasing Supervisor / Corporate Tax & Real Estate Analyst, Maurices, Inc. Financial and real estate analysis for new store development, procurement controls, and tax compliance.

Credentials

Certified Public Accountant, Wisconsin — License #19344-1 · Verify →
B.S. Accounting, Upper Iowa University