The Taxley Story
Built Through Service. Evolved for Impact.
For nearly two decades, Taxley served entrepreneurs directly, building firsthand experience in tax resolution, business ownership, and the financial and operational realities that can contribute to tax problems.
Over time, that experience revealed a greater opportunity: expand our impact by helping tax, law, and accounting firms build tax resolution capability designed to serve entrepreneurs well.
It Started with a Simple Goal.
When I left Corporate America and Deloitte in 2008, my goal was simple: build a business that helped entrepreneurs build stronger businesses.
Like many entrepreneurs, I was building a life at the same time — raising two young children, creating financial stability, and learning in real time what business ownership required.
At first, that meant providing bookkeeping, accounting support, tax preparation, and financial guidance to small business owners.
As the work evolved, so did Taxley. What began as broad financial support increasingly led me into complex IRS and state tax matters, and eventually into tax resolution.
Along the way, I was learning something else too: being good at the technical work was not enough. I also had to become a better entrepreneur.
Looking back, I was becoming the kind of entrepreneur I would spend the next two decades serving. That experience changed how I understood the people behind the tax problems and ultimately shaped the way Taxley approaches the work today.
The Pattern Emerged.
Every entrepreneur’s story was different. The pattern wasn’t.
As my work evolved, I became an Enrolled Agent and began helping entrepreneurs navigate increasingly complex IRS and state tax matters.
The more matters I handled, the more I realized tax problems rarely began with the IRS. They often reflected broader financial, operational, and leadership issues that had been building long before a notice arrived.
That changed how Taxley approached tax resolution. The work could not simply focus on the balance due or the collection alternative. It also had to consider the entrepreneur’s broader circumstances, the decisions that contributed to the problem, and what would be required to move forward more sustainably.
Over time, that same insight changed how I thought about tax resolution itself. Better outcomes required stronger judgment, disciplined processes, and practitioners capable of seeing the whole picture. The opportunity was bigger than resolving individual matters.
Stories Were Different
Every entrepreneur had a different business, different circumstances, and different tax challenges. Yet beneath those differences, the same financial, operational, and leadership patterns kept appearing.
Responsibilities Multiplied
Entrepreneurs weren’t just running businesses. They were making decisions that affected cash flow, employees, families, taxes, and long-term stability – often all at the same time.
Tax Problems Were Symptoms
The IRS was rarely where the story began. Tax problems often reflected deeper business, financial, or leadership issues that had gone unaddressed.
Stronger Capability Matters
Better tax resolution depended on more than technical knowledge. It required sound judgment, disciplined processes, strong communication, and practitioners capable of seeing the whole picture.
“The next chapter wasn’t about resolving more cases. It was about building more capable practices.”
After years of operating Taxley as a tax resolution firm, the opportunity became clear: turn what we had built into something other firms could use.
It All Started Coming Together.
For more than 14 years, I built and operated Taxley as an independent tax resolution practice, personally handling 500+ IRS and state tax matters while developing case strategy and financial analysis processes, building client delivery systems, implementing technology, and creating the operating infrastructure needed to run the practice.
That experience became the foundation for something larger.
I realized the greatest opportunity was no longer simply resolving more matters myself. It was taking what I had learned and developed, including the Taxley Methodology, practice infrastructure, professional judgment, and client delivery standards, and helping other firms build that capability inside their own organizations.
Today, Taxley works with tax, law, and accounting firms through Tax Resolution Leadership & Practice Development, helping them strengthen the practice, develop the people responsible for delivery, and build workforce infrastructure for future talent.
The goal is not to create dependence on Taxley. It is to leave the organization with stronger institutional capability it can operate, develop, and sustain.
That is the work Taxley does today.
How the Work Comes Together
Today, I help firms build stronger tax resolution capability across three connected areas: Practice, People, and Pipeline.
PRACTICE
Strengthen the operating foundation.
Build the systems, processes, standards, and structure needed for consistent tax resolution delivery.
PEOPLE
Develop stronger practitioners.
Build the judgment, analysis, case strategy, and client service capability needed for stronger resolution work.
PIPELINE
Build the future talent pipeline.
Create the workforce infrastructure and pathways needed to develop future Enrolled Agent talent.
Pipeline is informed by my work with the U.S. Department of Labor to establish the Enrolled Agent as an approved apprenticeable occupation and develop the profession’s first Registered Apprenticeship program.
CentsableCEO by Taxley™
An annual entrepreneur development initiative prioritizing growth-minded Black women entrepreneurs.
CentsableCEO by Taxley™ brings together practical insight, candid conversation, and focused development across the six CentsableCEO pillars to help entrepreneurs make stronger decisions and build more sustainable businesses.
The annual virtual experience is offered at no cost to participants and is designed to provide meaningful, actionable development without creating unnecessary barriers to access.
Media, Recognition & Affiliations
A Note from the Founder
If you’ve made it this far, thank you.
Building and operating Taxley has taught me that strong businesses and strong professional practices are rarely built by having all the answers. They are built by asking better questions, exercising sound judgment, creating disciplined systems, and developing people who can carry the work forward.
Those lessons shaped how I led Taxley, how I approached tax resolution, and ultimately why I chose to bring that experience into other firms.
Today, my work is focused on helping organizations build tax resolution capability that is practical, durable, and truly their own, while Taxley continues to invest in stronger future professionals and better-informed entrepreneurs.
The goal is simple: leave people and organizations more capable than I found them.
After nearly two decades, that is the work I believe matters most.
— Anisha Bailey, EA, MSEL
Founder & CEO, Taxley