CentsableCEO by Taxley™
Learn to Lead the Business You’re Working So Hard to Build
A free entrepreneur development experience created to center the realities and support the growth of Black women entrepreneurs.
CentsableCEO by Taxley™ is a free, six-week virtual entrepreneur development experience designed to help business owners strengthen how they think, lead, and make decisions across six pillars that shape a sustainable business.
Built from nearly two decades of working alongside entrepreneurs, CentsableCEO combines practical instruction, candid conversation, and guided application so participants leave with more than ideas. They leave with greater clarity about what their businesses need from them next.
“Entrepreneurship Requires Knowing More Than Your Craft.”
– Anisha Bailey, EA, MSEL | Founder & CEO, Taxley
Many entrepreneurs start businesses because they are good at what they do. But building and sustaining a business requires a broader set of skills – financial awareness, operational discipline, sound decision-making, leadership, and the ability to see how each part of the business affects the others.
CentsableCEO is designed to help entrepreneurs strengthen those capabilities so they can make better decisions and build businesses that are more sustainable over time.
CentsableCEO™ Annual Experience
CentsableCEO is a free, six-week virtual entrepreneur development experience offered once each year and designed to help growth-minded entrepreneurs strengthen the judgment, knowledge, and leadership capability needed to build more sustainable businesses.
LEARN
Substantive Instruction
Build practical understanding across the six CentsableCEO pillars through focused instruction grounded in the realities of entrepreneurship.
APPLY
Guided Business Application
Examine your own business, work through key questions, and begin applying what you learn to the decisions, systems, and priorities that matter most.
ENGAGE
Candid Conversation & Perspective
Learn through discussion, questions, real-world perspective, and selected guest conversations that deepen the experience beyond the lesson itself.
Participation is limited and application-based to help create a focused, engaged learning environment.
The Framework in Practice
The six CentsableCEO pillars provide the foundation for the annual experience, helping participants examine the areas that most influence how they lead, operate, and grow their businesses.
Participants examine their businesses across the areas that most often determine whether growth becomes sustainable – the owner’s readiness, financial management, operations, tax responsibility, leadership, profitability, and long-term direction.
The goal is not simply to gather more information. It is to leave with stronger judgment and a clearer understanding of what your business requires from you as its CEO.
Pillar 1: Entrepreneur Readiness
Assess your readiness to lead the financial, operational, and leadership demands of business ownership.
Pillar 2: Impact
& Profit Alignment
Build a business where impact, profitability, and the life you want can coexist.
Pillar 3: Operational Infrastructure
Create processes and systems that reduce owner dependence and support sustainable growth.
Pillar 4: Financial Management
Strengthen financial judgment around cash flow, profitability, and business performance.
Pillar 5: Taxpayer Rights
& Responsibility
Understand your tax responsibilities, navigate procedures confidently, and make informed decisions early.
Pillar 6: Scale
& Exit Readiness
Build greater flexibility, value, and future options for how you grow, transition, sell, or lead.
What You Should Leave With
Leave with more than ideas – leave with a clearer way to lead.
CentsableCEO is offered once each year as a free virtual entrepreneur development experience. Join the interest list to receive dates, registration information, and event updates.
Meet the Founder
Anisha Bailey, EA, MSEL
For nearly two decades, Anisha Bailey has worked alongside entrepreneurs navigating the financial, operational, tax, and leadership realities of business ownership.
As Founder & CEO of Taxley, she spent more than 14 years operating an independent tax resolution practice and personally handled 500+ IRS and state tax matters, giving her firsthand insight into how business decisions, financial management, operations, leadership, and tax responsibility intersect.
Building and operating Taxley reinforced something she had seen again and again: entrepreneurs can be exceptional at their craft and still need to develop the broader judgment and capability required to lead a sustainable business.
CentsableCEO grew from that experience.
Clarity is the Entrepreneur’s Competitive Advantage
Entrepreneurs rarely struggle because they lack effort. More often, they struggle because important decisions are made without enough clarity. Better clarity leads to better judgment, better decisions, and stronger businesses.
Join Us for the Next CentsableCEO Experience
CentsableCEO is offered once each year as a free virtual entrepreneur development experience created to center the realities and support the growth of Black women entrepreneurs. Participation is limited and application-based to create a focused, engaged learning environment. Join the interest list to receive dates, application information, and experience updates.