Federally Licensed Enrolled Agent • 18+ Years Supporting Entrepreneurs
Entrepreneurship Requires More Than Ambition
Many entrepreneurs are highly skilled in their craft, but were never taught how to build a business that can operate sustainably as complexity, responsibility, and growth increase over time.
CentsableCEO™ provides executive training and development for entrepreneurs who want to build with greater clarity, operational structure, financial understanding, and long-term capacity.

Attend the next CentsableCEO™ Roundtable
A live monthly discussion for entrepreneurs exploring the financial and operational patterns that create avoidable instability inside a business.
Wednesdays • 11a – 12p EST • Online
Most Entrepreneurs Learn Through Trial and Error
Most entrepreneurs learn through experience, costly mistakes, and reactive problem-solving rather than structured business education. Over time, weak financial visibility, inconsistent operational structure, reactive decision-making, and unclear priorities can create instability inside the business.
CentsableCEO™ was created to help entrepreneurs strengthen the practical disciplines required to build more sustainable businesses over time.
Building a Business Should Not Feel Like a Constant Struggle
You may be making money, growing your client base, or creating new opportunities – while still feeling buried in the day-to-day responsibility of running the business and the weight that comes with it:
After nearly two decades helping entrepreneurs resolve IRS and state tax problems, we saw the same pattern repeatedly:
Capable entrepreneurs trying to grow businesses without the operational, financial, and leadership foundation needed to support sustainable growth.
Most entrepreneurs are never formally taught how to build businesses that can survive increasing complexity, responsibility, and change.
That’s where CentsableCEO™ comes in,
CentsableCEO™ combines executive entrepreneurship development with real-world implementation support – helping entrepreneurs build with greater clarity, structure, and long-term sustainability.
CentsableCEO™ helps entrepreneurs strengthen how they think, lead, operate, and build.
Because sustainable businesses require more than ambition, revenue, or hard work alone. They require stronger operational understanding, disciplined decision-making, financial clarity, and the ability to lead through increasing complexity over time.
CentsableCEO™ Development
Clarity is the entrepreneur’s competitive advantage
Entrepreneurs step through a structured process designed to strengthen how they understand business complexity, make executive decisions, and implement operational improvements in real time.
This is not passive business education.
Step 01
Understand the Domain
Entrepreneurs strengthen their understanding of the financial, operational, and leadership realities shaping business stability – so decisions are made with greater awareness, structure, and long-term perspective.
Step 02
Strengthen Decision-Making
The CentsableCEO™ helps entrepreneurs evaluate risk more effectively, improve operational judgment, and move beyond reactive decision-making that often creates avoidable instability over time.
Step 03
Implement With Support
Entrepreneurs are not left to figure everything out alone. Our entrepreneur development is paired with real-world implementation support to help apply concepts directly inside the business.
The Six Core Pillars of CentsableCEO™ Development
CentsableCEO™ focuses on six interconnected domains that influence whether a business becomes more stable over time – or quietly develops operational, financial, and leadership risk as complexity increases.
Our Work is Grounded in Real-World Entrepreneur Support



Meet the Founder
Anisha Bailey, EA, MSEL
Founder & CEO, Taxley | executive advisor, CentsableCEo™
Anisha Bailey is a federally licensed Enrolled Agent with nearly two decades of experience as an entrepreneur helping business owners navigate operational pressure, financial complexity, and high-stakes business decisions.
After years of working closely with entrepreneurs, she recognized a common pattern: capable business owners were often trying to sustain growth without the operational structure, financial clarity, and executive decision-making support required as complexity increased.
CentsableCEO™ was created to help entrepreneurs strengthen how they lead, operate, and make executive decisions as business complexity increases.
Anisha’s approach combines practical business strategy, operational insight, tax expertise, and real-world implementation support – helping entrepreneurs build businesses that are not only profitable, but sustainable.
How It Works
Start With a Conversation – Not a Commitment
Request a
CLARITY CALL
A brief conversation focused on understanding your business, current challenges, and whether CentsableCEO™ is the right fit for your goals.
Complete a
BUSINESS EVALUATION
If aligned, entrepreneurs move through a structured evaluation designed to identify operational, financial, and leadership pressure points affecting business stability.
Begin
Development
Entrepreneurs enter a structured development environment with executive support and implementation-focused development designed to strengthen long-term business sustainability.
Common Questions
You Do Not Have to Carry the Weight of Entrepreneurship Alone
CentsableCEO™ was created to give entrepreneurs structured guidance, operational clarity, and a trusted thought partner as you navigate growth, complexity, and long-term business decisions.




