Entrepreneurship Is the Profession No One’s Talking About
Most entrepreneurs enter business through a skill, trade, profession, or passion – not formal preparation for leadership, decision-making, financial management, or operational infrastructure.
CentsableCEO by Taxley™ was created to help entrepreneurs strengthen how they think through business decisions and leadership responsibilities before growth creates hidden instability.
Join a CentsableCEO Roundtable
Strategic Discussions for Entrepreneurs
Structured conversations helping entrepreneurs recognize patterns influencing operational complexity, financial clarity, leadership responsibility, and business stability.
Wednesdays • 11a – 12p EST • Online
Why Entrepreneurship Often Feels Harder Than Expected
Most business challenges rarely appear all at once.
They develop gradually as responsibilities increase, decisions become more complex, and the consequences of those decisions become more significant.
The realities of ownership often require skills that extend beyond the service, trade, profession, or expertise that started the business.
Ownership Requires Different Skills
Most entrepreneurs enter business through expertise or passion, not formal preparation for ownership.
Growth Changes the Questions
As businesses grow, the decisions, risks, and responsibilities become more complex.
Experience Has Limits
Experience is valuable, but relying on trial and error can be costly.
Perspective Is Difficult to Maintain
The closer you are to the business, the harder it becomes to evaluate objectively.
Complexity Increases Over Time
Small decisions often compound and create consequences that appear much later.
Longevity Requires Better Judgment
Long-term success depends on consistently making sound decisions through changing circumstances.
“The CentsableCEO™ was created to help reduce preventable business failure – by design, not luck.”
– Anisha Bailey, EA, MSEL | Founder & CEO, Taxley
The Framework
The CentsableCEO is organized around six interconnected pillars that help entrepreneurs evaluate their business more intentionally and lead with greater clarity, judgment, and confidence.
Understand
Reality
See the business more objectively and recognize the factors influencing decisions, performance, and stability.
Strengthen
Judgement
Develop better decision-making across leadership, financial management, growth, and risk.
Build
Intentionally
Create the structure, systems, and long-term strategy needed to support sustainable growth.
Entrepreneur Readiness
Evaluate the leadership capacity, decision-making habits, priorities, and owner readiness influencing your ability to lead and grow a business.
Impact & Profit Alignment
Align the impact you want to create with the profitability, growth strategy, and leadership capacity required to sustain it.
Operational Infrastructure
Strengthen the systems, processes, and operational structure required to reduce bottlenecks, decrease owner dependency, and improve operational consistency.
Financial Management
Develop the financial clarity needed to understand business performance, evaluate opportunities, and make informed decisions.
Tax Responsibility & Resolution
Understand tax obligations, compliance responsibilities, and potential risks so challenges can be addressed before they become expensive.
Scale & Exit Strategy
Evaluate future opportunities and create greater optionality through growth planning, succession readiness, transition planning, and long-term vision.
Experience the CentsableCEO
The CentsableCEO is experienced through guided discussions, practical application, and entrepreneur development opportunities designed to strengthen decision-making, leadership capacity, and business understanding.
Join the conversation
Attend a Roundtable
Many entrepreneurs are growing businesses faster than they are developing the skills required to lead them.
CentsableCEO™ Roundtables are monthly conversations designed to explore the realities of entrepreneurship beyond revenue, marketing, and day-to-day operations.
Through guided discussions, guest perspectives, and practical insights, entrepreneurs examine the challenges of leadership, responsibility, decision-making, growth, and long-term business stability.
These free, online conversations are designed to help participants think more clearly, challenge assumptions, and better understand what sustainable business ownership actually requires.
05
Aug – 2026
Entrepreneurship Gave Me Options, Not the Ease I Imagined
Let’s explore what entrepreneurship actually gives us, what it asks of us, and why success often looks different than we imagined when we first started.
02
Sept – 2026
I Know How to Do the Work. Why Is Running the Business So Hard?
Together we’ll examine why knowing how to do the work and knowing how to run a business are often very different skill sets, and why growth creates new challenges.
The CentsableCEO was created to help entrepreneurs strengthen how they think, then execute.
Entrepreneurship rarely improves through information alone. Lasting progress comes from developing the judgment, structure, and practical understanding required to lead a business with greater clarity and confidence.
CentsableCEO™ Framework Intensives
Executive Development for Entrepreneurs
The CentsableCEO™ Framework Intensives are six focused working sessions designed to help entrepreneurs develop the judgment, structure, and practical understanding required to lead a business – not just operate one.
Gain
Clarity
Understand the realities influencing your business, decisions, and priorities before growth exposes costly blind spots.
Improve
Judgement
Strengthen the decision-making, leadership perspective, and business understanding required to navigate complexity with confidence.
Execute with
Confidence
Translate insight into action through practical frameworks, structured thinking, and clear next steps.
Meet the Founder & CentsableCEO™ Creator
Anisha Bailey, EA, MSEL
The CentsableCEO™ framework was developed through years of working closely with entrepreneurs navigating operational instability, tax problems, financial pressure, and increasing business complexity.
As both an entrepreneur and tax resolution professional, Anisha Bailey recognized that many business owners were growing companies faster than their understanding of entrepreneurship could realistically support.
Taxley’s business advisory equips entrepreneurs with the structured decision-making and implementation clarity needed to expand the owner’s capacity to lead more effectively.