Lead with Clarity.
Build with Structure.
Grow with Confidence.
CentsableCEO™ is a standards-based leadership program for business owners and CEOs who want clarity, structure, and control – before momentum turns into costly mistakes.
This is a live, structured decision forum designed to sharpen judgment and decision framing before execution.
of small businesses fail within the first five years (Bureau of Labor Statistics)
of small businesses report financial or operational challenges (Federal Reserve)
of an employee’s first-year earnings is the average cost of a bad hire (U.S. Dept. of Labor)
You Don’t Need To Do More. You Need To Lead Differently.
Most entrepreneurs don’t struggle because they lack effort. They struggle because decisions about money, compliance, structure, and growth get made under pressure – with fragmented advice and incomplete context.
CentsableCEO™ exists to provide the decision framework most owners were never given – so preventable mistakes don’t compound.
CentsableCEO™
From Chaos to Clarity
CentsableCEO™ is built for business owners and CEOs navigating growth, complexity, or change – plus serious founders who want to build correctly before committing deeper capital, time, or bandwidth.
This is a structured leadership environment that strengthens how owners:
How Decisions Are Framed
Each Framework Session applies a disciplined decision lens rooted in our CentsableCEO™ Framework:
1. What rules govern the decision?
2. What assumptions, constraints, or tradeoffs are shaping it?
3. What must be true before responsible action?
You don’t leave with tactics, templates, or “quick wins.”
You leave with clearer judgment, stronger framing, and leadership control.
This is leadership calibration.
The CentsableCEO™ Framework
CentsableCEO™ is a six-pillar decision framework you cycle through year-round – because business decisions don’t stop.
PILLAR 1
Personal Finance & ENTREPRENEURSHIP Readiness
Unexamined personal financial pressure shapes how owners frame business decisions – distorting risk tolerance, pricing, and growth.
PILLAR 2
Tax Compliance & Resolution
Misunderstood tax obligations and resolution options frame decisions through fear – leading to reactive and costly outcomes.
PILLAR 3
Impact & Profit Clarity
Misalignment between impact and profit drives growth decisions that feel meaningful but cannot sustain the business or owner.
PILLAR 4
Business Financial Management
Limited financial understanding shapes decisions that feel reasonable short-term but undermine cash flow and growth capacity.
PILLAR 5
Business Infrastructure
Weak processes and operating standards create chaos, delegation failure, and bottlenecks – compounding risk as the business grows.
PILLAR 6
Scale & Exit Readiness
Unexamined assumptions about growth and succession limit intentional expansion and future exit options.
Learning more effective decision-making is cheaper than missing opportunities or fixing avoidable mistakes. CentsableCEO™ exists so experience doesn’t have to be your most expensive teacher.
Meet the Founder & Facilitator
Anisha Bailey, EA, MSEL
Anisha Bailey is a federally licensed Enrolled Agent and entrepreneur with nearly two decades of experience helping business owners navigate tax pressure, financial strain, and the operational decisions that determine stability.
Over time, one pattern became undeniable: business failure is rarely caused by lack of effort – it’s caused by misframed decisions under pressure, made without a shared standard for evaluating tradeoffs, risk, and responsibility.
CentsableCEO™ was created to solve that upstream problem: a live decision forum built to strengthen how business owners frame decisions, lead with discipline, and collaborate with their team and advisors – especially when the stakes are high.
Clarity is a competitive advantage
The CentsableCEO™ Model
A disciplined leadership experience for business owners who value clarity and control – because a CEO can delegate tasks, but responsibility cannot be delegated.
CentsableCEO™ is standards-based – not networking, motivation, or hype.
Founder/CEO Onboarding
3-Days (required)
Your first three days are a guided onboarding experience designed to move you through the full six-pillar framework within the context of your business.
This is where clarity becomes operating discipline.
Framework Sessions + Office Hours
12-month Membership
Continue building through live Framework Sessions and Office Hours designed to strengthen decision discipline across all six pillars as your business evolves.
This is where discipline becomes repeatable leadership.
Certification Path
Optional
For active members who pursue the standard, certification reflects demonstrated and verified alignment with the CentsableCEO™ framework.
This is where structure is evaluated and verified.
What Active Membership Provides
Framework Sessions and Office Hours are delivered live. No replays. Cameras on for participation. This is a standards-based room. Participation and discretion are required.
Next Cohort Begins
April 8, 2026
registration deadline March 20th
Live Onboarding Intensive
April 8-10 | 9:00 – 3:00 PM ET
Framework Sessions + Office Hours: Wednesdays
1:30 – 3:00 PM ET + 3:00 – 4:00 PM ET
Investment
$12,499
Founder/CEO Seat
2026 Cohort — first-year rate
Regular rate: $14,999
Additional leadership seats may be added after Founder/CEO enrollment ($7,499 per seat).
This isn’t just better thinking. It’s demonstrated leadership.
CentsableCEO™ equips owners to lead with clarity, control, and credibility across the realities that determine long-term stability – so perception aligns with performance.
Frequently Asked Questions
CentsableCEO™ is designed for business owners who value disciplined thinking and long-term clarity. If you’re looking for tactics, motivation, or passive content, this won’t be a fit.
A Clear Path Forward
Choose Your Next Steps
If you’re tired of reacting, guessing, or learning the hard way, this is where you strengthen how you lead – before decisions cost more than they should.



