CentsableCEO by Taxley™
Join Our Roundtable Conversations
Entrepreneurship requires far more than knowing how to do the work.
Every day, business owners make financial, operational, leadership, and tax decisions that shape the future of their businesses. The CentsableCEO™ Roundtables create space to strengthen that judgment through honest conversations and practical insights.
Every conversation is grounded in nearly two decades of helping entrepreneurs navigate financial, operational, leadership, and tax challenges.
Every Roundtable explores a different topic while building on the same CentsableCEO methodology. Join one – or join them all.
You can expect live, interactive conversations – not presentations. Bring your questions, learn from other entrepreneurs, and participate as much or as little as you’d like. Every Roundtable is complimentary and designed to help you think more clearly about the realities of business ownership.
12
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.
What is CentsableCEO™?
CentsableCEO™ is built on one belief: entrepreneurship requires more than knowing how to do the work. Every day, business owners make financial, operational, leadership, and tax decisions that shape the future of their businesses.
CentsableCEO exists to strengthen the judgment behind those decisions through practical conversations, professional guidance, and ongoing development.
Next Steps
Continue Your Journey
Whether you’re looking to prevent future tax problems, resolve an existing issue, or bring these conversations to your organization, we’re here to help.
Tax Problem Prevention Membership
Prevent IRS and state tax problems before they begin through proactive tax account oversight, ongoing professional guidance, and entrepreneur development.
IRS & State Tax Resolution
Resolve IRS and state tax problems with an experienced Enrolled Agents who understands the realities of entrepreneurship.
Invite Anisha Bailey to Speak
Equip entrepreneurs with practical insights that strengthen financial clarity, leadership capacity, business judgment, and tax compliance.
Speaker Request
Complete the form below to request Anisha Bailey for your event. Speaking requests should generally be submitted at least eight (8) weeks before the requested event date.