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.
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.
Roundtable Recaps
Revisit past CentsableCEO conversations, key insights, and practical takeaways from our monthly Roundtables for entrepreneurs.
Entrepreneurship Gave Me Options, Not the Ease I Imagined
Live Roundtable: Aug. 12, 2026
In the first CentsableCEO™ Roundtable, Anisha Bailey explores what entrepreneurship can make possible — and the responsibility required to sustain those options.
The conversation looks at capacity, profit and impact, operations, financial management, tax responsibility, and building a business that creates more choices over time.
What is CentsableCEO™?
CentsableCEO™ is Taxley’s proprietary entrepreneur development framework, built on one belief: entrepreneurship requires more than knowing how to do the work. Every day, business owners make personal, financial, operational, leadership, and tax decisions that shape both their businesses and their lives.
CentsableCEO helps entrepreneurs strengthen the judgment behind those decisions through honest conversations, practical education, 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.
Taxley Oversight & Guidance™
Help prevent IRS and state tax problems through proactive tax account oversight, year-round Enrolled Agent guidance, and entrepreneur development.
IRS & State Tax Resolution
Resolve IRS and state tax problems with Enrolled Agents who understand the realities of entrepreneurship and have experience navigating complex tax matters.
Invite Anisha Bailey to Speak
Equip entrepreneurs with practical insights that strengthen financial clarity, leadership capacity, business judgment, and tax responsibility.