Helping Entrepreneurs Stay Ahead of IRS & State Tax Problems


Taxley is an Enrolled Agent firm helping entrepreneurs prevent and resolve IRS and state tax issues by addressing the financial, operational, leadership, and tax realities behind them.

Anisha Bailey, EA, MSEL — Founder of Taxley

“Our greatest opportunity isn’t just resolving tax problems, it’s helping to prevent them.”

– Anisha Bailey, EA, MSEL | Founder & CEO, Taxley

Tax Problems Rarely Exist in Isolation.

Most IRS and state tax problems are symptoms of larger issues – not isolated events. They often reflect financial decisions, operational challenges, and leadership realities that have been developing long before the first notice arrives.

By the time the IRS or state tax authorities get involved, the underlying issue has often been affecting the business for months, or even years. That’s why preventing tax problems starts long before there’s a tax problem to solve.

Taxley - Tax Resolution for Entrepreneurs
CentsableCEO - Taxley - Tax Resolution for Entrepreneurs

Already Facing a Tax Problem?

Taxley has helped entrepreneurs navigate complex IRS and state tax matters with thoughtful strategies designed around their unique circumstances – not just their tax balances.

How We Help Prevent Tax Problems


The more entrepreneurs we helped resolve IRS and state tax problems, the clearer it became that many of those problems could have been prevented through earlier visibility, better business decisions, and ongoing guidance.

That’s why we created Taxley Oversight & Guidance™.

Preventing tax problems requires more than monitoring tax accounts. It requires a proactive, integrated approach that combines:

  • Tax account oversight to identify potential concerns early.
  • Entrepreneur development through Taxley’s proprietary CentsableCEO™ framework to strengthen financial, operational, and leadership decision-making.
  • Year-round guidance from Enrolled Agents to help you navigate tax notices, stay ahead of tax account changes, and confidently apply CentsableCEO™ throughout the year.

Together, these services help entrepreneurs recognize concerns earlier, make better decisions, and preserve more options before small issues become major tax, financial, and business problems.

The goal isn’t simply preventing tax problems. It’s helping entrepreneurs build stronger businesses and lead with greater confidence.

Reduced Risk

Proactive tax account oversight and notice support help identify potential issues earlier, giving you more time to respond before they become larger problems.

Confident Decision-Making

CentsableCEO™ strengthens your financial, operational, and leadership capabilities, helping you make more informed business decisions throughout the year.

Trusted Guidance

Year-round Enrolled Agent guidance helps you understand tax account changes, navigate notices, and make better-informed business and financial decisions.

Expanded Optionality

Earlier awareness and better decisions help preserve your options before circumstances begin limiting the paths available to you.

Clarity is the Entrepreneur’s Competitive Advantage

Entrepreneurs rarely struggle because they lack effort. More often, they struggle because important decisions are made without enough clarity. Better clarity leads to better judgment, better decisions, and stronger businesses.

The Impact of Oversight & Guidance

Taxley - CentsableCEO: Tax Resolution Edition

Choose Your Oversight & Guidance Plan

Select the level of ongoing oversight and guidance that’s right for where you are today.

Every membership includes:

  • IRS Tax Account Baseline Review
  • Year-Round Enrolled Agent Guidance
  • IRS Tax Account Oversight
  • Secure Member Portal

Personal

$2,499 / year

due at enrollment


For individuals strengthening their financial foundation, preparing for entrepreneurship, or seeking ongoing tax account oversight.


  • IRS tax account oversight (1 SSN)
  • IRS and one-state notice support
  • Two Federal Withholding Reviews
  • One private Tax Account Oversight Session each month
  • Access to two Entrepreneur Readiness & Financial Management Sessions

Solopreneur

$4,499 / year

due at enrollment


For entrepreneurs focused on managing and growing a business without employees or independent contractors.


  • IRS tax account oversight (1 SSN + 1 EIN)
  • Individual, business and one-state notice support
  • Two Federal Estimated Tax Reviews
  • One private Tax Account Oversight Session each month
  • Monthly CentsableCEO™ Sessions
  • Access to three CentsableCEO™ Workshops

Employer

$6,499 / year

due at enrollment


For business owners leading organizations with employees and/or independent contractors.


  • IRS tax account oversight (1 SSN + 1 EIN)
  • Individual, business and one-state notice support
  • Two Federal Estimated Tax Reviews
  • One private Tax Account Oversight Session each month
  • Monthly CentsableCEO™ Sessions
  • Access to three CentsableCEO™ Workshops
  • Access to two Executive Roundtables

* Members who enroll by August 15, 2026 will receive a complimentary onboarding assessment.

Membership Add-Ons & Renewal Details

Married Filing Joint Add-on

Memberships include one individual (SSN). Married Filing Jointly coverage may be added for an additional annual fee.

Leadership Member Add-on

Leadership Member add-ons are available with Solopreneur and Employer memberships.

Annual Renewal

Memberships renew annually and include a new Tax Account Baseline Review with each renewal

Already Facing an IRS or State Tax Problem?

Prevention isn’t always possible. When a tax problem already exists, our focus shifts from helping you avoid the issue to helping you resolve it.

Every situation is different, which is why every strategy is built around your unique circumstances – not just the amount you owe.

CentsableCEO™ Roundtables

Join the Conversation


Entrepreneurship requires far more than knowing how to do the work. It requires developing the judgment needed to make sound financial, operational, leadership, and tax decisions.

Our complimentary CentsableCEO™ Roundtables bring entrepreneurs together for honest conversations about the realities of leading and growing a business.

Each Roundtable is an interactive session that explores a different topic, offering practical ideas and perspectives you can apply to your own business. Join one conversation – or join us each month.

Upcoming Roundtables:

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.

  • Wed, 11:00 am – 12:00 pm EST
  • Online

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.

  • Wed, 11:00 am – 12:00 pm EST
  • Online

Ready to Take the Next Step?

Whether you’re ready to prevent future tax problems, resolve an existing tax matter, or simply talk through your situation, we’ll help you determine the right next step.