Milestone

Tom Gabbert

Founder / CEO

CPA and entrepreneur with 20+ years in outsourced accounting, Tom has helped clients raise over $250M in growth capital and guided numerous businesses through successful exits.
Tom is a Certified Public Accountant and holds an undergraduate degree in Accounting from the University of Notre Dame.

tbgabbert

Trusted by Entrepreneurs Who’ve Made It to the Other Side

20+

Years Experience

400+

Clients Served

SHRM-SCP

Certified

3

HR Leadership Roles

About Tom

people ops

talent acquisition

company culture

strategic hr

hr compliance

outsourced hr

employee relations

Tom Gabbert has been a pioneer and thought leader in the outsourced accounting industry since 2003. He is a successful entrepreneur who loves helping fellow entrepreneurs realize their dreams. Tom understands the unique challenges of starting, growing, and exiting a business. Not only has he done it twice himself, but he has guided numerous clients over the years through successful exits. Along the way, Tom has also helped his clients raise over $250M in growth capital (seed, Series A, Series B). He has a unique background that combines extensive financial and operational experience with a proven track record of client success.

Tom is a Certified Public Accountant and holds an undergraduate degree in Accounting from the University of Notre Dame.

Education & Credentials

Bachelor of Business Administration (B.B.A.), Accounting

University of Notre Dame

Notre Dame, IN

Certified Public Accountant

State of Indiana

as seen in

  • “Indianapolis HR leaders on building culture-first teams”

    Indianapolis Business Journal

  • “The hidden HR risks that could sink your startup”

    Entrepreneur

  • “Why fractional HR is the future of people operations”

    Forbes

  • “Building compliant onboarding programs at scale”

    HR Dive

  • “5 signs your small business has outgrown informal HR”

    SHRM.org

Recent Posts by Tom

accounting for therapists

A Complete Guide to Accounting for Therapists in Private Practice

The moment you opened your private practice, you became a business owner, and this guide covers everything therapists need to know about accounting, taxes, paying yourself, and building the financial systems that keep a practice financially healthy year-round.

entrepreneur reviewing tax savings plan and setting aside income for quarterly tax payments

A Guide to Cash Flow Management for Entrepreneurs

A business can close a solid quarter, show a healthy profit, and still struggle to make payroll on Friday, and this guide explains exactly why that happens and how to build the cash flow management habits that keep it from happening to you.

accounting for medical practices

A Guide to Virtual Accounting Services for Medical Practices

Running a medical practice means the financial complexity keeps growing whether you are ready for it or not, and this guide explains exactly what virtual accounting services include for healthcare providers, what they cost, and what to look for before handing off your books to anyone.

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