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

What is the best accounting method for nonprofit organizations-

Cash vs. Accrual Accounting for Nonprofits

Choosing the wrong accounting method can leave nonprofit leaders with a distorted picture of where the organization actually stands financially. This article compares cash versus accrual accounting for nonprofits to help you pick the method that best fits your reporting needs and grant requirements.

Should law firms use cash or accrual accounting_

Should Law Firms Use Cash Or Accrual Accounting?

Bookkeeping costs can swing wildly depending on how big a business is and how much support it actually needs. This article breaks down how much it costs to outsource bookkeeping in 2026, with a look at pricing by business size to help you budget accurately.

How Much Does it Cost to Outsource Bookkeeping?

How Much Does It Cost To Outsource Bookkeeping In 2026? A Look At Costs By Business Size

Bookkeeping costs can swing wildly depending on how big a business is and how much support it actually needs. This article breaks down how much it costs to outsource bookkeeping in 2026, with a look at pricing by business size to help you budget accurately.

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