Brenna Whitaker

Founder / VP – HR Services

A SHRM-SCP certified People Ops leader with 20+ years of HR experience, Brenna brings deep expertise in company culture, strategic HR, and organizational leadership.

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 Brenna

people ops

talent acquisition

company culture

strategic hr

hr compliance

outsourced hr

employee relations

With over 20 years of Human Resources experience, including both corporate and consulting roles, Brenna is a seasoned People Ops leader. She excels in her ability to keep the needs and objectives of the organization top of mind while still remaining a strong advocate for the team, company culture, and strategic HR initiatives. Prior to Milestone, Brenna served as the VP of People Ops at both mAccounting and inDinero.

Brenna is a graduate of Indiana State University and a SHRM Senior Certified Professional.

Education & Credentials

“Bachelor of Science, Human Resources and Business Administration”

Indiana State University

Terre Haute, IN

“Senior-Level Certification Recognizing Mastery of the Strategic and Policy-Making Aspects of HR Management”

SHRM Senior Certified Professional

SHRM-SCP | Society for Human Resource Management

as seen in

Recent Posts by Brenna

10 Common Compliance Risks And How To Address Them (1)

10 Common Compliance Risks And How To Address Them

A single compliance failure can have a disproportionate impact on a smaller organization’s sustainability and growth prospects. Find solutions here.

team reviewing performance reports during business meeting with laptop and documents

What Is Performance Management? Definition, Examples, & Best Practices

Performance management is a strategic process to ensure employees’ activities, behaviors, and outcomes are effectively aligned with an organization’s goals.

10 Tips To Increase Employee Retention In 2025

10 Tips To Increase Employee Retention In 2025

Most employees do not leave for better pay; they leave because no one was paying attention, and these 10 retention tips give small business owners the specific, actionable strategies to change that before the best people start looking elsewhere.

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