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

woman looking at the camera smiling while shes typing in a notebook

Can HR Be Done Remotely?

Virtual HR services leverage technology to make it easier for employees to engage with critical HR systems and policies.

The Most Important HR Policies and Procedures for Every Small Business in 2026

Every small business needs a core set of HR policies in place, and the ones you overlook are often the ones that create the biggest problems later.

A Guide to Onboarding New Hires in a Small Business

A strong onboarding process sets the tone for everything that follows, and small businesses have more opportunity than they think to get it right from day one.

View Our Blog

Ready to transform your HR function?

Get executive-level HR guidance without the full-time cost. Let Brenna and the Milestone team become your people operations partner.