EP 176: The Therapist’s Guide to Hiring Virtual Support with Leesha Woolery

Are you ready to scale your therapy business but overwhelmed by the idea of hiring support?

In this episode, I sit down with Leesha Woolery of Simply Supported to answer the most common questions therapists face when they’re ready to stop doing everything themselves and bring on a virtual assistant (VA) or online business manager (OBM). We break down the differences between the two roles, when to hire, how to hire, and what red flags to look out for. If you're running a successful private practice and dreaming of expanding into online programs, this conversation is your roadmap to getting the support you need without burning out.

Leesha shares the exact systems she sets up for her clients, the real costs of hiring help (hint: it’s more accessible than you think), and how to build trust with your audience in today’s skeptical online space. Whether you're launching your first digital product or just tired of juggling content, emails, and tech on your own, this episode is full of tangible insights that will leave you feeling clear and confident about your next steps.

Topics Covered in This Episode:

• 5:11 — The unexpected difference between a VA, an executive assistant, and an OBM (and which one actually saves your sanity)

• 6:44 — The major green flag to look for when interviewing support staff—and the red one most people miss

• 11:16 — Why email marketing still matters—and how a good OBM can completely change the game

• 12:54 — The secret to building trust in a skeptical online market (hint: it’s not flashy funnels)

• 15:05 — Why nurturing your list 80% of the time is more effective than constant selling

• 17:21 — Do you really need to make six figures before hiring help? Leesha’s answer might surprise you

• 20:48 — How SOPs (standard operating procedures) make your business feel way less chaotic

• 21:02 — A free resource to help you hire with confidence—complete with interview tips and job post templates

By the end of this episode, you’ll feel less intimidated by the hiring process and more equipped to bring in the support your business truly needs. If you’re a therapist ready to grow without burning out, this conversation is your starting point.

Resources Mentioned:

Connect with Leesha: http://simplysupported.co/contact

Free AI Guide on Getting More Private Pay Clients for Therapists: https://www.theentrepreneurialtherapist.com/guide