Apply for Head of Operations

1. We’ve grown 4x in six months and onboarding is breaking — new patients drop off between signing up and their first consult, the support queue is backing up, and no one can tell us exactly where the leak is. Walk us through, step by step, how you’d diagnose the problem and stabilize it in the first two weeks. Be specific about what you’d measure, what you’d fix first, and what you’d deliberately NOT fix yet.

2. It’s Monday and all four are real. Which do you tackle FIRST?

3. Describe one operational system or process you built from scratch that OUTLIVED your direct involvement — it kept working after you stopped babysitting it. What was it, how did you know it was actually adopted (not just documented), and how did you make it stick?

4. Two months of data: top-of-funnel signups are UP 30%, paid conversions are FLAT, monthly churn ticked from 5% to 7%, ad spend is up 40%. Where is the real problem most likely to be — and where should you look first?

5. For a telehealth subscription, patients most often lapse right after their first refill window. You have limited time and budget. Design the intervention: what signal tells you a patient is at risk, what you’d do about it, when, and how you’d prove it worked (or didn’t) before scaling it.

6. You’re setting up automated patient messaging and an AI-assisted support flow for a telehealth service. Which are genuine must-haves before you turn it on? (Select all that apply.)

7. Describe an operational workflow you personally automated (with n8n, Zapier, Make, an AI/LLM step, or similar). What manual work did it replace, roughly how much time/error did it remove, and — critically — what guardrail or failure-handling did you build in so it wouldn’t quietly break or do something wrong? If it ever failed, how did you find out?

8. You’re deciding where workflow automation (n8n/Zapier/Make + AI steps) will actually pay off vs. where it’ll bite you. Which statements reflect good judgment? (Select all that apply.)