---
title: 'Director of People at Willow Health'
canonical: 'https://feeny.ai/job/director-of-people-willow-health-canada-wkyxac7z9paw'
type: 'job'
last_seen: '2026-09-15'
---

# Director of People at Willow Health

- **Company:** Willow Health
- **Location:** Canada
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-09-10
- **Last confirmed live:** 2026-09-15
- **Apply:** https://jobs.ashbyhq.com/willow-health/59508226-542d-403c-82f5-5fbe03a7c54a

## Job description

## About Willow

[Willow](https://www.startwillow.com/) is a telehealth company focused on personalized, responsible cosmetic weight loss care. We combine medical expertise with a supportive, patient-centered approach to help people feel more confident and comfortable in their bodies. Our goal is to make high-quality care accessible, thoughtful, and designed to fit real lives.

## About the Role

We're hiring a Director of People to lead our People department and personally run its HR operations. This is a hands-on leadership role: you'll own the technical side of HR yourself (compensation, employee relations, compliance, people systems) while leading a department that also includes our Culture & Development function and its head. You'll report to the COO and act as a trusted advisor to leadership across the company.

## Responsibilities

HR operations and systems. Own our HR stack and the employee lifecycle from offer acceptance through offboarding, keeping documentation clean and compliant across a mix of employment types in multiple countries. Employee relations. Act as the company's lead on sensitive matters: investigations, grievances, accommodations, and separations. Handle them with care and airtight documentation, and coach managers so that fewer issues escalate in the first place. Compensation and benefits. Own our compensation framework: pay bands, market benchmarking, and our benefits programs. Keep decisions consistent and defensible, and work closely with finance on payroll, workforce planning, and the pay change process. Performance management. Run lightweight performance mechanics (goals, feedback cycles, reviews, calibration) that plug into how our leaders already work rather than adding process for its own sake. Employment compliance. Own compliance across every jurisdiction we employ in: worker classification, payroll and benefits rules, required documentation, leave, and workplace standards, all within a regulated healthcare context. Recruiting partnership. Partner with recruiting on offer frameworks, compliant hiring practices, interview process, onboarding handoffs, and developing our leaders as hiring managers. Department leadership. Lead the People department as a whole. Our Culture & Development function, which owns onboarding, training, culture programs, and engagement, reports to you through its head; your job is to align the two sides of the department, develop its leaders, and be accountable for the department's goals. Partner to leadership. Advise the leadership team on org design, sensitive people matters, and people risk, with an independent, candid point of view.

## Requirements

- 8+ years in HR, including 3+ years leading an HR function or a major part of one at a company of 150 to 500 people, ideally through a period of growth.
- A track record of building and scaling HR infrastructure for both domestic and international teams.
- Deep hands-on employee relations experience: you have personally run investigations, terminations, and senior-level personnel situations.
- Strong multi-state employment compliance knowledge; experience in a regulated industry (healthcare, telehealth) preferred.
- Real compensation skills (pay architecture, benchmarking, offer construction), not just systems administration, and the ability to partner with finance.
- Experience managing senior HR or People professionals well; you lead an established function's owner as a coach and advocate, and you stay hands-on yourself rather than delegating the technical work.
- An owner's mentality: comfortable as the senior HR voice in the company, exercising independent judgment.
- Impeccable discretion: trusted by leadership and employees alike, a clear communicator who documents reasoning and gives unbiased guidance.

What’s in it for you?

- As full-time member of our team, you’ll enjoy:
- Flexible hours
- Work wherever you choose
- Fun and casual work environment
- Employee engagement activities and virtual gatherings
- We are a diverse, global team! 🌍

## About Willow Health

## Company Overview
- **One-liner**: Willow Health is a 100% online, physician-led telehealth company providing medically supervised weight-loss care through personalized GLP-1 medication prescriptions and ongoing support.
- **Entity Type**: Private (Funding stage undisclosed; last known funding event in 2021)
- **Headquarters**: United States (remote-first company)
- **Founded**: 2017
- **Founders**: Not publicly available

## Core Business
- **Primary industry**: Telehealth / Weight Loss & Wellness / Pharmaceuticals (Compounded GLP-1 medications)
- **Target customers**: B2C — individual consumers seeking medically guided weight loss treatment, primarily women
- **Mission**: To improve women’s overall wellbeing by making personalized weight loss medication accessible to every body, at a price affordable to most women, not just celebrities.

## Products & Services
- **GLP-1 Weight Loss Program (Subscription)**: A fully online, medically supervised program that includes a personalized treatment plan with compounded Semaglutide or Tirzepatide (injectable or oral tablets), same-day doctor approval, free discreet shipping, unlimited access to a Willow doctor, and 24/7 support from the Willow Care Team. Pricing starts at $299/month. [startwillow.com](https://www.startwillow.com/)
- **NAD+ Injection**: Offered as an additional treatment option when medically appropriate. [startwillow.com](https://www.startwillow.com/program)
- **Ongoing Care & Support**: Includes free follow-up consultations, video guides, and access to a peer community.

## Market Standing
- **Valuation**: Not publicly available
- **Key Metric**: Last known funding event was an undisclosed amount in October 2021. [remoterocketship.com](https://www.remoterocketship.com/company/willow-2/)
- **Notable Investors/Partners**: Not publicly available. The company partners with board-certified doctors and licensed compounding pharmacies. No direct affiliation with Eli Lilly or Novo Nordisk.
- **Growth Signals**: 
  - Employee headcount estimated between 201–500. [remoterocketship.com](https://www.remoterocketship.com/company/willow-2/)
  - 5 active job openings as of recent check. [remoterocketship.com](https://www.remoterocketship.com/company/willow-2/)
  - Serves patients across the US (with state-by-state availability due to telehealth regulations).
  - Active partnership inquiries for organizations looking to expand access to weight loss treatment.

## Competitive Advantages
- **Full-stack telehealth model**: Combines physician-led care, custom-compounded medications, and ongoing support in a single subscription, removing friction for patients.
- **Transparent pricing**: No insurance required; flat $299/month with no hidden fees; accepts HSA/FSA.
- **Patient experience focus**: Same-day doctor approval, free two-day shipping, and a dedicated Care Team differentiate it from traditional clinic-based or pharmacy-only models.
- **Specialized in women’s health**: Explicit mission to serve women, with a Chief Medical Officer (Dr. Michael Green, OB/GYN) and a team that includes physicians with personal GLP-1 experience, creating empathy-driven care.

## Strategic Focus
- **Expanding access**: Scaling to serve more states and partnering with organizations to broaden reach.
- **Personalized medicine**: Emphasizing custom-formulated compounded medications tailored to individual patient needs, rather than one-size-fits-all brand-name drugs.
- **Digital-first patient journey**: Streamlining the entire experience from assessment to delivery, reducing barriers like insurance pre-authorization and in-person visits.
- **Continuous care model**: Building long-term patient relationships through ongoing follow-ups and support, not just one-time prescriptions.

## Why Work Here
- **Remote-first company**: All roles are 100% remote, offering flexibility and work-from-anywhere culture. [remoterocketship.com](https://www.remoterocketship.com/company/willow-2/)
- **Mission-driven team**: Employees share a common passion for advancing women’s health and making transformative treatments accessible.
- **Supportive culture**: The company emphasizes continuous learning, ongoing development opportunities, and empowering team members to reach their fullest potential. [startwillow.com](https://www.startwillow.com/about)
- **Fast-growing environment**: With 201–500 employees and active hiring, the company is in a growth phase, offering career advancement opportunities.
- **Meaningful impact**: Directly helping patients achieve significant health outcomes (weight loss, improved wellbeing) through accessible medical care.
- **Engineering & product culture**: Building a fully digital healthcare platform from assessment to delivery, with opportunities to work on complex logistics (pharmacy, shipping, compliance) and patient-facing technology.

## Sources
1. [startwillow.com](https://www.startwillow.com/)
2. [startwillow.com - About](https://www.startwillow.com/about)
3. [startwillow.com - Program](https://www.startwillow.com/program)
4. [remoterocketship.com](https://www.remoterocketship.com/company/willow-2/)
5. [jobs.ashbyhq.com - Willow Health Careers](https://jobs.ashbyhq.com/willow-health)

## Other roles at Willow Health

- [Operations Manager](https://feeny.ai/job/operations-manager-willow-health-canada-jv56ks6p4yyt) — Canada
- [Sr. Lifecycle Marketing Manager](https://feeny.ai/job/sr-lifecycle-marketing-manager-willow-health-canada-h9pv3n5ne6fy) — Canada
- [Marketing Project Manager](https://feeny.ai/job/marketing-project-manager-willow-health-brazil-vdxdk9wf8y3h) — Brazil
- [Health Sales Consultant (Kiosks)](https://feeny.ai/job/health-sales-consultant-kiosks-willow-health-boca-raton-710rvaczpd21) — Boca Raton, FL
- [Senior Direct Response Copywriter](https://feeny.ai/job/senior-direct-response-copywriter-willow-health-canada-64y8w8c4fn50) — Canada
- [Director of People](https://feeny.ai/job/director-of-people-goodfire-san-francisco-7fftr5y4y1v3) — San Francisco, CA
- [Director of People](https://feeny.ai/job/director-of-people-teamworks-united-states-p3w9wgcpxcpg) — United States
- [Director of People](https://feeny.ai/job/director-of-people-rondo-energy-alameda-8wwzxcwxkwk7) — Alameda, CA
- [Director of People](https://feeny.ai/job/director-of-people-eleos-health-israel-hfs8j12m6rxz) — Israel