Director, Sales

Doctors are overworked, burnt out, and are quitting in masses.

At Freed, we combine clinician love with the latest AI tech and intense execution to create products that make clinicians happier.

Our first product is an AI scribe that automates medical documentation.

Since May of 2023, we have:

• Acquired 20,000 paying and loving clinicians

• Generated 70,000 patient notes daily and over 2 million monthly

• Made thousands of clinicians happier

With the backing of Sequoia Capital and other world-class VC’s, we are rapidly expanding our product offering. Patient-facing assistants, patient insights, EHR integrations, and other products are being built and used by thousands of clinicians every day.

We are looking for entrepreneurs. Fast, ambitious, and smart individuals who want to take care of the people who care for our health. Expect intense, clinician-focused, and interesting co-workers who want to win.

With offices in both San Francisco and New York City, we embrace a hybrid schedule that brings out the best in teamwork and innovation. Our teams come together in person three days a week to collaborate, connect, and have a little fun along the way.

As our Director, Sales, you’ll optimize and scale Freed’s sales engine. You’ll lead and coach a high-performing team, improve systems and process maturity, and drive predictable revenue through disciplined execution and strategic GTM optimization. You’ll report to our Head of Sales.

• Improve the efficiency, consistency, and clarity of our current sales process.

• Codify qualification frameworks, opportunity stages, and handoffs.

• Enhance velocity without sacrificing deal quality.

• Serve as a dedicated coach—set clear expectations, run 1:1s, and conduct deal reviews.

• Own onboarding and ongoing training to elevate team performance.

• Foster a culture of urgency, discipline, and continuous learning.

• Tune messaging, playbooks, and outbound strategy for buyer journeys.

• Align sales motions with partner, product, and marketing strategies.

• Ensure scalable execution across multi-location, multi-stakeholder deals.

• Own forecast accuracy and pacing through rigorous pipeline reviews.

• Partner with RevOps to improve CRM hygiene, lead tracking, and conversion visibility.

• Spot gaps early and take corrective action across stages.

• Define and track key KPIs (win rate, cycle time, productivity per rep).

• Evaluate tooling and drive adoption of key sales enablement systems.

• Refine dashboards and cadences for consistent performance reporting.

• Collaborate with Product and Marketing to inform messaging, pricing, and roadmap.

• Provide structured feedback from the field to influence GTM and Product strategy.

What You’ll Bring

• 10–15 years in B2B SaaS sales, with a minimum 10 years directly managing high performance sales teams.

• Proven success scaling existing teams and processes (vs building 0→1).

• Experience leading quota-carrying reps, but without holding your own quota.

• Strong coaching mindset—skilled in onboarding, enablement, and rep performance management.

• Expertise in mid-market sales cycles (30–90 days), with multi-threaded decision makers.

• Systems thinker with high EQ, operational rigor, and a drive to win.

• Bonus: Experience with AI, automation, or vertical-specific workflow tools.

What We’ll Bring

• An innovative lead generation platform that will deliver pipeline requiring you to prioritize team engagement and deal management control

• Competitive salary and equity in a high-growth company

• Opportunity to make an immediate impact

• Medical, dental, and vision coverage

• Unlimited paid time off

• Company-sponsored annual retreats

Compensation Range: $320K - $360K