Head of Sales - Health Systems

Our mission is to make exceptional healthcare accessible anytime, anywhere, for everyone.

At Assort Health, we believe healthcare should feel effortless and connected — quick answers, clear communication, and seamless access to care. That’s why we’re building a new foundation for how patients and providers connect, driven by AI, built to embrace the complexities of healthcare, and tailored to each provider’s unique needs.

Assort is the most comprehensive patient experience platform powered by specialty-specific agentic AI. Assort’s omnichannel AI agents seamlessly integrate with EHR / PMS and complicated provider preferences to eliminate lengthy hold times and inefficiencies that stand in the way of patients getting the care they need.

Since launching in 2023, Assort has managed

over 50M+ patient interactions , slashing average hold times from

11 minutes to 1 minute . Our platform now handles calls for

thousands of providers

with

98%+ resolution rates

and

99% scheduling accuracy . Patient satisfaction averages

4.4 / 5 , and we’ve achieved

11× revenue growth since Q4 2024 . We’re scaling rapidly and expanding adoption across the entire healthcare industry.

About the Role

We’re hiring a Head of Sales to lead Assort Health’s go‑to‑market strategy with America’s largest health systems — including multi‑hospital IDNs, academic medical centers, and leading regional networks. This is a player‑coach role : you’ll personally drive strategic enterprise cycles while building, mentoring, and scaling a high‑performing Health Systems sales team. You’ll navigate long, complex deals end‑to‑end — mapping stakeholders across ambulatory operations, digital access, contact centers, IT / security, and service lines — to land and expand seven‑figure programs that redefine patient access through AI‑driven automation. You’ll be a key voice in shaping Assort’s growth strategy, partnering closely with leadership, product, and solutions to ensure we deliver meaningful impact for health systems and their patients.

What you’ll do

Lead and scale the Health Systems segment — set strategy, define targets, hire and coach enterprise sellers, and build repeatable success playbooks.

Personally own and close marquee enterprise deals with top‑tier U.S. health systems (multi‑hospital IDNs, AMCs, large regionals).

Navigate complex buying processes including RFIs / RFPs, value analysis committees, legal (BAA / DPA / MSA), compliance, and InfoSec / HIPAA / SOC 2 reviews.

Map and influence stakeholders across VP / Director of Patient Access, Contact Center leadership, Ambulatory Ops, CDO / CXO, CIO / CTO, CMIO, and service‑line executives.

Build business cases that link patient access metrics (abandon %, ASA, wait times, leakage, show rate, FTEs) to financial and operational outcomes.

Orchestrate pilots and rollouts across service lines (ENT, Ortho, Cardiology, etc.), aligning success criteria, timelines, and executive reporting.

Refine GTM strategy — pricing, packaging, and contracting for large health systems — based on real‑time market feedback.

Maintain a disciplined operating cadence : forecast accuracy, pipeline reviews, and exec‑level account planning.

Serve as the executive face of Assort Health to provider partners, representing the company at industry events and with key health system decision‑makers.

What You Bring

7+ years of experience in complex enterprise sales,

with at least

3+ years selling into large U.S. health systems or IDNs.

Proven success closing 7‑figure ACV deals and managing multi‑year, multi‑site rollouts across service lines.

Demonstrated ability to lead and develop sales teams while personally owning strategic accounts and closing business.

Deep familiarity with hospital procurement, value analysis, and RFP processes.

Working knowledge of EHR and contact center ecosystems — including Epic, Oracle Health / Cerner, athena, and telephony platforms (Genesys, NICE, Five9, Cisco).

Strong business acumen and the ability to tie access and call‑center KPIs (ASA, AHT, containment, occupancy) to clinical and financial ROI.

Excellent executive presence and communication skills; confident engaging C‑suite and Board‑level stakeholders.

A builder’s mindset — capable of operating in ambiguity, establishing new processes, and iterating quickly in a high‑growth environment.

Nice to have

Existing executive relationships within major IDNs and AMCs.

Experience selling digital front door, access, automation, or AI solutions.

Background working with ambulatory operations, service‑line leadership, or contact center transformation initiatives.

Exposure to GPOs, SIs, or channel partners in the provider ecosystem.

Benefits & Perks for Assorties

Competitive Compensation

– Including salary and employee stock options so you share in our success.

Lifelong Learning

– Annual budget for professional development, plus training opportunities to help you grow.

Office Setup Stipend

– We’ll outfit your in‑office workspace so comfy as it’s productive.

Top‑Tier Health Coverage

– Medical, dental, and vision insurance, because your health comes first.

Unlimited PTO

– We trust you to take the time you need to recharge and come back ready to crush it.

Meals & Snacks

– Lunch, dinner, and snack breaks that fuel great ideas.

Wellness Stipend

– Your physical and mental well‑being matters, and we’ve got a yearly stipend to prove it.

401(k)

– Let us help you plan for the future. We’ve got you covered.

How We Work & What We Value

Our team at Assort Health moves fast, stays focused, and is fueled by a desire to serve our customers and patients. Our company values guide how we work—they are present in how we show up, make decisions and work together to move our mission forward. We bring a

Day One Drive , relentlessly striving to improve, keep a

5‑Star Focus , as our customers are our lifeblood, always

Answer the Call , remembering that ownership and accountability are paramount, and show up with

One Pulse , because we are one team, with one rhythm and one result.

Our team is growing and we are looking for motivated, hardworking, and passionate talent. If you want to make healthcare accessible for everyone, we’d love to hear from you!

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