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Salary
$115k – $125k per year
Location
Remote (United States)
Employment
Full-Time
Overview
Company
Impact
Profile match
YouShift connects scheduling, time off, time tracking, payroll, and workforce forecasting for healthcare teams, with AI agents helping coordinate the work.

Healthcare's largest cost center runs on software that doesn't decide anything

Labor accounts for roughly 56% of what American hospitals spend. Tools to manage it exist, but they are systems of record: they store the schedule, they do not build it. So coordinators still rebuild rotations by hand every week. Clinicians still lose personal time to changes nobody saw coming. Executives still approve staffing and contract labor with limited visibility into what either actually costs.

YouShift is building the AI-native workforce operating system for healthcare. Our agents do the work that used to consume an entire operations team: they build and rebalance schedules, hold the line on compliance and clinician preferences, plan capacity against demand, and surface where labor spend is leaking. Scheduling is where we start with most customers. It is not where we stop.

We are 17 people, backed by Y Combinator. The product works and healthcare organizations are paying for it. What we do not have yet is a repeatable way to reach the thousands of physician groups who have never heard of us, and that is exactly the job we are hiring for.

Why this role matters

You will not be joining a mature sales organization with years of playbooks behind it. You will work directly with our Chief Revenue Officer to build the outbound engine that fuels our next stage of growth, as one of the first people on our commercial team.

That cuts both ways, and we would rather be honest about it. There is no script waiting for you, no library of proven sequences, and some of what you try will not work. In exchange, the decisions you make in your first six months will still be visible in how this company sells three years from now.

Your days will be spent speaking with healthcare leaders, understanding the operational pressure they are under, and opening conversations that end up improving how clinical teams work.

What you'll do

  • Research physician groups and health systems, and build a point of view on each account before you ever reach out.
  • Engage Operations leaders, Medical Directors, and healthcare executives through personalized outreach across email, phone, and LinkedIn.
  • Qualify opportunities and hand them off cleanly to the sales team.
  • Run experiments on messaging, sequences, and targeting, and keep the ones that work.
  • Use Attio, LinkedIn, Apollo, and AI assistants such as Claude to do the work of a larger team, and flag the repetitive processes worth automating.
  • Bring what you hear on calls back into the company, so our go-to-market strategy is shaped by evidence rather than assumption.
  • Help write the outbound playbook the next hires will inherit.

What we're looking for

Required

  • Native or near-native English. You will be on the phone with American physicians and executives every day.
  • Authorization to work in the United States.
  • Based in New York City, or able to relocate before your start date.
  • Genuine comfort speaking with senior executives, and the instinct to ask a better question rather than deliver a pitch.
  • Strong organizational skills and real ownership over your own pipeline.
  • Resilience. Outbound in healthcare is a long game, and the feedback loop is slower than you would like.
  • Curiosity about how healthcare organizations actually operate, which is messier and more interesting than it looks from outside.

Nice to have

  • One to three years in an SDR, BDR, or other outbound role.
  • Exposure to healthcare, whether commercial, clinical, or operational.
  • Experience selling B2B SaaS to operational buyers.
  • Fluency with modern prospecting and AI tooling.

If you have never held a sales job but the description above sounds like the work you want to do, apply anyway. We are optimizing for drive and judgment, not for a résumé.

What your first year looks like

Months 1 to 3

Learn the healthcare landscape and where YouShift fits in it. Build confidence engaging senior clinical and operational leaders. Establish a consistent outbound rhythm and start creating qualified opportunities.

Months 3 to 9

Partner closely with the CRO to refine targeting and messaging. Contribute to the AI workflows that make outbound leaner. Become a voice prospects want to hear from rather than one they tolerate.

Beyond

Take on increasing ownership as the commercial team grows, define the playbook for the people who join after you, and move toward an Account Executive seat owning deals end to end.

What we offer

  • Direct mentorship from our CRO and founders, with no layers in between.
  • A clear, stated path to Account Executive.
  • Health insurance.
  • 20 days of paid vacation plus company holidays.
  • Ownership of a function rather than a task list.
  • A team of 17 that likes building together and is candid when something is not working.

Compensation

The base salary range for this role is $65,000 to $75,000 USD, with an additional $50,000 in target variable pay, uncapped. Total on-target earnings are $115,000 to $125,000+.

This range reflects what we expect to pay for this role in New York City. Where an offer lands within it depends on experience and demonstrated ability.

Hiring process

Hiring should be thoughtful, transparent, and respectful of your time. Ours runs in five steps:

  • Introductory conversation with our team.
  • Meeting with our Chief Revenue Officer.
  • Practical exercise, reviewed together.
  • Final conversation with the leadership team.
  • Offer.
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