Careswift

Founding Account Executive

New York City

Sponsorship not specified$31k-$60kDetected 55 days ago

CRMSalesAccount ManagementOutbound SalesProcurementResearchMentoring

About the role

Until now, every CareSwift deal has been sourced, run, and closed by our founder.
As our Founding Account Executive, you'll take over the full sales cycle - prospecting, discovery, demos, pilots, procurement, and signature - and turn what's working into a repeatable playbook.
This is not a book-meetings-and-hand-off role.

Own the full cycle. Prospect, qualify, demo, pilot, negotiate, close. From first cold call to signed contract, the deal is yours.
Prospect & research: Identify high-potential EMS agencies, ambulance services, and fire departments. Build and maintain your own pipeline - no SDR is feeding you meetings yet.
Navigate real-world EMS buying: Chiefs, boards, budget cycles, municipal procurement, the occasional RFP. You'll drive multi-stakeholder deals all the way to signature.
Build the playbook: Track what's working, keep the CRM clean, and turn your wins into repeatable sequences, talk tracks, and objection handling for the reps who come after you.
Days 1-30: Learn the product cold and the workflows it replaces. Shadow live demos, sit in on pilot check-ins, and map how EMS agencies actually buy - who signs, who champions, who blocks. Start building your own pipeline.
Days 31-60: Take the wheel. Run demos end to end, manage active pilots, and close your first deals. Start documenting the motion: which messaging lands, which objections repeat, where deals stall.
Days 61-90: Own the number. Carry a full pipeline against a quota, run a repeatable full-cycle motion, and feed what you're hearing back into product and positioning.
Own the full cycle.
Perform, and you're the obvious pick to build and lead the sales org.
You speak the language, know the pain points, and can hold your own with a chief.

$180,000-$225,000 (base + variable)
$120,000-$130,000
In-person in New York City, with a remote day bank allowing a set number of remote days per year.
Ground floor, real ceiling. You're our first sales hire. Perform, and you're the obvious pick to build and lead the sales org.
Real impact. Your customers are the people who save lives - you're giving them hours of their day back.
Y Combinator backed. The resources, mentorship, and network of the world's top startup accelerator behind you.

Health insurance, 401(k), and more
You've worked in or around emergency medical services - as a provider, dispatcher, administrator, or vendor selling into EMS.
You've owned a number and taken B2B deals across the line - SaaS, medical equipment, or selling into public safety or government all count.
Equity: 0.25%-0.5%

Brian is a former EMT who saw firsthand how much time paramedics waste on paperwork - he started CareSwift to give them back hours of their day.
We're a small, tight-knit founding team that moves fast and cares deeply about the EMS community.
Negotiate pricing and terms, get contracts signed, and transition new customers cleanly to onboarding - then stay close for expansion and referrals.
Close and hand off: Negotiate pricing and terms, get contracts signed, and transition new customers cleanly to onboarding - then stay close for expansion and referrals.
Your customers are the people who save lives - you're giving them hours of their day back.

This listing is sourced directly from Careswift's careers page and normalized into a canonical job model.