Sales Executive – Healthcare AI Trailblazer
Penguin Ai
About Penguin Ai
We’re not your average AI company — and we don’t want average teammates. Penguin Ai was founded by healthcare veterans who knew the system needed more than hype and half-baked algorithms. We built an AI platform that actually works in healthcare — across Prior Auth, HCC Coding, and all those soul-crushing workflows no one brags about. Our platform is fast to implement (think: 60 days), reduces administrative costs up to 40%, and makes payers look like heroes without writing a line of code. This isn’t a sci-fi demo reel. This is AI for the real world of healthcare.
About the Role – Sales Executive
You’re not just selling software. You’re decoding complexity, corralling consensus, and making bold ideas land inside the bureaucracy of healthcare. If you crave simple transactions or one-call closes, then this is not the job for you. This role is for someone who sees selling as a team sport — influencing the business side before IT even shows up, navigating multiple stakeholders, and threading the needle between strategic and scrappy.
What You’ll Do:
- Be the face of Penguin Ai in your region — part evangelist, part strategist, part therapist.
- Own the full sales cycle into payer and provider organizations. That includes insurance companies, hospitals, large medical groups, and the occasional decision-by-committee deathmatch.
- Partner with our CRO and help shape the go-to-market strategy — not just follow it.
- Lead sales conversations that start with real-world business problems, not buzzwords.
- Translate our platform’s tech-y brilliance into clear, compelling value for every buyer persona.
- Use the CRM like a weapon, not a to-do list.
- Forecasts, insights, wins, and learnings — you bring the signal, not noise.
- Collaborate with product, marketing, and partner teams to close bigger, smarter, faster.
What We’re Looking For
Someone with the rare mix of:
- Healthcare sales DNA – 5+ years selling into payer or provider environments. You’ve navigated long sales cycles, RFPs, and committees with 8 buyers and no clear decision-maker.
- Startup resilience – You can self-direct, self-correct, and self-rescue when things get messy. Because they will.
- Tech fluency – Not just understanding AI buzzwords, but being able to explain what our platform does in language that makes buyers lean in.
- Territory ownership – You know how to build a region, not just manage one.
- Executive polish – C-level conversations don’t scare you; you actually prefer them.
- Strategic muscle – You see the whole chessboard: influence, value mapping, and
- stakeholder alignment.
- CRM discipline – Salesforce/Hubspot doesn’t intimidate you. You make it sing.
- Bonus Points If You:
- Have experience selling AI, RPA, automation, or healthcare workflow tech
- Have worked in (or sold to) a health plan or large provider network
- Can read a room like a Vegas poker pro
- Know how to ask the 3rd “why” without making it weird
The Culture Fit
You’re going to love it here if:
- You thrive in fast-paced, zero-politics environments where good ideas rise quickly.
- You want to help build — not just sell — a company.
- You can laugh at yourself, your prospects, and sometimes, your calendar.
- You love autonomy, hate micromanagement, and think meetings should be earned.
Comp & Perks
- Competitive base salary
- Uncapped commissions (yes, really)
- Health benefits
- Business travel covered
- Huge opportunity to grow with a company on the rise
How to Apply
If you’ve made it this far, we probably want to meet you. Reach out to Peter Longo (peter@penguinai.co) with your resume, a short note on why you’re intrigued, or your favorite AI pun.
NOTE: We strongly believe in recruiters but at this time we are not using one, so candidates only. When recruiters still try to send us people, it actually makes us sour on that recruiter for future use.