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Clipboard Health

Mid-Market Account Executive (Canada/Mexico)

Job Summary

The Mid-Market Account Executive role involves managing the full sales cycle to drive growth by introducing Clipboard Health's product to new workplaces, including prospecting, discovery calls, demos, negotiations, and onboarding. Candidates should possess strong communication skills, sales experience, and the ability to build trust with healthcare stakeholders. The role emphasizes ownership, curiosity, adaptability, and problem-solving in a fast-paced startup environment. Benefits include remote work, competitive compensation, and unlimited paid time off.

Required Skills

Customer Relationship Management
Prospecting
Negotiation
Sales
Product Demos
Business Acumen
Clinical Workflows
Sales Strategies
Feedback Gathering

Benefits

Competitive Pay
Unlimited PTO
Uncapped Commission
Fully Remote

Job Description

Why Clipboard Health Exists:

We exist to lift as many people up the socioeconomic ladder as possible. We dramatically improve lives by letting healthcare professionals turn extra time and ambition into career growth and financial opportunity. We achieve this with our app-based marketplace that connects healthcare facilities and healthcare professionals, allowing professionals to book on-demand shifts and facilities to access on-demand talent.

About Clipboard Health:

Clipboard Health is a fast-growing Series C marketplace. We are a leader in our Long Term Care vertical and are expanding into several others (Dental Offices, Schools, etc).
We are a YC Top Company with a global, remote team of 600+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the US, where tens of thousands of professionals work with us every year.
We are looking for your help to keep growing so we can serve more professionals and workplaces.
To learn more about us, take a look at our website here.

About the Role

Clipboard Health doesn't grow without getting the product into the hands of customers. The Mid-Market Account Executive makes that happen - you drive the growth of the business by introducing our product to new workplaces. This job doesn't stop at prospecting - you'll be responsible for the entire process including negotiating contract terms, closing, and onboarding.

If you're a strong communicator with endless energy and have a knack for getting things done, Clipboard Health is the place for you to grow and develop your skills. You'll drive growth for the business while sharpening your own skills.

Responsibilities:

  • Run a full-cycle sales process, prospecting leads, booking and owning discovery calls, running product demos, negotiating terms, and signing contracts
  • Clearly articulate the value proposition of our products to clinical and non-clinical stakeholders
  • Establish credibility and trust with providers and healthcare executives by demonstrating strong business acumen and understanding of clinical workflows
  • Test sales motions, pitches, value props, provide feedback on what tactics are most effective and develop and recommend sales strategies
  • Capture feedback from prospects on their needs, wants, and pains, and share that feedback with product teams to develop our offering

Beyond the basics, what will make you successful:

  • Extreme Ownership: the buck stops with you, no matter what anyone else did or did not do. You're self-reliant, and can get things done in the chaos that is an early-stage startup scaling quickly
  • Extreme Curiosity: you ask "why" 3-5 times in a row for the same problem, digging and digging and not being satisfied until you truly understand the root cause
  • Scrappiness: you look for ways through problems and refuse to let obstacles derail your progress. You bring solutions instead of asking ‘what should I do?’
  • Fast Paced: You thrive on moving quickly and are highly adaptable to a market that evolves quickly

Requirements:

  • Based in Canada or Mexico
  • Travel to the U.S. x1/quarter
  • Sales experience strongly preferred
  • Bachelor's Degree
  • Familiarity with sales methodologies
  • Willingness to try / lack of fear

Benefits:

  • Do great work that matters for customers who could really use your help
  • Competitive pay with uncapped commission
  • Unlimited PTO
  • Fully Remote

Interested in this job?

Application deadline: Open until filled

Logo of Clipboard Health

Clipboard Health

We connect professionals with open shifts at top facilities. Facilities get the help they need and professionals get the flexibility, freedom, and great rates to live life to the fullest.

See more jobs
Date PostedMay 8th, 2025
Job TypeContract
LocationRemote (Canada, Mexico)
SalaryCompetitive rates
Exciting remote opportunity (requires residency in Canada, Mexico) for a Mid-Market Account Executive (Canada/Mexico) at Clipboard Health. Offering competitive salary (contract). Explore more remote jobs on FlexHired!

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