Territory Account Executive

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

Clipboard is a fast-growing Series C marketplace. We are a leader in our Long Term Care vertical and are expanding into several others (Dental, Home Health, etc.), as well as building out a full-time product.
We are a YC Top Company with a global, remote team of 1,000+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the U.S., 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.

Beware of scammers! Clipboard would never ask you for money or your bank details to participate in our hiring process. Report any scammers impersonating the Clipboard hiring team members here.

About the Role

Clipboard is transforming the talent marketplace by connecting workplaces with professionals they need, when they need them.

Our Sales team is growing fast and we're doing work that genuinely matters whilst having a load of fun - check out this profile of Kushal to get a taste of what life in the team is like.

As a Territory Account Executive, you’ll be the 'Sales CEO' of a territory: you’ll prospect, close, and expand facility partners through in-person selling, and you’ll be accountable for revenue growth in your market(s).

We’re hiring for two types of Territory Account Executive roles:

1. Local Territory AE (In-Market)

   • Eligible if you live in one of our core priority metros (listed here)

   • Field time: 3-4 days each week

   • Territory: one core metro - your area

2. GTM Territory AE (US-Based, ~50% Travel)

   • Eligible if you live anywhere in the US (not required to be in a core metro)

   • Field time: ~50% travel; 1–2 week blitzes at a time (requiring overnight stays)

   • Territory: cluster of smaller metros, often in the same region

In both cases, you’ll be the face of Clipboard in your markets, spending a large chunk of your time in the field meeting with and winning over decision makers at long term care facilities. This is an opportunity to own markets from the ground up. Whether you’re an early-career builder looking to learn fast, or an experienced seller/operator ready to lead territory strategy and execution, there’s an opportunity at Clipboard.

What You’ll Do

• Prospect, pitch, and close new healthcare facility partners through field sales and local business development

• Manage and grow relationships with existing customers to deepen engagement

• Conduct in-person meetings, demos, and site visits across your territory

• Develop a deep understanding of your local healthcare landscape and competitors

• Partner with internal teams to deliver an excellent customer experience

• Maintain clear pipeline and activity tracking in CRM (B2B Sales Environment)

• Spend 4 days per week in the field meeting with customers and prospects

Who You Are

As mentioned above, we’re rapidly growing our team and need both more junior & more senior folks in most markets. Below you’ll find what we’re looking for for both profiles.

Early Career Path

• 0–2 years of experience in sales, account management, customer-facing roles, or B2B field sales

• Fast learner who thrives in dynamic environments and wants to build a strong commercial foundation

• Motivated by fieldwork and relationship building

• Eager to grow into territory ownership and leadership as markets scale

Experienced Path

• 3–5+ years of experience as territory manager, outside sales rep, business development, or account manager (healthcare or marketplace experience a plus)

• Skilled at managing a full book of business — prospecting, closing, and expanding existing accounts

• Data-driven and strategic, able to shape territory plans and mentor newer teammates

• Comfortable owning results end to end with minimal oversight

What You Bring (All Candidates)

• Strong communication and relationship-building skills across clinical and business audiences

• Curiosity, persistence, and a bias for action

• Organization and autonomy in managing your own schedule and pipeline

• A reliable vehicle, valid driver’s license, and ability to travel (either locally or overnight, depending whether you're going for Local Territory AE or GTM Territory AE

  
  Our Interview Process:

  • Case Study

  • Interview + Customer Call Simulation

  • Executive Interview

  • [Possible] Culture chat with Co-CEO

  • Offer

  Why a case study first? Since this role is remote and requires a high degree of autonomy, the case study helps us understand how you operate in an asynchronous environment. Specifically, we’re looking at how you interpret written context, navigate ambiguity, and identify opportunities independently.This ensures our first conversation is grounded in your actual work style rather than just a resume walkthrough.

What We Offer

• Competitive base salary + uncapped commission

• Insurance benefits and 401k options

• Unlimited PTO and flexible holidays

• Mileage reimbursement or travel stipend for field work

• Remote flexibility when not in the field

• Clear growth path into Territory Manager, Senior Account Executive, or Sales Management roles