Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers. This enables hundreds of thousands of people to achieve financial stability for themselves and their families while providing essential care to millions of people across the U.S.
Founded in 2016, we are a remote-first team of over 1,000 people building a top Y-Combinator company and have been profitable since 2022. We’re the leader in Long-Term Care staffing and are rapidly expanding into Home Health, Hospitals, and more, meaning we have more work to do than people to do it, and are growing our team to support millions more people and their communities.
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:
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
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
Quick Note on 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.
Skills Required
- 0-2 years of experience in sales or B2B field sales
- Strong communication and relationship-building skills
- A reliable vehicle and valid driver's license
Clipboard Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Clipboard and has not been reviewed or approved by Clipboard.
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Leave & Time Off Breadth — Corporate materials emphasize remote-first work with unlimited PTO, flexible hours, and family leave options. Feedback suggests time-off flexibility is a notable positive for corporate roles.
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Healthcare Strength — Corporate roles are advertised with medical, dental, and vision insurance. Benefits pages and company materials indicate multiple health-plan options for W‑2 staff.
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Strong & Reliable Incentives — Instant or same-day payouts after shifts are prominently marketed and often work smoothly, aiding cash flow. Higher-paying urgent or surge shifts and in-app rate negotiation can lift earnings in some markets.
Clipboard Insights
What We Do
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.
Why Work With Us
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 Offices, Schools, etc). We are a YC Top Company with a global, remote team of 700+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the US.







