Job facts
- Location
- Remote (Canada)
- Workplace
- remote
- Type
- full-time
- Department
- Sales
- Posted
- Apr 16, 2026
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Sales Development Representative @
About Clipboard
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:
We’re hiring Sales Development Representatives to grow our Home Health vertical. We’re looking for high-energy, self-starters who can help bring on new customers. This is a hands-on, high-activity role for someone who enjoys calling prospects, handling objections, and generating new business.
If you thrive in fast-paced outbound environments, don’t shy away from rejection, and are motivated by activity-driven goals, this role is for you. Success will be measured through daily activity levels, quality of conversations, and pipeline generated.
This role is 100% remote and requires comfort working in a U.S. time zone environment, with flexibility to adjust to different U.S. shifts if required.
What You’ll Do:
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Make a high volume of outbound calls each week (hundreds of dials)
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Pitch our product to prospective customers through cold outreach
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Qualify leads and book meetings for Account Executives
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Handle objections confidently and adapt messaging on the fly
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Track outreach and outcomes accurately in Salesforce
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Work with leadership to refine our messaging to customers based on the signals that you hear from your conversations
What We’re Looking For:
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Strong spoken English and comfortable on live calls
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Resilience and consistency in the face of rejection
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Willingness to learn, iterate, and work in an experimental environment
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Reliable internet and a quiet working setup suitable for frequent calls
Nice to Have:
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1–3 years in outbound sales or high-volume calling roles preferred
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Experience selling SaaS or B2B products
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Familiarity with CRM tools (Salesforce, HubSpot, etc.)
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Experience working remotely or with distributed teams
What This Role Is (and Isn’t):
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This is a high-activity outbound role focused on calls and pipeline generation
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This is not a passive, email-only, or strategy-heavy sales position
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This role is hopefully a stepping stone - we want to turn you into a closer and promote you through the organization because of your success
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.