Key skills
Enterprise SaaS outbound salesQuota attainmentPipeline sourcingConversion rate optimizationSales automationApolloHubSpotn8nClaudeChatGPTAI workflow automationOutbound sales sequencesAccount qualificationHigh agencyAISaaSSales
About this role
Worksome is a human-first company dedicated to improving work experiences through their external workforce management platform. They are seeking a Sales Development Representative to be the first SDR in North America, responsible for building the SDR function, booking meetings with named accounts, and automating workflows using various tools.
Responsibilities:
- Hunt. You'll work with named accounts in various industries (typically fast-moving, digitally driven industries) across functionals such as HR, Procurement, and Talent Acquisition at enterprises with serious contingent workforce spend. You'll run high-volume outbound, and you'll close the loop on every signal that comes in. If a list of 200 accounts lands on your desk on Monday, you don't ask for a playbook. You build one and book meetings by Friday
- Build. You'll work directly with the CEO, CMO, and SVP Sales to design the SDR motion from scratch. Sequences, ICP refinement, qualification frameworks, AE handoff, the comp plan you'll eventually hire other SDRs onto. We don't have a 50-page corporate playbook for you to follow. That's the point
- Automate. We run Apollo, HubSpot, n8n, and Claude, and lots of other tools across our GTM stack. We expect you to use them, push them harder than we do, and build your own workflows in sync with Marketing and Sales. If you're not already automating list enrichment, signal scoring, and first-touch personalization with AI, this job will eat you. If you are, you'll thrive and ship more meetings than any human SDR can achieve alone
Requirements:
- You've done enterprise SaaS outbound for at least two years and have proven the outcomes, not vibes
- Quota attainment, meetings booked, pipeline sourced, conversion rates
- You're comfortable working in a remote role
- You're disciplined and savvy with the comms style and toolstack of a remote environment
- You're an AI native
- You've built agents, run sequences in n8n or Make, and used Claude or ChatGPT to draft, research, and qualify at 10x speed
- You want to be the first, not the next
- You see 'founding SDR at a category leader scaling the US,' and you understand that's a 5-year career compounder, not a job
- You're frank, low-ego, and high-agency
- If you've sold into HR, Procurement, or Talent at the enterprise level, that's a strong plus
- If you've had experience from related industries such as EoR, Payroll, HR tech, or similar, you're already ahead