Sales Development Representative, North America

Worksome • Denver, CO

18h • Remote

About The Position

Worksome is the FEMS (Freelance and External Workforce Management System) category leader, recognized by Everest Group for two consecutive years. We are experiencing rapid growth, exceeding 60% year-over-year, have achieved profitability, and serve over 350 enterprises, including major brands in Creative Agencies, Pharma, and Consulting. As the first Sales Development Representative (SDR) in North America, you will be instrumental in booking meetings from day one and contributing to the development of the SDR function within the first six months. This role involves high-volume outbound prospecting within named accounts across various industries, focusing on HR, Procurement, and Talent Acquisition at enterprises with significant contingent workforce spend. You will also collaborate directly with the CEO, CMO, and SVP Sales to design the SDR motion from scratch, including sequences, ICP refinement, qualification frameworks, AE handoff, and the compensation plan. You will leverage and push the boundaries of our GTM stack, including tools like Apollo, HubSpot, n8n, and Claude, to automate processes such as list enrichment, signal scoring, and first-touch personalization with AI.

Requirements

• At least two years of enterprise SaaS outbound experience with proven outcomes (quota attainment, meetings booked, pipeline sourced, conversion rates).
• Comfortable working in a remote role.
• Disciplined and savvy with the comms style and toolstack of a remote environment.
• AI native: experience building agents, running sequences in n8n or Make, and using Claude or ChatGPT to draft, research, and qualify at 10x speed.
• Desire to be the first, not the next; viewing the role as a 5-year career compounder.
• Frank, low-ego, and high-agency attitude; willingness to provide feedback when something isn't working and take initiative.
• Ability to book meetings by Friday when given a list of 200 accounts on Monday.

Nice To Haves

• Experience selling into HR, Procurement, or Talent at the enterprise level.
• Experience from related industries such as EoR, Payroll, HR tech, or similar.

Responsibilities

• Hunt within 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.
• Run high-volume outbound prospecting.
• Close the loop on every signal that comes in.
• Build the SDR motion from scratch, including sequences, ICP refinement, qualification frameworks, AE handoff, and the comp plan.
• Use and push tools like Apollo, HubSpot, n8n, and Claude to automate list enrichment, signal scoring, and first-touch personalization with AI.
• Build your own workflows in sync with Marketing and Sales.

Benefits

• $65K base, $85K OTE, uncapped, with accelerators kicking in above 100%.
• Warrants.
• Full benefits.
• A direct path to Head of SDR North America as we scale, AND/OR into AE or sales leadership.
• Daily work with VP Sales (ex-Workday, ex-SAP), Marketing leadership, including a co-founder, and a highly skilled team.
• Opportunity to be the first SDR at a FEMS category leader during a pivotal growth phase.

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed