Freelance Sdr Jobs (NOW HIRING)

Worksome is the FEMS (Freelance and External Workforce Management System) category leader. Everest Group named us a Leader in its PEAK Matrix for two consecutive years. We're growing 60%+ a year, just hit profitability, and 350+ enterprises run their external workforce on us, including major brand names across Creative Agencies, Pharma, and Consulting.  The category is finally waking up, the analyst tailwind is at our back, and we're now scaling the US even further.

You'll be the first SDR on the ground in North America. Not the tenth, not the third. The first. That means you book meetings on day one, and by month six you've helped build the function.

1. 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
   
2. 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.
   
3. 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.

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. 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 - but if not, we still want to hear from you, as attitude and grit matter much more than industry experience.

You're comfortable working in a remote role, and 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. Come prepared to show what you've built. "I use ChatGPT sometimes" is not what we are looking for. 

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 want to run the function in 18 months, and you're willing to go the extra mile to earn it.

You're frank, low-ego, and high-agency. Please let us know when something isn't working. You don't wait to be told what to do.

The economics: $65K base, $85K OTE, uncapped, with accelerators kicking in above 100%. Warrants. Full benefits.

The trajectory: a direct path to Head of SDR North America as we scale, AND/OR into AE or sales leadership. 

The mentorship: you'll work daily with our VP Sales (ex-Workday, ex-SAP), the Marketing leadership, including a co-founder, and a highly skilled team who likes to have fun while building the next unicorn. You will not be parked under a manager who barely talks to you.

The story: in 18 months, you'll be able to say you were the first SDR at the FEMS category leader during the moment the category broke open. That's a once-per-career setup.

Send a resume and a short note (a paragraph, not a cover letter) telling us:

1. The numbers from your last SDR role. Quota, attainment, meetings, pipeline.
2. The most useful AI workflow you've built for your own prospecting, and what it did for your output.
3. Why founding SDR at Worksome, specifically.

Point 2 is a showstopper.

We look forward to hearing from you.