Sales Development Representative

About the role

You'll work directly alongside our US co-founder, owning outbound across the West Coast. That means identifying the right companies, engaging the right buyers, and qualifying the right opportunities. For the right person, this becomes a full 360 role within twelve months — opening and closing your own accounts.

Responsibilities

• West Coast pipeline — identify and engage high-growth startups and scale-ups who need embedded talent solutions, and build the funnel from scratch
• The right buyers — Heads of Talent, Senior Talent Managers, and CPOs at Series A–D companies. You need to know how they think and what makes them move
• Qualified pipeline, not just meetings — every conversation you pass to our co-founder needs to be worth their time
• AI-powered workflow — account research, personalised sequencing at scale, admin automation. You're expected to use AI as a genuine competitive edge, not a talking point
• Market presence — LinkedIn, communities, events. Build Chapter 2's name in the SF startup ecosystem, not just work a list

Requirements

• You've come out of a sales environment — SDR, BDR, agency, RPO — and you know how to build and work a pipeline. We can teach the recruitment side. We can't teach hunger
• You understand the US startup ecosystem and know how to get in front of Heads of Talent, Senior Talent Managers, and CPOs at Series A–D companies
• You use AI extensively and deliberately — personalised outreach at scale, account intelligence, sequencing automation. Not as a novelty, as a competitive edge
• You're comfortable operating without a playbook. We're building the US business now — ambiguity is the environment, not a temporary state
• You're an exceptional communicator — crisp written outreach, confident on calls, able to articulate a complex value proposition quickly
• You can start within 2–3 weeks and are already based in San Francisco

Qualifications

Competitive Commission Structure depending on experience
Flexible work arrangements - Remote
Future-Proof Your Finances – Our pension fund helps you invest in a secure and comfortable future, so you can plan with confidence.
Your Health Matters – From medical aid to comprehensive health and wellness programs, we’re committed to keeping you feeling your best—inside and out.
Celebrating YOU – Your birthday is special, and we think you should spend it doing what makes you happiest! Enjoy birthday leave to relax, celebrate, and recharge.
Shining a Spotlight on Success – We love recognizing and rewarding hard work! Our Town Hall Recognition Awards celebrate those who go the extra mile, because every achievement deserves a moment in the spotlight.

Skills

• Strong outbound selling skills
• Understanding of the US startup ecosystem
• Experience using AI in sales
• Ability to operate in a high-growth, ambiguous environment
• Exceptional communication skills

Benefits

• A competitive Commission Structure depending on experience
• Flexible work arrangements - Remote
• Future-Proof Your Finances – Our pension fund helps you invest in a secure and comfortable future, so you can plan with confidence.
• Your Health Matters – From medical aid to comprehensive health and wellness programs, we’re committed to keeping you feeling your best—inside and out.
• Celebrating YOU – Your birthday is special, and we think you should spend it doing what makes you happiest! Enjoy birthday leave to relax, celebrate, and recharge.
• Shining a Spotlight on Success – We love recognizing and rewarding hard work! Our Town Hall Recognition Awards celebrate those who go the extra mile, because every achievement deserves a moment in the spotlight.

Pay

San Francisco, CA — Hybrid. In-market presence is non-negotiable.
Base: $65,000 - 75,000 | OTE: $180,000+ uncapped
Commission is performance-based and structured to reward the behaviours that matter — pipeline built, opportunities qualified, and revenue generated as you grow into the role. The structure is something we work through together with the right candidate.

Schedule

San Francisco, CA — Hybrid. In-market presence is non-negotiable.