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GTM Leader, AI Native

Parallel Web Systems· GTM
Apply on company site
San Francisco or Palo AltoFull-timePosted 2mo ago

About the role

Lead Parallel's AI-native sales team, manage pipeline, coaching, and playbooks for selling into technical, AI-forward buyers. Drive segmentation, ramp, and win rates, while partnering with Recruiting and GTM leadership to scale the team.

Responsibilities

  • Lead a sales team for at least 3 years in an AI-native or fast-moving technical environment.
  • Sell to technical buyers (founders, engineers, ML leads) and discuss LLMs, agents, or RAG without a technical co-pilot.
  • Create and optimize the sales playbook for teams building with agents and LLMs.
  • Sharpen ramp and coaching rhythms to make new reps productive fast.
  • Scale the team as pipeline grows and ensure pipeline coverage, ramp time, and win rates across the team.
  • Partner with the head of Recruiting to build a dream team and with the head of GTM on segmentation.
  • Take ownership of your own pipeline in addition to coaching others.
  • Manage and accelerate deals in a shifting product/spec/competitive landscape.

Qualifications

  • Led a sales team for at least 3 years in an AI-native or fast-moving technical environment.
  • Sold to technical buyers (founders, engineers, ML leads) and conversant in LLMs, agents, or RAG.

Skills

Required:AI-native sales leadershipSelling to technical buyers

Benefits

  • Competitive salary
  • Generous equity
  • Visa sponsorships
  • 401K plans
  • Daily lunch & office snacks
  • Dinner at the office
  • Unlimited vacation
  • Caltrain pass reimbursement
Last updated Oct 1, 2026. Interested? Apply on the company site.

About Parallel Web Systems

The highest accuracy web search for your AI

Deep research API interface for ChatGPT and AI agents. Enterprise-grade deep research with up to 48% accuracy vs GPT-4's 1%. Built for ChatGPT deep research assistants and complex multi-hop AI workflows.

AIDeep researchEnterpriseWeb searchai-infrastructure-and-developmentwing-list-2026wing-list-2026-mid-stage
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