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Open nowPosted 59 days agoWe saw it 21 min after it went up

GTM Leader, AI Native

Parallel Web Systems27 open roles

Where
San Francisco or Palo Alto
Work mode
On site
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Your applicationOpen nowGTM Leader, AI NativeParallel Web Systems · San Francisco or Palo Alto
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The clock on this job

Early applications get read.

11.8% of postings close within 7 days. Measured by our own scanner across the market. Parallel Web Systems postings stay open a median of 61 days.

Share of postings closed within
  1. 2.1%1 day
  2. 4.4%3 days
  3. 11.8%7 days
  4. 18.5%14 days
  5. 35.5%30 days
  6. 45.1%60 days
This job: posted 59 days ago

Parallel Web Systems median: 61 days open

The posting

ABOUT US

Parallel is a web infrastructure company. Our products are used by leading businesses in sales, marketing, insurance, and coding to build best-in-class AI agents with flexible and powerful programmatic access to the web.

We've raised $230 million from Kleiner Perkins, Sequoia, Index Ventures, Spark Capital, Khosla Ventures, First Round, and Terrain to build the web for AIs. We're currently valued at $2 billion and we're forming a world-class team of engineers, designers, marketers, sellers, researchers, and operational experts to achieve our mission.

Job: You'll lead Parallel's AI-native sales team, working alongside the most talent-dense GTM leaders and ICs in the business. You'll carry a piece of the pipeline yourself, running discovery and closing cycles against technical, AI-forward buyers so your coaching comes from doing the work, not just watching it. These are companies shipping on model updates and rearchitecting their stack every quarter — the buyer you talked to last month may have a different roadmap today, and the deal moves at the pace of their release cycle, not yours. You'll build the playbook for selling into teams that are already building with agents and LLMs, sharpen the ramp and coaching rhythm that gets new reps productive fast, and scale the team as pipeline grows. You'll partner with the head of Recruiting to build a dream team and with the head of GTM on segmentation. You're accountable for pipeline coverage, ramp time, and win rates across your team — not just your own number.

You: Have led a sales team for at least 3 years in an AI-native or fast-moving technical environment. You've sold to technical buyers — founders, engineers, ML leads — and can hold your own in a conversation about LLMs, agents, or RAG without a technical co-pilot in the room. You thrive when the product spec, the buyer's use case, and the competitive landscape all shift in the same week, and you know how to keep a deal moving when the ground underneath it won't sit still. You know the difference between coaching someone through a deal and doing it for them, and you'd rather build reps up than carry them. You create your own pipeline instead of waiting for it, and you're allergic to hand-holding, both giving and receiving it. You want to take an existing team further, not inherit a blank slate or a fully solved function.

LIFE AT PARALLEL

Our team works fully in-person, between our Palo Alto HQ and San Francisco office. We’re a flat, talent-dense organization dedicated to solving technical and creative problems.

We seek like-minded individuals who share our passion for applying science, creativity, and consistency to big and complex problems with equally big outcomes. These are our values:

- Own customer impact: It’s on us to ensure real-world outcomes for our customers.

- Obsess over craft: Perfect every detail because quality compounds.

- Accelerate change: Ship fast, adapt faster, and move frontier ideas into production.

- Create win-wins: Creatively turn trade-offs into upside.

- Make high-conviction bets: Try and fail. But succeed an unfair amount.

COMPENSATION & BENEFITS

- Competitive salary

- Generous equity

- Visa sponsorships

- 401K plans

- Daily lunch & office snacks

- Dinner at the office

- Unlimited vacation

- Caltrain pass reimbursement

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