Skip to content

Parallel Web Systems

GTM Leader, Enterprise

Location
Bay Area, CA, US
Arrangement
On-site
Employment type
Full-time
Level
Lead
Posted
25 August 2026 (about a month ago)

Checked about a month agoApplications go to the employer, never to RoleSprint

About this role

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 enterprise 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 with enterprise buyers so your coaching comes from doing the work, not just watching it. These are six-to-twelve month cycles with a buying committee instead of a buyer — security review, procurement, legal redlines, a champion who has to sell internally for you when you're not in the room. You'll sharpen the playbook for navigating that process without losing momentum, build 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 an enterprise sales team for at least 4 years and know how to navigate a room with a CTO or VP without blinking. You've run deals through security reviews, procurement, and multi-stakeholder legal negotiations, and you know how to keep a champion engaged and a deal alive through a six-month lull. You've sold to technical buyers and can hold your own in a conversation about LLMs, agents, or RAG without a technical co-pilot in the room. 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

Locations

  • Bay Area, CA, US
  • New York, NY, US

Ready to make a decision?

This role is either worth your time or it isn’t.

Analyze the posting against your experience, see the gaps clearly, and build the right materials only if the opportunity makes sense.

Nothing is submitted automatically. You choose what happens next.

About this listing

Published on Ashby under the board identifier Parallel, which is the name the employer’s own job board carries. RoleSprint has not verified the company’s registered or trading name, so it is shown exactly as published rather than tidied up.

RoleSprint is not the employer and not a recruiter. Applications are made on the employer’s own site and never reach us; what RoleSprint does is help you decide whether a role is worth your time and prepare for it if it is.

Published 25 August 2026, last checked about a month ago. A posting stops being advertised here 90 days after the employer published it, and one the employer takes down is marked closed rather than quietly removed.

Browse all current openings

No credit card requiredStart free