GTM Leader, AI Native

Parallel Web Systems

$175K — $210K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Minimum 3 years of sales team leadership in an AI-native or fast-moving technical environment.
  • Experience selling to technical buyers, including founders, engineers, and ML leads.
  • Strong understanding of LLMs, agents, and complex technical sales processes.
  • Ability to adapt quickly to changing product specifications and buyer needs.
  • Self-starter with a proven track record of pipeline creation and management.

Responsibilities

  • Lead and manage Parallel's AI-native sales team and pipeline.
  • Conduct discovery and closing cycles with technical, AI-oriented buyers.
  • Develop and implement best practices for selling to AI-focused teams.
  • Enhance the ramp-up and productivity of new sales representatives.
  • Partner with recruiting and GTM leadership to build a high-performing team.
  • Monitor and improve pipeline coverage, ramp time, and win rates for the team.

Benefits

  • Competitive salary and generous equity options.
  • Visa sponsorships for eligible candidates.
  • 401K plans to support long-term financial health.
  • Daily lunch and office snacks provided for employees.
  • Dinner catered at the office on workdays.
  • Unlimited vacation policy to encourage work-life balance.
  • Caltrain pass reimbursement for commuting convenience.
Full Job Description
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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