GTM Leader, Enterprise

Parallel Web Systems

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

Qualifications

  • 4+ years leading an enterprise sales team
  • Expertise in navigating C-level discussions, particularly with CTOs and VPs
  • Experience managing complex deals through security, procurement, and legal channels
  • Ability to engage champions and maintain deal momentum over long cycles
  • Proficient in selling to technical buyers without relying on technical co-pilots

Responsibilities

  • Lead and develop Parallel's enterprise sales team
  • Engage in direct sales activities, including discovery and closing with enterprise clients
  • Refine and optimize sales processes to maintain deal momentum
  • Develop training and coaching strategies for new sales representatives
  • Collaborate with recruiting to build a high-performing sales team
  • Monitor and drive performance metrics such as pipeline coverage and win rates

Benefits

  • Competitive salary
  • Generous equity options
  • Visa sponsorship available
  • 401K retirement plans
  • Daily complimentary lunch and office snacks
  • Dinner provided at the office
  • Unlimited vacation policy
  • Caltrain pass reimbursement
Full Job Description
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

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