Head of Sales (Founding GTM)

This range is provided by Oscar. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$160,000.00/yr - $200,000.00/yr

Head of Sales - YC-Backed, On-Site (San Francisco)

Location: San Francisco, CA (On-site only)
Type: Full-time
Compensation:

• Base Salary : $160,000 - $200,000

• On-Target Earnings (OTE) : $280,000 - $350,000

• Equity : Competitive, meaningful equity in a fast-growing YC-backed company
  

About the Company

We're working with a Y Combinator-backed software startup based in San Francisco , building next-generation tools for data infrastructure and observability . Backed by top-tier investors and technical founders, this startup is solving critical pain points for modern engineering teams dealing with growing data complexity, broken pipelines, and visibility gaps.

They're now hiring a founding Head of Sales to lead their GTM motion from the ground up.

This is a unique opportunity to take on a player-coach role, selling directly into engineering leadership (CTOs, VPs, Heads of Data) at mid-market and enterprise companies, and later helping shape the sales team, process, and playbooks that follow.

What You'll Do

• Serve as the first full-time sales hire , owning the entire sales cycle : from prospecting to closing

• Sell to technical and executive stakeholders in engineering and data driven organizations

• Refine the ideal customer profile (ICP) , messaging, and outbound strategy in partnership with the founders

• Build and maintain a healthy pipeline through outbound, networking, and partner channels

• Represent the company at in person meetings, demos, and events in SF and beyond

• Provide real time customer feedback to influence product direction

• Help define the future GTM org structure , including hiring and onboarding future AEs
  

Who We're Looking For

We're looking for a senior level Account Executive or Director with proven startup success, technical sales acumen, and a relentless bias toward execution.
Prior experience in a startup environment is required.

Must Have Experience

• 5-10+ years of full-cycle SaaS sales experience

• Strong background selling into technical buyers, especially Heads of Engineering, CTOs, or CEOs

• Experience in data infrastructure, observability, dev tools, or enterprise SaaS

• Clear history of meeting or exceeding quota in mid-market or enterprise deals

• Able to operate independently , thrive in ambiguity, and build from zero

• Excellent communicator, both in technical and business conversations

• Strong working knowledge of SFDC, sales playbooks, outbound tooling, and deal strategy

• Must be based in or willing to relocate to San Francisco, this is an on site role

Bonus Points For

• Prior experience at a Y Combinator backed startup

• Prior experience as a founding AE, sales lead, or early-stage GTM builder

• Technical literacy in modern data stacks: Snowflake, dbt, Airflow, etc.
  

Why This Role Is Special

• You'll be selling a product with strong founder market fit , early traction, and technical validation

• You'll help shape the sales culture and motion for a company just hitting its growth stride

• You'll be in the room with decision makers, directly influencing GTM, product, and company strategy

• You'll work onsite in San Francisco with a high-output, collaborative team of builders and operators

• Competitive base, strong upside on OTE, and equity in a YC-backed rocketship
  

Oscar Associates Limited (US) is acting as an Employment Agency in relation to this vacancy.

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Business Development, Consulting, and Sales

• Industries

  Blockchain Services, Data Infrastructure and Analytics, and Software Development

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