Oscar
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.
#J-18808-Ljbffr
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.
#J-18808-Ljbffr