Head of Sales

Recruiter Concierge

San Francisco (CA)

Hybrid

USD 170,000 - 220,000

Full time

14 days+

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Benefits offered by this job

Medical, dental & vision insurance

401k with company match

Unlimited PTO

Company sponsored lunch 5x per week

Job summary

Recruiter Concierge is assisting a client in San Francisco seeking a Head of Sales to own the revenue engine and scale a high-growth B2B SaaS business. The role partners with founders to craft the GTM playbook, close strategic enterprise deals, and hire a world-class sales organization across AEs, SDRs, SEs, and CSMs.

You’ll drive forecasting, metrics, and cross-functional collaboration with Product, Marketing, and Customer Success to translate customer insights into roadmap influence and growth.

Qualifications

8+ years in B2B SaaS sales, with at least 3 years in a leadership role.
Proven ability to scale sales orgs from early traction to multi-hundred K/M ARR.
Strong experience building GTM playbooks, sales processes, and revenue operations.

Responsibilities

Define and execute the revenue strategy, sales motion, forecasting, and GTM playbook.
Develop ICPs, segmentation, qualification frameworks, and pricing strategy.
Build repeatable processes for pipeline creation, deal management, and expansion.
Own forecasting, dashboards, and metrics with executive-level accountability.
Serve as executive sponsor for key customers and prospects at the C-suite level.
Recruit, hire, and develop a world-class sales team as we scale.
Collaborate with Product, Engineering, Marketing, and Customer Success to align roadmap and campaigns.

Skills

B2B SaaS sales

Leadership

Enterprise deals

Forecasting

GTM & revenue ops

Job description

About Our Client:

Our client is building AI for commercial insurance, taking the manual, time-consuming work off professionals’ plates so they can focus on what matters: serving clients and growing their business. They work directly inside the tools teams already use, turning these workflows into fast, automated experiences that save hours every week and unlock meaningful efficiency gains.

Backed by Lightspeed, General Catalyst, and Valor, our client is building from the ground up to modernize a $1T global insurance industry.

About the Role

As Head of Sales, you will own and build the entire revenue engine. This is a rare opportunity to step in at the ground floor when product-market fit has emerged, early customers are seeing real results, and we’re ready to scale. You’ll partner directly with the founders to build the GTM playbook, close strategic deals, and hire the team that will take us from early traction to $XXM ARR. This is a builder role for someone who thrives in ambiguity, loves being close to the customer, and has the instincts to turn an early-stage product into a category-defining go-to-market motion.

What You’ll Do

Define and execute the client’s revenue strategy, sales motion, forecasting, and GTM playbook
Develop ICP definitions, segmentation, qualification frameworks, and pricing strategy
Build and optimize repeatable processes for pipeline creation, deal management, and customer expansion
Own and report on sales forecasting, dashboards, and metrics — bringing rigor and accountability to the revenue function
Serve as executive sponsor for key customers and prospects, building relationships at the C-suite level
Recruit, hire, and develop a world-class sales organization across AEs, SDRs, Sales Engineers, and CSMs as we scale
Be a true cross-functional partner, working closely with Product and Engineering to translate customer feedback into roadmap influence, Marketing to align on messaging, pipeline generation, and campaigns, and Customer Success to drive smooth onboarding, retention, and expansion revenue.

What You’ll Bring

8 years of B2B SaaS sales experience, with at least 3 years in a leadership role
Proven track record of building and scaling sales organizations from early traction to $XXM ARR
Demonstrated ability to personally close complex, multi-stakeholder enterprise deals while simultaneously building process and team
Deep experience developing GTM playbooks, sales processes, and revenue operations from scratch
A data-driven, AI-first approach to forecasting and pipeline management, with strong analytical instincts
Exceptional communication and executive presence — comfortable in the boardroom and on the whiteboard
Low-ego, high-output — you’re as comfortable rolling up your sleeves as you are delegating

Preferred Qualifications

Experience selling into the insurance industry — carriers, MGAs, brokerages, or related financial services verticals
Background in AI, workflow automation, or vertical SaaS for highly regulated industries
Prior experience at a high-growth startup (Seed–Series C), ideally as a first or second sales leadership hire
Experience working alongside technical founders and influencing product roadmap based on customer insights

Benefits & Perks