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Head of Sales, Digital Native

AssemblyAISan FranciscoSales
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Salary
$350K - $450K USD
Job type
Full-time
Posted
16 Sept 2026
Status
Open · checked 7d ago

About this role

Role Overview

AssemblyAI seeks a Head of Sales, Digital Native to build and lead the sales group focused on the fastest-growing sector of the business, specifically digital native and AI-native companies building voice applications. This position is located in San Francisco and suits an ambitious sales leader with extensive experience scaling technical sales teams. Joining a lean and high-performing environment, this builder role requires hands-on recruitment, territory design, and operational cadence to drive revenue across advanced Voice AI models and developer platforms.

Key Responsibilities

Scale the digital native sales team from a small group of account executives and business development reps into a multi-layered organization.
Own the land number for the segment by securing net new customers and helping them expand production usage.
Recruit, onboard, and develop front-line managers while establishing interview loops and ramp plans for new hires.
Design the segment coverage model, including territories, target account tiers, and account lists.
Build the operational framework for the team, covering forecasting, pipeline inspection, deal reviews, and compensation design.
Partner with Applied AI Engineering and Forward Deployed Engineering to turn technical benchmark wins into deployed production usage.
Drive an outbound-first culture that builds pipeline using custom benchmarks, competitive insights, and use-case-specific demos.
Represent the voice of the customer to executive leadership to guide go-to-market strategies for new products.

Requirements

Bring eight or more years of experience in technical sales.
Possess a minimum of four years leading sales teams, which must include experience managing other managers.
Demonstrate a strong history of scaling a sales organization through a step change in headcount, having hired and ramped ten or more representatives and built a management layer.
Background in selling infrastructure, APIs, or developer platforms to engineering and product buyers, preferably within a usage-based or consumption pricing model.
Technical credibility to discuss API architectures, model accuracy tradeoffs, latency, and deployment choices with engineers and CTOs.
Proven ability to design territories, quotas, and compensation plans that encourage optimal seller behavior.
Maintain high urgency, exceptional recruiting instincts, and comfort operating in fast-changing environments.
Willingness to travel more than fifty percent of each month for customer visits, industry events, and team offsites.

Skills and Tools

LLM
API Architectures
Technical Sales Leadership
Pipeline Management
Outbound Sales Strategies

Salary and Benefits

On-target earnings range between $350,000 and $450,000, which includes base salary and commission.
Competitive equity grants.
One hundred percent employer-paid benefits.
A 401(k) match of up to 4% for United States-based full-time team members.

About the Company

AssemblyAI creates voice artificial intelligence models that power next-generation voice applications, processing millions of inference calls and audio hours monthly for thousands of customers. The enterprise operates as a lean, capital-efficient meritocracy with under one hundred team members, prioritizing speed, ownership, and direct impact without heavy bureaucracy or approval processes.

How to Apply

Interested candidates should visit the official AssemblyAI careers page to submit an application for this opportunity.

Skills and tech stack

LLM

Questions candidates ask

Where is this job located?

This position is based in San Francisco, with an expectation of traveling over 50% of each month for customer visits, industry events, and team offsites.

What is the compensation range for the Head of Sales role?

The expected total compensation, which includes base salary and commission, is between $350,000 and $450,000 in on-target earnings, alongside competitive equity, employer-paid benefits, and a 401(k) match.

How much experience is required for this position?

Candidates must have at least 8 years of experience in technical sales, including a minimum of 4 years leading sales teams and managing other managers.

What kind of products does AssemblyAI sell?

AssemblyAI builds Voice AI models, orchestration tools like the Voice Agent API, and an LLM Gateway that serve developers and enterprises.

What travel requirements are associated with this role?

The successful candidate must be willing to travel over 50% of each month for customer visits, team offsites, and industry events.

Ready to apply?

The application is on the official AssemblyAI careers page.

Apply on company site