Head of Enterprise Sales

About True Fan AI
True Fan AI is building the infrastructure behind  AI-powered celebrity video content for brands  — creating a new category at the intersection of AI, celebrity, content, and marketing.
We work with brands to create high-impact, personalized video experiences powered by AI and celebrity talent.
As we scale our enterprise business, we’re looking for a  Head of Enterprise Sales  to build and lead our enterprise revenue engine.

The Role
As the  Head of Enterprise Sales , you will own the enterprise sales function end-to-end — from strategy and pipeline creation to closing large, strategic accounts and building a high-performing sales team.
This is a  hands-on leadership role  for someone who enjoys selling complex solutions, engaging senior stakeholders, and building enterprise relationships from the ground up.

What You'll Own
Build and execute the  enterprise sales strategy  across key industries and accounts.
Own the complete enterprise sales cycle — prospecting, discovery, solutioning, negotiation, and closure.
Build and manage a strong pipeline of  high-value enterprise opportunities .
Develop relationships with CXOs, CMOs, business heads, marketing leaders, and other senior decision-makers.
Identify new enterprise use cases and expand True Fan AI's footprint within existing accounts.
Build strategic partnerships and enterprise relationships that accelerate revenue growth.
Lead enterprise proposals, commercial negotiations, and large deal closures.
Work closely with Product, Marketing, Operations, and Leadership to convert customer needs into scalable solutions.
Build, mentor, and manage a high-performing enterprise sales team.
Establish sales processes, forecasting mechanisms, account plans, and revenue metrics.
Represent True Fan AI at industry events, client meetings, and strategic business discussions.

What We're Looking For
8–14+ years of experience  in B2B / Enterprise Sales, preferably selling technology, SaaS, AI, Mar Tech, AdTech, or digital solutions.
Proven track record of  closing large enterprise deals  and consistently delivering revenue targets.
Strong experience selling to  CXO and senior leadership stakeholders .
Experience building enterprise sales teams and processes from an early stage or high-growth environment.
Strong understanding of consultative and solution-led selling.
Excellent negotiation, communication, presentation, and stakeholder-management skills.
Ability to navigate long, complex enterprise sales cycles.
Strong commercial understanding with the ability to structure and negotiate high-value deals.
Entrepreneurial mindset — comfortable operating in a fast-moving, ambiguous startup environment.
Strong ownership and a  builder mentality  — someone who can create the playbook, not just follow one.

What Success Looks Like
Consistent growth in enterprise revenue and deal size.
Strong pipeline across strategic enterprise accounts.
Successful acquisition and expansion of marquee customers.
Repeatable enterprise sales processes and forecasting.
A high-performing enterprise sales team.
Strong cross-sell and upsell revenue from existing accounts.

Why True Fan AI?
Build and sell a  new AI-led category  at the intersection of technology, celebrity, content, and marketing.
Work directly with some of the world's leading brands and enterprises.
High ownership and direct impact on the company's growth.
Work closely with the founding and leadership team.
Fast-paced startup environment with significant room to build and experiment.