Job Description
About TrueFan AI
TrueFan 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 TrueFan 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 TrueFan 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, MarTech, 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 TrueFan 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.