Head - Enterprise Sales

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 are 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 will Own:

- Build and execute the enterprise sales strategy across key industries and accounts.

- Own the complete enterprise sales cycle, including 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 are Looking For:

- 8-12+ 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.