Head of 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, personalised 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.

Send your resume and a quick note about your proudest sales win to [HIDDEN TEXT].