Founding Head of Enterprise Sales in United States at Jobgether
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Job Description
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Founding Head of Enterprise Sales based in the United States.
You will step into a high-impact founding sales role within a global creative marketplace that connects millions of designers, brands, and creators with high-quality digital assets.
This position blends hands-on enterprise selling with the opportunity to design and build a scalable revenue engine from the ground up.
You will own strategic relationships with Fortune 1000 companies, large enterprise design teams, and emerging AI-driven buyers.
Beyond closing complex deals, you will define how enterprise sales is structured, from qualification frameworks to pricing models and long-term account expansion strategies.
The role requires strong commercial instincts, deep stakeholder management skills, and comfort operating in ambiguous, evolving sales environments.
It is a rare opportunity to shape both revenue outcomes and the foundational go-to-market motion of a fast-growing global platform.
- Own the full enterprise sales cycle from initial outreach and discovery through negotiation and closing, targeting Fortune 1000 companies, agencies, large creative organizations, and AI-focused buyers.
- Manage inbound enterprise opportunities in collaboration with SDR contractors while independently driving high-value deal execution.
- Build and execute outbound account strategies, including stakeholder mapping, prospecting plans, and tailored messaging for complex enterprise use cases.
- Navigate multi-stakeholder buying processes involving procurement, legal, finance, design leadership, and technical teams.
- Develop long-term account expansion strategies, increasing revenue through additional licenses, broader usage rights, and enterprise-wide adoption.
- Maintain rigorous pipeline management, CRM accuracy, forecasting discipline, and reporting across key sales metrics.
- Translate customer conversations into structured insights to improve sales strategy, product direction, and commercial execution.
- 4–7+ years of experience in B2B enterprise sales, ideally within SaaS, marketplaces, digital platforms, creative technology, or data/content licensing environments.
- Proven track record of managing full-cycle enterprise deals, including prospecting, negotiation, and closing within complex stakeholder environments.
- Strong experience selling into large organizations such as Fortune 1000 companies or similarly structured enterprises.
- Ability to independently build sales processes, playbooks, and repeatable go-to-market motions in early-stage or evolving teams.
- Excellent communication, presentation, and stakeholder management skills across technical and non-technical audiences.
- Strong commercial judgment with the ability to prioritize high-value opportunities and manage long, complex sales cycles.
- High discipline in CRM management, forecasting accuracy, and pipeline tracking.
- Ability to synthesize market feedback into actionable recommendations for product, legal, and leadership teams.
- Competitive annual compensation package including base salary and variable pay (OTE aligned with senior enterprise sales benchmarks).
- Fully remote work model across the United States.
- Comprehensive health, dental, and vision insurance coverage for employees and dependents.
- Generous paid time off, including vacation, sick leave, and seasonal company-wide breaks.
- Retirement savings plan with employer matching contributions.
- Home office, fitness, and professional development stipends to support long-term growth and wellbeing.
- Paid volunteer days and initiatives that support community engagement.
- Access to modern tools, resources, and a distributed, high-performing global team culture.
- Strong emphasis on flexibility, autonomy, and inclusive collaboration across all teams.