Founding Head of Enterprise Sales
New
Fully remote work model across Canada and the United StatesFull-TimeSenior
SalaryCompetitive total compensation package including base salary and variable pay (OTE aligned with senior enterprise sales benchmarks).
Apply NowOpens the employer's application page
Job Details
- Experience
- 4–7+ years
- Required Skills
- Lead GenerationCRMSaaS
Requirements
- 4–7+ years of experience in B2B enterprise sales, ideally in SaaS, marketplaces, digital platforms, data licensing, or creative technology environments.
- Proven experience managing full-cycle enterprise deals, including negotiation with procurement, legal, and senior stakeholders.
- Strong track record of selling into large organizations such as Fortune 1000 companies or similarly complex enterprise environments.
- Ability to build sales structure, playbooks, and repeatable processes in early-stage or evolving sales organizations.
- Strong commercial acumen with the ability to prioritize high-value opportunities and manage long, complex sales cycles.
- Excellent communication, presentation, and stakeholder management skills.
- High discipline in CRM usage, forecasting accuracy, and pipeline management.
- Ability to translate customer feedback into actionable insights for product, legal, and leadership teams.
Responsibilities
- Own the full enterprise sales cycle from prospecting and discovery to negotiation and closing, focusing on Fortune 1000 companies, large creative organizations, agencies, and AI-driven buyers.
- Manage and convert qualified inbound opportunities in collaboration with SDR contractors.
- Build and execute outbound strategies, including account targeting, stakeholder mapping, and tailored messaging for enterprise use cases.
- Navigate complex sales processes involving procurement, legal, security, and multi-stakeholder decision-making environments.
- Develop and expand strategic account relationships through upselling, cross-selling, and long-term licensing or enterprise agreements.
- Maintain accurate pipeline forecasting, CRM discipline, and reporting across key sales metrics.
- Identify patterns and insights from customer interactions to refine sales strategy and improve conversion efficiency.
View Full Description & ApplyYou'll be redirected to the employer's site
