Head of Sales

Summary

Join JumpSeat, a hybrid creative agency advisory organization, as the Head of Sales Strategy, Advisory & Enablement. You will build and evolve our Sales Advisory offerings, focusing on demand generation, sales process design, and revenue acceleration. Lead client workstreams including sales audits, outbound campaign execution, and GTM strategy design. Apply our proprietary Agile Growth OS to help clients adopt iterative growth approaches. Develop outbound email campaign strategies, guiding messaging, sequencing, targeting, and channel planning. Serve as a trusted advisor to senior client stakeholders, solving sales challenges and coaching teams. Operationalize sales strategy for client teams, and contribute to thought leadership by codifying frameworks and writing POVs. Mentor emerging talent and build a culture of curiosity and performance.

Requirements

• Experience in Sales Strategy & Execution with 5–10+ years in sales-related roles, including at least 2+ years successfully prospecting and 2+ years in a quota-carrying sales role, or equivalent work experience
• Strong knowledge of outbound campaign design and execution with proven experience, successfully supporting client sales teams
• Excellent strategic thinking and problem-solving skills, with the ability to prioritize and multitask across client engagements
• Exceptional communication and interpersonal skills, enabling effective collaboration with diverse stakeholders
• Growth-minded and entrepreneurial approach with the ability to adapt to changing client needs and work independently
• Familiarity working with modern sales stacks like Salesforce, HubSpot, and Outreach is required

Responsibilities

• Continue to Build our Sales Capability
• You’ll take us to the next level—defining, shaping, and evolving our Sales Advisory offerings with a sharp focus on demand generation, sales process design, and revenue acceleration
• Drive Client Engagements
• Lead client workstreams that span sales audits, outbound campaign execution, and GTM strategy design
• Master Agile GrowthOS
• Learn and apply our proprietary Agile Growth OS to help clients adopt iterative, focused, and scalable approaches to growth
• Design Outbound Campaign Strategy
• Lead the development of outbound/email campaign strategies—guiding messaging, sequencing, targeting, and channel planning
• Be a Trusted Advisor
• Sit at the table with senior client stakeholders to solve sales challenges, design smarter systems , and coach teams through change
• Operationalize Sales Strategy
• Turn sales strategy into action for client BD and sales teams —whether it’s new cadences, better handoffs , or rethinking incentive structures
• Contribute to Thought Leadership & IP
• Codify frameworks, write POVs , and help turn practical experience into a scalable methodology
• Grow the Team and Culture
• Mentor emerging talent, collaborate across practices, and help build a culture of curiosity and performance

Benefits

• Shape a high-impact capability from day one
• Work on genuinely interesting client problems
• Grow alongside smart, kind people
• You’ll join a remote-first company with colleagues in the US, Italy, and Argentina
• You’ll find a place to grow and develop: we support all our crew members with a yearly $1000 Development Budget
• We celebrate you: on your first anniversary, you’ll receive a $500 Anniversary flight to go anywhere in the world
• We recognize each other: We leverage Hey Taco for our daily recognition. We also have a great rewards program associated with it!
• We thrive in balance: Unlimited PTO, Summer Fridays, Time off between holidays? You name it, we’ve got it