Head of Sales

Head of Sales

Remote

About the Role

Our client, a marketing agency, is seeking a Head of Sales, reporting to the CEO, to lead the strategy, operations, and execution of our commercial sales team. This role oversees inbound and outbound sales, driving a disciplined operating cadence, improving pipeline quality and conversion, and ensuring consistent achievement of new business and total sales targets. The ideal candidate combines strong sales leadership with hands-on deal execution, guiding late-stage opportunities to close, elevating qualification and follow-up discipline, and improving forecast accuracy.

This role partners closely with Marketing (dotted-line) to align lead generation, targeting, and conversion insights, creating a feedback loop that fuels growth.

Responsibilities

Sales Team Leadership & Execution

• Directly manage, coach, and develop all sales team members (BDRs, closers, and sales ops support) to drive consistent performance and accountability
• Establish clear goals and expectations by role (outbound activity, pipeline creation, stage progression, close rate, and quota attainment)
• Run structured deal strategy reviews and support late?stage deal execution (negotiation planning, stakeholder mapping, close plans)
• Drive improvements in win rate through rigorous qualification, competitive positioning, and consistent sales process adherence.
• Sales Operations, Cadence & Forecasting
• Own the sales operating cadence: weekly pipeline and forecast calls, stage-by-stage inspection, and gap-close planning
• Define and manage core KPIs (pipeline coverage, conversion by stage, cycle time, win rate, outbound activity, meeting-to-opportunity and opportunity-to-close rates)
• Ensure high?integrity CRM usage (HubSpot): accurate stage management, activity logging, close dates, and reporting hygiene

Targeting, Playbooks & Enablement

• Refine and operationalize the ideal customer profile (ICP) and targeting approach in partnership with Chief Customer Officer and the marketing team
• Develop and continuously improve outbound and closing playbooks (messaging, objection handling, discovery, qualification, mutual action plans)
• Strengthen proposal and SOW discipline (scope clarity, pricing logic, margin awareness, and negotiation readiness)
• Standardize handoffs from BDR to closer and from signed deal to delivery/account leadership to reduce downstream churn risk

Cross?Functional Partnership (Dotted?Line to Marketing)

• Partner with Marketing (dotted line) to align campaigns / content with ICP targets and pipeline needs
• Create a feedback system on lead quality, conversion performance, and messaging effectiveness
• Coordinate with Finance and Operations leadership on targets, capacity, and performance reporting

Qualifications

• Strong business development experience (with preference for experience with performance marketing)
• 8+ years of experience in technology, advertising or a media sale with progressive career advancement and expanded responsibilities
• Experience with short and long sales cycles, and a broad range of clients spanning large enterprise-level, as well as small and midsized businesses (ecomm and financial services experience a plus)
• Track record of team building and culture development
• A motivated self-starter, process-oriented with high attention to detail
• Operates with a sense of urgency and expects his/her team to do the same, leading by example
• Possesses a very hands-on orientation and comfortable working in a resource lean environment
• Bachelor's Degree required.

Juno is an Equal Opportunity Employer that provides equal opportunities to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, genetic predisposition or carrier status, or any other characteristic protected by federal, state or local law. The Company is committed to this policy with respect to recruitment, hiring, placement, promotion, transfer, training, compensation, benefits, employee activities and general treatment during employment. It's expected that all employees are aware of this policy and that they create an environment that's sensitive and respectful to all individuals.