Director of Sales

Chicory

Director of Sales leading teams to drive revenue strategy for Chicory's advertising platform. Responsible for coaching, developing sellers, and managing performance in a dynamic environment.

Posted 7/6/2026full-timeRemote • 🇺🇸 United StatesLead💰 $175,000 - $185,000 per yearWebsite

About the role

Key responsibilities & impact

Own team quota attainment end-to-end, actively managing pipeline health, forecast accuracy, and the interventions needed to keep the team on track each quarter, including performance management
Coach and develop a team of sellers through 1:1s, deal reviews, and call coaching, with a focus on scaling growth
Translate the CRO's revenue strategy into a clear, executable team plan, including territory design, account prioritization, and outreach frameworks
Deliver accurate, data-informed forecasts to the CRO on a weekly and quarterly basis, proactively identifying pipeline risk
Build and maintain a documented, repeatable sales playbook
Partner cross-functionally with Marketing, Client Success, Campaign Management, Product, and Partnerships to remove blockers and deliver seamless client experiences
Attract, onboard, and retain high-performing sellers, addressing underperformance early and creating clear growth paths for top talent
Externally facing with customers, regularly joining sales calls, building leveled-up client relationships, and meeting with customers in the field
Serve as the primary escalation point for complex deals, renewals, and client relationships that require senior involvement
Keep the CRO informed with honest, well-synthesized reporting and execute on decisions with speed and clarity
Build upon team and company culture and act as a champion of the Chicory Principles

Requirements

What you’ll need

7+ years of sales experience, with 4+ years in a people management role leading a team of quota-carrying sellers
Proven track record of hitting or exceeding team revenue targets in a digital media, shopper marketing, and CPG environment
Experience building or significantly improving a sales process, including pipeline management, forecasting methodology, and coaching frameworks
Strong ability to develop sellers at varying skill levels, from onboarding new hires to elevating tenured sellers
Data-driven mindset with the ability to diagnose team performance gaps and act on them quickly
Excellent communicator who can synthesize complex information for a CRO and translate strategy clearly for a seller
Comfortable operating in a fast-moving, dynamic environment where priorities shift and ambiguity is the norm
Ability to travel 20% of the time to engage with clients and attend events

Benefits

Comp & perks

Comprehensive healthcare benefits, including dental + vision plans
Flexible paid time off policy for vacation, sick days, mental health days, and more!
14 paid holidays + flexibility to take paid time off for any other holidays you observe
Employer-paid membership to One Medical
Free ClassPass membership
Annual learning & development stipend
Flexible remote and hybrid work style arrangements
Fun and friendly office in NYC stocked with free snacks
Virtual and in-person outings and fun activities with our amazing team
Dog-friendly workplace
Competitive compensation package, including base salary + stock options
Flexible Spending Account (FSA) + Health Spending Account (HSA)
401k retirement plan
Commuter benefits
Discounted pet insurance

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

Sales Process ImprovementForecasting MethodologyPerformance ManagementData AnalysisTerritory Design

Soft Skills

Excellent CommunicationCoaching AbilityAdaptabilityProblem-Solving