Director, Sales Strategy – Operations

This is a fully remote position, open to applicants in United States.

📋 Description

• Oversee the annual and long-term strategic planning for the Sales division, which includes capacity modeling, quota formulation, territory design, and headcount alignment.

• Facilitate the forecast cycle and scenario analysis in collaboration with Finance, Revenue Leadership, and cross-functional teams.

• Spearhead strategic projects and initiatives that support the sales go-to-market strategy.

• Manage the Sales operational cadence, including forecasting, pipeline management, and strategic deal assessments.

• Lead and mentor analysts integrated within Sales segments.

• Transform analysts into AI-enhanced strategic contributors by developing dashboards and AI agents.

• Collaborate with Sales leaders on business evaluations, pipeline maintenance, and performance analytics.

• Act as the AI orchestration layer for Sales, defining the implementation of AI agents, automation, and analytics tools, including Claude.

• Advocate for ongoing experimentation and tool adoption to minimize repetitive tasks and expedite insights.

• Provide timely inputs for the annual plan and long-range planning (LRP).

• Enhance forecast precision, AI productivity contributions, Sales Operations efficiency, and team skill development.

• Report quarterly on productivity improvements and operational metrics.

• Travel quarterly for team or company events and meetings.

⛳️ Requirements

• A minimum of 10 years of experience in Revenue Operations, Sales Strategy, Business Operations, Consulting, or a similar role within a rapidly growing B2B SaaS or technology firm.

• At least 5 years of experience in people management.

• Extensive knowledge in go-to-market planning, including annual planning, quota formulation, territory modeling, headcount planning, and long-term strategic planning.

• Strong analytical skills and proficiency with Omni or similar BI tools like Looker, Tableau, or Sigma.

• Advanced SQL capabilities or experience collaborating with analytics engineering teams to define and validate data models.

• At least 2 years of proven experience in designing and implementing automation, AI, and/or ML systems within a go-to-market framework.

• Demonstrated ability to lead cross-functional strategic projects with executive stakeholders.

• Capacity to simplify complex data into clear, actionable insights.

• Experience working operationally with segment or business unit leaders.

• Preferred: experience in healthcare technology, mental health, or mission-driven SaaS sectors.

• Preferred: hands-on experience in AI agent design, prompt engineering, or AI workflows using Claude API, Anthropic Console, or similar platforms.

• Preferred: familiarity with Salesforce SFDC CRM administration, data hygiene, and pipeline management processes.

• Preferred: a software engineering mindset focused on testing, observability, data hygiene, and iterative development.

• Preferred: background in management consulting, FP&A, or corporate strategy.

🏝️ Benefits

• Health, Dental, and Vision benefits commence on your first day.

• One Medical accounts available for employees and their dependents.

• HSA and FSA plans with Spring contributing up to $1K for HSAs, depending on the plan type.

• Employer-sponsored 401(k) matching up to 2%.

• Annual allotment of no-cost visits to Spring Health therapists, coaches, and medication management providers for employees and their dependents.

• Competitive paid time off, which includes vacation, sick leave, and company holidays.

• Parental leave after 6 months: 18 weeks for birthing parents and 16 weeks for non-birthing parents.

• Noom weight management program.

• Carrot fertility care support with up to $4,000 reimbursement for related fertility costs.

• Wellhub subscription for fitness, mindfulness, nutrition, and sleep.

• BrightHorizons provided child care, backup care, and elder care services.

• Up to $1,000 annual reimbursement for professional development.

• $200 annual matching for donations.

• Equity options.

• Performance bonus.