Director of Sales Strategy and Operations

This leader will act as a force multiplier for Sales and Account Management by ensuring teams are focused on the right opportunities, executing with discipline, and making sound commercial decisions. The role will partner closely with Sales Leadership, Account Management, Finance, Marketing, Service Delivery, Legal, and Deal Desk to improve pipeline quality, forecast accuracy, cross sell / upsell execution, pricing discipline, and overall revenue performance.

Requirements

• 8-12+ years of experience in Sales Leadership, Sales Operations, Sales Strategy, Deal Desk, or Sales Leadership support roles.
• Experience supporting both new logo / hunter sales teams and account management / expansion teams.
• Strong background in B2B services, MSP, SaaS, technology services, or recurring revenue environments.
• Deep expertise in pipeline management, forecasting, compensation design, sales process, account planning, and commercial deal review.
• Experience participating in Deal Desk processes, including pricing, margin review, discounting, contract terms, and exception approval workflows.
• Proven ability to influence and challenge senior sales leaders constructively.
• Strong analytical, financial modeling, and business judgment skills.
• Experience with CRM and PSA tools such as HubSpot, ConnectWise PSA, or similar platforms.
• Excellent communication skills and executive presence.
• Experience with channel / partner sales programs preferred.

Benefits

• Full benefits package
• 401K
• PTO
• Holiday pay
• Referral bonuses