Director, Sales

Why Ryan?

• Hybrid Work Options
• Award-Winning Culture
• Generous Personal Time Off (PTO) Benefits
• 14-Weeks of 100% Paid Leave for New Parents (Adoption Included)
• Monthly Gym Membership Reimbursement OR Gym Equipment Reimbursement
• Benefits Eligibility Effective Day One
• 401K with Employer Match
• Tuition Reimbursement After One Year of Service
• Fertility Assistance Program
• Four-Week Company-Paid Sabbatical Eligibility After Five Years of Service

This Sales Director will own a regional P&L, scale a high-velocity SaaS sales organization, and drive predictable, repeatable execution. This leader must be a builder-territories, processes, coaching systems, and a hunter culture that consistently delivers 3.5 pipeline coverage and achieves bookings targets.
Duties and Responsibilities, Aligned with Key Results:

People:

• Recruit, onboard, and ramp Account Executives within 90 days.
• Foster a culture of accountability, ownership, and strong hunter mentality.
• Conduct weekly deal reviews grounded in MEDDICC discipline.
• Partner closely with Marketing to expand ABM programs and increase SQL generation.
• Collaborate with Product, CSM, and Implementation teams to support cross-sell initiatives and enhance customer retention.
• Work with Customer Solutions to ensure high-impact, world-class demos.

Client:

• Own and execute a defined-territory GTM model.
• Ensure seamless orchestration across AEs, SDRs, and CSMs.
• Enforce segmentation strategy across all account tiers.
• Achieve assigned bookings targets with precision and consistency.
• Maintain strong pipeline health and disciplined forecasting processes.
• Improve win rates through structured, data-driven deal inspection.
• Partner with RevOps to drive operational excellence.
• Collaborate cross-functionally to ensure support of strategic financial outcomes including optimized close cycles, streamlined reporting, and stronger compliance.

Value:

• Model urgency, transparency, and high integrity in all interactions.
• Build a performance-driven team supported by clear KPIs and measurable outcomes.
• Leverage AI and sales-enablement tools-including ChatGPT, ZoomInfo, Outreach, and LinkedIn-to drive productivity, pipeline generation, and personalized buyer engagement.

Education & Experience:

• 3+ years of SaaS sales leadership experience (required).
• Demonstrated success scaling AE teams.
• Strong proficiency in MEDDICC and modern sales methodologies.
• Proven track record of exceeding quota in a multi-product SaaS environment.
• Skilled in executive-level selling and multithreading complex deals.
• Data-driven operator with strong forecasting accuracy.
• 10+ years of enterprise sales experience with a record of consistently exceeding quota selling complex technology solutions.
• Leadership experience building and scaling teams from the ground up.
• Strong executive presence and the ability to influence at senior levels.

Additional Skills:

• Strong communication, collaboration, and analytical skills.
• Ability to operate in a fast-paced environment with competing priorities.

Work Environment:

• Standard indoor working environment.
• Occasional extended periods of sitting or standing.
• Regular interaction with employees and clients in person and via email or telephone.

Travel:

Less than 20%

Equal Opportunity Employer: Disability/Veteran