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 Rev Ops 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, Zoom Info, Outreach, and Linked In-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