Role Overview
We are seeking a collaborative, deal-centric, and results-driven Director of Sales (mid-market) with experience in building and growing high performing B2B SaaS sales teams. As the Director of Sales, you will help to transform and elevate the HCSS sales organization.
What You Will Do
You will lead and motivate a team of talented and passionate sellers, drive proven methodologies, sales tools, and tactics consistently through the organization, and be accountable to deliver your team’s metrics with predictability and accuracy for forecasting, planning, and reporting.
Why It Might Be a Fit
We are seeking a leader who embraces our values, and promotes standards of excellence. You will be responsible for growing and developing a successful team in alignment with the HCSS culture and values, and for leading your team to identify, engage, and secure new accounts, ensuring a robust pipeline of opportunities.
Requirements
- 8+ years of experience in high performing software sales teams (preferably for a SaaS company)
- 4+ years of managing a software sales team
- Successful track record of 100%+ of quota achievement as a manager and individual contributor
- Proven experience coaching and mentoring high performing sales teams
- Proven experience navigating sales cycles, high-velocity sales (rapid sales cycles), and landing new business
- Excellent negotiation, presentation, and communication skills and the ability to coach others to persuade prospects of the value of our solutions
- Ability to travel as needed for customer meetings and industry events
- Compelling verbal and written communication skills
- High level of business acumen and understanding of how sales contributes to overall success
Benefits
- Flexibility to work Remotely
- Medical, dental, and vision coverage with company-paid and employee-paid options
- Paid holidays, sick days, and personal time off
- Employee Resource Groups (ERGs) that foster connection and inclusion
- On-site amenities including a covered basketball court, soccer field, track, pickleball/tennis courts, gym, etc.
- Dog-friendly campus and WiFi-accessible courtyards
- 401(k) with a 5% company match
- Coverage for employee professional development and wellness
To apply for this job please visit jobs.gem.com.

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