Director, SMB Sales

Achieve Your Potential

This role offers a unique opportunity to lead a high-velocity SMB sales practice, combining leadership, coaching, and accountability to drive sales and subscription revenue. The ideal candidate will thrive in a dynamic, fast-growing environment and possess a proven track record of building, coaching, and retaining successful sales teams.

What You'll Do

• Provide hands-on coaching and guidance to motivate and steer a growing sales team
• Support daily sales activity across inbound and outbound channels — ensuring consistent messaging, qualification, and follow-up standards
• Review and report sales metrics (pipeline, conversion rates, ACV, cycle time, win/loss) consistently to leadership
• Own forecasting and pipeline accuracy in HubSpot
• Partner closely with Marketing and Customer Success to align lead flow, nurture strategies, and customer retention handoffs
• Develop playbooks and training plans to continuously improve team performance and onboarding efficiency
• Occasionally run or join client sales calls — modeling best practices for discovery, demoing, and closing
• Optimize systems and workflows for efficiency, visibility, and scalability
• Drive accountability for activity, quality, and results across your team

Qualifications

• Bachelor’s degree or equivalent work experience
• 6+ years in B2B or SaaS sales, with at least 3 years of sales leadership experience
• Proven record of building, coaching, and retaining successful sales teams
• Deep familiarity with SMB, franchise, or multi-location sales environments especially in insurance or restaurant verticals
• Proficiency in HubSpot CRM (reporting, forecasting, and pipeline management)
• Strong communication and presentation skills — you lead from the front
• Highly organized and data-driven, with the ability to identify and remove roadblocks for your team

What Will Make Us Call You for Sure

• You’ve built or scaled a high-velocity SMB sales motion (ideally franchise or channel-based)
• You’re a coach at heart — you measure success by your team’s growth, not just your own deals
• You know how to balance KPIs with morale and motivation
• You thrive in dynamic, fast-growth environments and aren’t afraid to iterate
• You’re proactive, confident, and deeply collaborative
• You can toggle seamlessly between strategy, execution, and enablement

Why Join Us?

• We offer remote work availability with the possibility of onsite or hybrid if in commuting distance of our Boulder, CO office
• We provide generous holidays including a reduced schedule between Christmas and New Year’s
• We have strong health plans, including dental and vision premiums covered for employees
• We offer a Matching traditional and Roth 401k plan
• We provide an Employee Assistance Program
• We offer Supplemental tenure-based leave: self-care and family first
• We have a killer culture with team members who have your back!
• We have in-person and virtual connection points for culture building
• We offer a competitive compensation package: 115,000k-125,000k base + 50% incentive bonus