Responsibilities:

• Sales Strategy Development
  • Develop and implement a comprehensive sales strategy aligned with the overall business goals and objectives.
  • Identify target markets and segments to focus sales efforts effectively.
• Team Leadership and Management
  • Recruit, train, coach and lead a high-performing sales team.
  • Set clear performance expectations, provide guidance, and mentor team members for professional development.
  • Foster a collaborative and results-driven culture within the sales team.
• Revenue Growth
  • Drive revenue generation through the acquisition of new customers and upselling/cross-selling to existing clients.
  • Develop and execute sales plans to meet or exceed sales targets and revenue goals.
• Market Analysis
  • Stay informed about industry trends, competitive landscape, and customer needs within the human resources sector
  • Use market insights to refine sales strategies, identify new opportunities, and address emerging challenges.
• Sales Process Optimization
  • Continuously evaluate and improve the sales process to enhance efficiency and effectiveness.
  • Implement sales technologies and tools to streamline workflows and enhance sales productivity.
• Collaboration with Cross-functional Teams
  • Work closely with marketing, product development, and customer success teams to ensure alignment across the organization.
• Sales Performance Metrics
  • Establish and monitor key performance indicators (KPIs) to assess the effectiveness of sales strategies and the performance of the sales team.
  • Provide regular reporting and analysis of sales metrics to the executive team.
• Forecasting and Budgeting
  • Develop accurate sales forecasts and budgets in collaboration with finance and executive leadership.
  • Monitor and adjust sales strategies based on actual performance against forecasts.

Qualifications:

• Bachelor’s Degree
• Minimum 5 years in a leadership role for an enterprise B2B SaaS sales organization.
• Required sales experience selling into C-suite, specifically CFO and CHRO or CPO leaders. Recommended but not required to have experience working with benefit brokers in the sales process.
• Must have at least 5 years experience leading a team with a minimum of five sales representatives
• Strongly recommended to have sales experience in either HR tech, payroll, healthcare, employee benefits or similar.
• Must have experience working in a startup or early stage technology company
• Proven track record of direct impact on significant revenue growth
• Self-sufficient leader that is KPI-driven
• Excellent skills in developing sales campaigns and growing the sales pipeline
• Highly skilled in using Salesforce and recommended experience with Zoom Info or similar platforms
• Excellent written and verbal communication skills.
• Comfortable working remote and using web-based meetings with our team, our partners and clients.
• Must be well-organized and ability to prioritize own tasks and guide priorities for the sales team

Compensation:

We offer a competitive salary plus commission, we pay 100% of your health insurance, and more!

Location & Travel:

Remote but based in the Greater Chicago area, with monthly travel for conferences and occasional client meetings and/or prospecting.