Senior Sales Manager, Workstream

• The ideal candidate will have 7+ years of sales background and 3+ years of sales management background
• Must have experience with the full sales cycle and working within startups
• Proven track record of meeting or exceeding quota in a high-growth or startup environment
• Excellent communication, presentation, and relationship-building skills
• Highly self-motivated, organized, and comfortable operating independently in a remote or hybrid environment
• Familiarity with consultative sales methodologies (e.g., MEDDIC, Challenger, SPIN)
• Experience selling to HR, Finance, or Operations stakeholders is a strong plus

Desirable

• We are building out a territory sales motion (similar to Toast’s field sales motion) as we plan to sell into restaurants throughout the country. We are targeted at restaurants in the SMB/MM space that are <30 locations (or <500 employees) and are rapidly gaining traction
• We currently have 4 AEs on the team, and the co-founder/CEO is acting as the interim Sales Manager/Leader, while we look for the right sales leader to come in and partner with him & take over the sales team
• We have plans to scale up the team from 4 to 10+ AEs in the next 6-12 months, and if things continue to progress, we will scale the team nationwide
• Our AEs are closing around 4-6 deals per month at the moment
• We have figured out the early GTM motion with strong traction across outbound prospecting (in-person field sales, calling, email and more), in partnership with marketing/inbound (hosted events, local associations, etc) and are looking for the right Sales Manager/Leader to help to scale it
• As a Senior Sales Manager, this will be an entrepreneurial role that will be like part of a Seed/Series A motion as part of a bigger team as we try to figure out the motion closely with the founders and early teammates
• There will be a lot of cross-functional work working closely with marketing, partnership, sales ops and more and is an incredible opportunity for the right candidate looking to bring your career to the next step!
• Own and manage the full sales cycle: prospecting, discovery, product demos, pricing, negotiation, and closing deals
• Build and maintain a healthy sales pipeline in your assigned territory
• Conduct outbound outreach and follow up on marketing-generated leads
• Understand the HR/payroll pain points of potential clients and tailor the value proposition to address their specific needs
• Collaborate with marketing and product teams to provide feedback and improve lead quality and messaging
• Maintain accurate records in CRM (e.g., Salesforce, HubSpot) and consistently meet or exceed activity and revenue goals
• Work with standard sales tech stack including Salesforce, Outreach, Zoominfo, Apollo, etc
• Attend industry events, networking meetups, and virtual webinars to grow your territory’s presence and visibility