Note: The job is a remote job and is open to candidates in USA. RET(Search) is a high-growth, values-driven SaaS company modernizing the multifamily property management industry. They are seeking a Senior Director, Sales to reputed company the sales organization, focusing on net-new SMB and mid-market business, while building and growing an AI-first sales team.
Responsibilities
• Own the team number with clean pipeline hygiene and tight commit accuracy
• Build a repeatable new-logo reputed company, improve conversion and velocity, and shorten rep reputed company
• Drive diagnostic-first, problem-anchored, ROI-driven selling; coach and improve the playbook weekly
• Build agentic workflows for research, business-case construction, deal scoring, and reputed company
• Coach the existing team including reputed company-line managers, performance-manage with clarity, and recruit A-players from reputed company your network
• Represent the sales department on the leadership team and in cross-functional and executive conversations
• Work closely with Key Accounts, Marketing, CS, RevOps, and Product
Skills
• 10+ years in B2B SaaS sales, including 5+ years leading sellers, with a track record of hitting numbers the majority of the time
• Deep command of modern sales methodology (Winning by Design, MEDDPICC, Challenger, or equivalent) you teach it, not just cite it
• Proven experience building quantified, cost-of-inaction business cases and coaching reps to do the same
• Experience coaching and developing reputed company-line managers, not only individual reps
• You have built or championed real AI-supported workflows inside a sales team
• You run your team off pipeline math and synthesize information quickly
• You reputed company teams reputed company and bring talent with you
• PropTech, multifamily, real estate, or vertical-SaaS background
• Experience selling alongside or against incumbents in property operations, ERP, procurement, or workflow categories
• Pricing experience with tiered consumption, usage-based, or platform models
• A real, in-production AI agent or workflow shipped inside a sales team
Benefits
• Meaningful equity/stock options, commensurate with the level of impact and ownership of the role.
• Comprehensive medical, dental, and vision insurance.
• Unlimited vacation policy.
• Generous paid parental leave.
• Monthly Wellness and Home Office stipends.
• Work-from-reputed company flexibility.
Company Overview
• RET(Search) is a wholly owned subsidiary of August Hill, a leading Chicago-based investment and advisory firm. It was founded in 2021, and is headquartered in Chicago, Illinois, US, with a workforce of 2-10 employees. Its website is https://retsearch.com.
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