[Remote] Account Executive, SMB
Note: The job is a remote job and is open to candidates in USA. Caddie AI is a remote-first, Series A AI startup creating an AI-powered Chief of Staff for modern teams. They are seeking an Account Executive to drive revenue in the SMB and Mid-Market segment by closing inbound leads and managing deals with multiple stakeholders. Responsibilities Close a high volume of inbound leads using your SMB SaaS sales experience Manage and quarterback deals with multiple stakeholders Work directly with C-level executives and business owners to understand challenges and propose solutions Develop deep product knowledge to help customers achieve their desired outcomes Drive high customer satisfaction, retention, and long-term value Maintain accurate records of all customer interactions in HubSpot CRM Skills Minimum 1 year of experience selling SaaS Proven success closing deals in the $5K–$10K+ ARR range Track record of strong sales performance Comfortable operating in ambiguous, fast-changing environments Strong negotiation and communication skills Self-starter with a bias toward action and ownership Highly organized with strong attention to detail High emotional intelligence and customer empathy Experience working in a product-led growth (PLG) environment strongly preferred Company Overview Caddie AI is the global hiring marketplace built for tech startups. It was founded in 2024, and is headquartered in San Francisco, California, US, with a workforce of 2-10 employees. Its website is