Director of Sales

Leading the mid-market and HNW/family office sales teams, the full-time remote Director of Sales will engage directly with clients, implement sales methodologies, and drive pipeline generation while managing a fully staffed team to enhance sales performance. Key Responsibilities Personally engage in client and prospect conversations, particularly on HNW/family office deals, to provide senior sales support and competitive positioning Implement and enforce a unified sales methodology across the team, conducting deal and call reviews to improve win rates and shorten sales cycles Own pipeline generation for assigned segments, leveraging AI-driven tools and direct outreach to ensure robust lead management and execution Required Qualifications 8+ years in software sales with at least 4 years leading quota-carrying sales representatives, particularly in the wealth management sector Proven track record of personal sales success and experience implementing a sales methodology in a team setting Experience managing high-velocity sales motions with ACV between $5K and $15K and cycles measured in weeks Demonstrated ability to generate pipeline independently, without reliance on a dedicated demand generation or SDR function Strong executive presence with the capability to engage effectively with senior-level clients and stakeholders