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Sales Leader
2 weeks ago
This executive is accountable for generating revenue, building a high-performing sales team, and implementing effective sales strategies. They will partner closely with cross-functional teams to drive pipeline growth and identify opportunities for improvement.
- Key Responsibilities:
- Own Revenue: Prospect and close new business while setting standards for discovery, demos, negotiation, and forecasting.
- Build the Engine: Design and implement our sales strategy, operating cadence, and playbooks partnering with the broader team where necessary.
- Scale the Team: Recruit, onboard, and coach the sales team; establish goals, enablement, and performance management.
- Broker & Partner Channels: Activate and grow benefits brokers and PEOs in partnership with our VP of Partnerships and Sales Consultants.
- Process & Metrics: Stand up rigorous pipeline hygiene, stage definitions, and forecasting rhythm; create dashboards for conversion, win rates, sales cycle, and channel ROI.
- Cross-Functional Leadership: Partner with the broader team and senior leadership on packaging, pricing, implementation readiness, and renewals/expansion.
- Startup Experience: Success establishing a sales team at an early-stage startup in SaaS, insurtech, or similar B2B business.
- Player-Coach DNA: Proven full-cycle closer who has also hired, coached, and scaled small teams (Series A → Series B).
- Domain Expertise: B2B rewards/HRtech or health insurance background preferred; experience with benefits brokers/consultants a plus.
- Channel Expertise: Experience building broker/partner programs (brokers, PEOs, marketplaces) and running trainings, spiffs, and joint plans.
- Builder Mindset: Comfortable creating process, not just running it—CRM architecture, playbooks, comp plans, territories, and quarterly business reviews.
- Strategic + Analytical: Can segment markets, size opportunities, set targets, and use data to iterate. Fluent with HubSpot preferred.