Sales Manager

About Self Bill Pro

Self Bill Pro is a rapidly growing startup dedicated to solving one of the most persistent challenges in the employee benefits ecosystem: the complexity of monthly benefits billing. We provide a technology-enabled service where our dedicated team leverages proprietary software to eliminate the administrative burdens of manual invoice audits and costly errors. Our mission is to streamline this critical operation, freeing up employers, brokers, and carriers to focus on their strategic priorities and better serve their people.

Job Summary

The Sales Manager is one of Self Bill Pro's most important hires in 2026. This is the organizational glue of our go-to-market engine — the person who keeps our sales and marketing operation running with precision and energy every single day, freeing our CEO to focus on the high-level strategic relationships and new business origination that drive our growth. You will manage a team of Account Executives and work alongside our Sales and Marketing Operations Manager and external BDR. You will own pipeline visibility, sales process discipline, and team accountability. Over time, as you grow into the role, you will begin to represent Self Bill Pro externally — attending carrier sales events, building relationships with carrier reps, regional sales managers, and insurance brokers, and eventually becoming a true field presence alongside our CEO. This is a rare opportunity to join a company at an inflection point, learn a highly specialized GTM motion from a founder who built it from scratch, and grow into a senior sales leadership role as the business scales.

Key Responsibilities

• Team Leadership & Deal Coaching: Manage and develop our Account Executive team, including pipeline reviews, deal coaching, follow-up accountability, and proactive performance development.
• GTM Collaboration: Work daily alongside our Sales & Marketing Operations Manager to direct outreach priorities, campaign execution, and marketing activities across our three key GTM audiences: strategic insurance carrier relationships, prospective carriers, and brokers.
• Outbound Pipeline Management: Direct and prioritize the work of our external BDR, who runs our outbound prospecting infrastructure.
• CRM & Process Discipline: Own CRM hygiene and pipeline visibility — ensure every active deal, carrier relationship, and outreach thread is meticulously documented and actively moving forward.
• Founder Shadowing: Attend carrier and broker conversations alongside the CEO, building a deep command of our relationship-selling motion and becoming a true strategic partner in how we go to market.
• Field Penetration: Gradually build your own relationships with carrier sales reps and regional sales managers across our carrier network, deepening the field-level penetration that turns relationships into consistent deal flow.
• First Line of Defense: Serve as the day-to-day point of escalation for the sales team.