Sales Manager

Self Bill Pro • Ambler, PA

22d • Remote

About The Position

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.

Requirements

• 5+ years of experience in a sales role within employee benefits, group insurance, HR technology, benefits administration, or a closely adjacent field. Direct industry experience is strongly preferred.
• Formal sales training and real closing experience — you have carried a quota, successfully managed a pipeline, and won complex deals through relationship-building, not just order-taking.
• 5+ years of experience managing and coaching other salespeople, with a track record of making the people around them better.
• Exceptional organizational discipline; you are the kind of person who naturally builds systems and never lets a follow-up fall through the cracks.
• Natural relationship builder who understands that our business is built on trust, not transactional sales. Comfort with long sales cycles and channel-dependent, partner-driven selling is critical.
• Ability to travel regularly to Ambler, PA to work alongside our CEO, especially in the early months of the role. Approximately 25% travel expectation. While this position is remote, in-person collaboration will be expected for onboarding, key meetings, and ongoing strategic alignment.
• You are not looking for a comfortable, static job — you are looking for a true platform to build a department and grow your career.

Responsibilities

• Manage and develop our Account Executive team, including pipeline reviews, deal coaching, follow-up accountability, and proactive performance development.
• 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.
• Direct and prioritize the work of our external BDR, who runs our outbound prospecting infrastructure.
• Own CRM hygiene and pipeline visibility — ensure every active deal, carrier relationship, and outreach thread is meticulously documented and actively moving forward.
• Attend carrier and broker conversations alongside the CEO — both virtually and in person — building a deep command of our relationship-selling motion and becoming a true strategic partner in how we go to market.
• 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.
• Serve as the day-to-day point of escalation for the sales team.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed