Head of Sales

Sola InsuranceAtlanta, GA
Onsite

About The Position

We are seeking a Head of Sales to build and lead our sales organization, taking us from eight figures to ten. This role involves leading our sales and account management team, currently seven people, with plans to grow to around 20 over the next year. You will work directly with our CEO and Head of Finance to rebuild how we hire, train, manage, and forecast for the next stage of growth. Your primary goal is to help us become a trusted, indispensable partner to each agency, deepening those relationships over time and earning a larger role in their business. You will also focus on making Sola a place where great salespeople can learn and build their careers by coaching the team, hiring effectively, developing future managers, and building systems that support growth. This is an opportunity to shape the entire sales organization, lead it at increasing scale, and grow your career alongside the company. You will be trusted to make data-driven decisions, with the authority to act, responsibility for results, and equity in the business.

Requirements

  • Experience in building and leading a sales organization.
  • Ability to rebuild hiring, training, management, and forecasting processes.
  • Experience in coaching sales teams and developing future managers.
  • Skills in building systems for sales operations, including CRM workflows and automation.
  • Experience with sales methodologies like MEDDIC, MEDPICC, Sandler, or Challenger.
  • Ability to work with data to make decisions and forecast accurately.
  • Experience in recruiting and growing sales teams.
  • Understanding of agency productivity, conversion, and retention.
  • Ability to collaborate with leadership and finance teams.
  • Insurance experience isn't required.

Nice To Haves

  • Experience in a startup environment.
  • Experience in hypergrowth phases.
  • Experience in the insurance industry.

Responsibilities

  • Develop the team by building onboarding and ongoing training, running weekly 1:1s, call reviews, and role-play sessions. Teach reps to understand an agency's needs, qualify fit early, and agree on clear commitments. Address underperformance directly and develop future managers.
  • Grow agency relationships by helping agencies move from onboarding to their first policy and become consistent producers. Understand their goals, help them succeed, and earn a larger share of their business. Build clear ownership across sales and account management.
  • Recruit and grow the team by making recruiting a priority. Hire strong sellers and account managers, and plan territories, compensation, ramp, and career progression with leadership.
  • Own the forecast by understanding agency productivity, conversion, retention, and rep capacity. Use methodologies like MEDDIC, MEDPICC, Sandler, or Challenger to qualify opportunities. Work with Finance to set targets, explain misses, and act early.
  • Build the systems, including CRM workflows, dashboards, and automation. Implement tools that improve prospecting, coaching, and follow-through.
  • Build outbound efforts and expand our channels by working with Marketing to define target agencies, test outreach, and turn successful approaches into a repeatable source of productive agencies.

Benefits

  • Early stage equity
  • 100% paid medical, dental, and vision coverage for you, your spouse, and your children
  • Daily catered lunch
  • 401(k)
  • Paid parking
  • One Medical membership
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