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Job Description

Hail Or High Water Roofing is building a field sales team that consistently produces signed agreements for our operations team. This role is centered on recruiting, training, and leading door-to-door insurance roofing sales representatives, with the goal of creating a repeatable, high-performance sales culture.

Georgia (onsite) with work on the road, plus a flexible schedule. Compensation is USD 150,000 - 350,000 per year, with room to shape incentives and career paths alongside leadership.

Responsibilities

  • Recruit, interview, and hire door-to-door sales representatives.
  • Build and implement a repeatable sales training system.
  • Train, coach, and develop new sales representatives into consistent producers.
  • Run sales meetings, training sessions, and role-playing to sharpen performance.
  • Work alongside representatives in the field and lead by example.
  • Create accountability systems focused on measurable results.
  • Coach underperforming representatives and develop top performers.
  • Retain talented salespeople and create opportunities for advancement.
  • Identify neighborhoods, markets, and new sales opportunities.
  • Work directly with leadership to develop compensation structures, incentives, and career paths.
  • Build a sales culture centered on performance, accountability, achievement, and continuous improvement.
  • Own the outcome of building a sales organization capable of generating signed agreements for the operations team.

Requirements

  • Proven track record in door-to-door insurance roofing sales leadership.
  • Experience recruiting talent and recognizing potential in less-experienced salespeople.
  • Ability to train reps to prospect and knock doors, strengthen confidence, sharpen pitching, handle objections, and drive consistent results.
  • Enjoyment in the field: developing people, creating accountability, motivating a team, and building a winning culture.
  • Knowledge of how to build and retain a sales team.

What You Can Expect From Leadership

  • Leadership will manage and lead the non-sales side of the business to keep you focused on building the team, developing people, and generating sales.
  • Support for meaningful changes to the business to support the right hire.
  • Current work spans Metro Atlanta and Middle Georgia around Macon, Warner Robins, and Perry.
  • Office relocation readiness (current office is in Lawrenceville, GA).
  • Partnership to build the systems and processes you need.
  • Additional resources as required, including better software, recruiting tools, training resources, funds to reward the team, team trips, contests, and/or a different compensation structure.
  • Compensation flexibility is intentional, with the priority placed on finding the right person.

The Bigger Vision

The goal is to build a sales organization that changes the lives of people who join it, creating a culture where clear communication is expected, accountability matters, and rewards reflect achievement. Growth should be clear whether joining in an entry-level role or as an experienced leader. The approach emphasizes excellence over compliance and achievement over activity.

Pay: USD 150,000 - 350,000 per year.

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