Assistant District Sales Manager

Galloway Roofing; Englewood (FL); Hybrid; USD 40,000 - 149,000; Full time

Job summary

Galloway Roofing is seeking an Assistant District Sales Manager in Englewood, FL. This primarily field-based leadership role focuses on coaching a sales team, executing the company’s sales process, and driving strong field results.

You will lead by example, shadow reps, and support training while maintaining customer relationships and advancing sales opportunities. You’ll spend most of your time in the field alongside reps, with some office time for meetings and training.

Qualifications

• Proven roofing/home improvement/outside sales experience.
• Track record of meeting or exceeding sales goals.
• Willingness to spend the majority of time in the field.
• Valid driver’s license and reliable transportation.

Responsibilities

• Spend the majority of time in the field, with some office time for meetings and training.
• Lead by example and coach sales reps in the field.
• Shadow reps to ensure adherence to the sales process and provide coaching.
• Assist with recruiting and maintaining appropriate sales staffing levels.
• Work with the Sales Manager to boost team performance.

Skills

Roofing sales experience

Coaching/leadership

CRM proficiency

Strong communication

Field-based work

Tools

CRM software

Job description

Assistant District Sales Manager

Department: Sales

Employment Type: Full Time

Location: Englewood, FL

Compensation: $40,000 - $149,000 / year

Description

The Assistant Sales Manager is a primarily field-based leadership role for an experienced roofing sales professional who can lead by example while helping develop and coach the sales team.

Your primary responsibility is to continue producing strong sales results in the field while demonstrating Galloway Roofing’s sales process and best practices. You’ll also spend time working alongside other sales reps taking reps with you to shadow your appointments, shadowing reps in the field, and providing hands‑on coaching to help improve their performance.

This is a great opportunity for someone who enjoys selling but is also ready to take the next step into sales leadership.

What You'll Do

• Spend the majority of your time in the field, with some time in the office for meetings, training, and administrative responsibilities
• Run leads and continue producing strong individual sales results
• Lead by example by demonstrating Galloway Roofing’s sales process and best practices
• Take sales reps with you in the field so they can shadow your customer interactions and presentations
• Shadow reps in the field to help ensure they are following the sales process and provide real‑time coaching
• Help reps improve their presentations, overcome objections, close sales, and increase overall performance
• Assist with recruiting and maintaining appropriate sales team staffing levels
• Be a resource for sales reps when they need support with customers or sales opportunities
• Assist with preparing and presenting sales meetings and training content
• Assist with coaching and training new and existing sales reps
• Work closely with the Sales Manager to support the overall performance of the team
• Perform other duties as assigned

What We're Looking For

• Proven experience in roofing, home improvement, or outside sales
• Strong track record of meeting or exceeding sales goals
• Comfortable selling in an in‑home customer environment
• Ability to lead by example and demonstrate effective sales techniques
• Previous coaching, training, mentoring, or sales leadership experience is a plus
• Excellent verbal and written communication skills
• Strong customer service and problem‑solving abilities
• Ability to confidently handle customer questions and objections
• Self‑motivated, competitive, and results‑driven
• Strong organization and time‑management skills
• Comfortable working independently while also supporting and developing a team
• Proficiency with CRM systems and other sales technology
• Willingness to spend the majority of the workweek in the field
• Valid driver’s license and reliable transportation

Work Environment & Physical Requirements

This is a primarily field‑based position with a hybrid field/office work environment. The majority of your time will be spent in the field working with customers and sales representatives, with regular time in the office for team meetings, training, coaching, and administrative responsibilities.

The role requires the ability to:

• Work a minimum of 40 hours per week, with flexibility based on customer and team needs
• Travel throughout the assigned Florida market and surrounding areas
• Remain active and mobile throughout the workday
• Occasionally climb ladders and access residential roofing areas as needed
• Conduct or assist with property and roof inspections when required
• Lift up to 50 pounds of equipment
• Communicate effectively with customers and team members
• Regularly use a computer, CRM, smartphone, and other technology

Galloway Roofing is a locally owned and operated roofing company serving customers throughout Florida. We’re a fast‑paced team that values hard work, accountability, and developing people.

When you join Galloway Roofing, you’ll have the opportunity to continue growing your sales career while developing your leadership skills and helping other sales professionals succeed. We provide the tools, training, and support you need to build a strong career with the company.

We offer uncapped earning potential, a comprehensive benefits package including 401(k), and a team‑focused work environment. We’re committed to helping our employees grow and achieve at a high level.

Galloway Roofing is an Equal Opportunity Employer.