Independent Contractor Red Balloon Jobs in Florida

Outside Sales Representative - Roofing | $65K-$100K+ Commission

Build a high-income sales career representing one of Northeast Florida's most respected roofing companies - where your back office is handled for you, your income is uncapped, and your effort determines everything.

About Red Stag Contracting

Red Stag Contracting has been serving homeowners across Northeast Florida since 2006. What started as a small operation has grown into one of the top roofing contractors in the region - entirely through organic growth, strong relationships, and a reputation built one job at a time.

This is a family-owned company. We build the right way, treat people with respect, and take care of the people who perform. We are an Owens Corning Platinum Preferred Contractor - a designation held by fewer than 2% of roofing companies in the United States. We carry an A+ rating with the Better Business Bureau and a 5-star rating on Google.

Position Details

Location: Northeast Florida - Jacksonville, St. Johns County, Duval County, Volusia County (Daytona / New Smyrna Beach area)
Work Environment: Hybrid - Field-based with required in-office time during training (approx. 90 days), then 1-2 days per week in office ongoing
Employment Type: 1099 Independent Contractor | Full-Time | Commission-Based

As an Outside Sales Representative, you will run the full sales cycle - from generating leads to closing contracts with homeowners and property owners. This is a performance-based opportunity for someone who is self-motivated, competitive, and ready to build something.

What You'll Be Doing:

• Prospect and generate leads
• Run appointments and manage your pipeline
• Check in with the office weekly
• Build a referral base and represent Red Stag's brand
• Hit benchmarks with support from the office

Once you close a job, Red Stag's operations team handles the rest - permits, crew scheduling, job communications, and production management. Your focus is selling. Everything behind the sale is handled.

Who Thrives in This Role

Required:

• Valid driver's license and reliable personal transportation
• Ability to work independently and manage your own schedule and pipeline
• Willingness to generate your own leads through direct outreach and field activity
• Strong interpersonal skills - you can build trust with anyone, anywhere
• Eligible to work in the United States within the Northeast Florida territory

Preferred:

• Prior experience in outside sales, field sales, or door-to-door sales
• Background in roofing, construction, home improvement, or a related trade
• Existing relationships with realtors, property managers, or insurance adjusters
• Experience in a commission-based or performance-driven environment
• Competitive background - athletes, veterans, and entrepreneurial-minded individuals consistently perform well in this role

Compensation:

• Structure: 1099 Independent Contractor | 100% Commission-Based
• Commission Rate: 5%-10% of total contract value
• First-Year Expectation: $65,000-$100,000 (based on approximately $1M in annual production)
• Long-Term Potential: $250,000+ through referral development and team building
• Quarterly bonus gates available for qualifying producers
• Paid your percentage on every check received - you do not wait for full job completion

This is a commission-only position. Income is based entirely on individual sales performance. There is no base salary.

Red Stag Contracting is an Equal Opportunity employer. We may use automated tools, including AI, to screen and assess candidates as part of our hiring process. These tools are used to support and not replace human decision-making. By applying, you consent to the collection and use of your personal information for recruitment purposes. Applicants selected for this role are considered independent contractors and not employees of Red Stag Contracting and are responsible for their own tax obligations. If you require accommodation during the application or interview process, please contact us at info@redstagcontracting.com. All applications are kept confidential.