Top 113 Outside sales representative Jobs in Captiva, Fl

Outside Sales Representative - Amusement Vending
Game Time Vending LLC —Fort Myers, FL
- $10,000 - $90,000 a year
- Temporary
- Background check
- Pass drug screening
- Mid-level
- Profit sharing
- Health insurance
Quick Apply
4d
First Responder Sales Representative
Consolidated Assurance —Florida
- $100,000 - $300,000 a year
- Full-time
- No experience needed
- Travel
- Entry level
Quick Apply
REGIONAL SALES MANAGER — GULF COAST
Propspeed USA, Inc. —Florida
- $95,000 - $105,000 a year
- Full-time
- 5 years
- Office
- Travel
Quick Apply
10d
Sales Management Trainee
Velocity Marketing & Sales —Cape Coral, FL
- $52,631.50 - $63,384.18 a year
- Full-time
- Microsoft Word
- Microsoft Excel
- Public speaking
- Paid training
- On-the-job training
Quick Apply
Outside Sales Representative - Ft Myers
Home Depot / THD —Fort Myers, FL
- 18 years or older
- Up to 50% travel
- No experience needed
9d
Area Manager/Outside Sales - Cape Coral/N Fort Myers
Performance Foodservice —Cape Coral, FL
- $65,000 - $110,000 a year
- Full-time
- Mid-level
- High school diploma or GED
- Driver's License
- Employee stock purchase plan
- Health insurance
Outside Sales Rep
United Rentals, Inc. —Fort Myers, FL
- Full-time
- Clean driving record
- Construction site
- Mid-level
- Paid parental leave
- Health insurance
Outside Sales Representative
Hibu —Lee County, FL
- Online Application
- Hybrid work
- Office
- Entry level
- Mileage reimbursement
Quick Apply
Outside Sales Rep
Flotilla Partners —Fort Myers, FL
- $90,000 - $250,000 a year
- Full-time
- Bilingual
- No experience needed
- Travel
- Flexible schedule
Quick Apply
Merchandiser / Territory Sales Representative (Company Vehicle Provided)
MAGU Distributors —Ft Myers Bch, FL
- $700 - $900 a week
- Full-time
- Clean driving record
- Merchandising
- Driver's License
- Opportunities for advancement
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Service Sales Representative- (Ft. Myers)
DDP Group Inc —Fort Myers, FL
- $60,000 - $100,000 a year
- Full-time
- Remote
- Research
- Mid-level
- High school diploma or GED
- Paid holidays
- Health insurance
Quick Apply
Outside Salesperson
Skyworks LLC —Fort Myers, FL
- Full-time
- Hybrid work
- Construction site
- Customer service
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
Outside Sales Representative
Ripple Fiber —Fort Myers, FL
- Ability to walk for extended periods
- Residential
- Military encouraged
- Health insurance
- Dental insurance
Quick Apply
Craft Beverage Sales Representative - Fort Myers, FL
Cavalier Spirits, LLC —Fort Myers, FL
- $48,000 - $52,000 a year
- Weekends as needed
- Clean driving record
- Merchandising
- Mid-level
- Dental insurance
- Paid time off
Quick Apply
11d
Sales Consultant-Fort Myers
North Star Seafood, LLC —Fort Myers, FL
- Weekends as needed
- Marketing
- Computer literacy
- Restaurant management
- Mileage reimbursement
- Employee stock purchase plan
1d
Territory Sales Manager
GREAT SOUTHERN EQUIPMENT LLC —Fort Myers, FL
- $81,000 - $100,000 a year
- Mid-level
- Office
- Microsoft Office
- Flexible schedule
Quick Apply
1d
Outside Sales Professional
Rentokil North America —Cape Coral, FL
- Full-time
- Mid-level
- Residential
- High school diploma or GED
- Fuel card
- Paid holidays
Quick Apply
B2B Sales Professional
Southeastern Insurance Group —Fort Myers, FL
- $80,000 - $125,000 a year
- Full-time
- Leadership
- Communication skills
- Entry level
Quick Apply
2d
Sales Development Representative
Velocity Marketing & Sales —North Fort Myers, FL
- $54,357.59 - $65,462.90 a year
- Full-time
- Mid-level
- Business development
- In-person
- Paid training
- Employee discount
Quick Apply
Outside Home Security Sales Consultant
Guardian Protection Services, Inc. —Fort Myers, FL
- Urgently hiring
- Mid-level
- Residential
- Driver's License
- Paid holidays
- Health insurance
Quick Apply

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Outside Sales Representative - Amusement Vending

Game Time Vending LLC
Fort Myers, FL

Quick Apply

Job Details

Temporary | Part-time | Contract
$10,000 - $90,000 a year
4 days ago

Benefits

Profit sharing
Health insurance
401(k)
Paid time off
Work from home
401(k) matching
Flexible schedule
Referral program

Qualifications

Customer communication
Customer relationship building
Driver's License

Full Job Description

Outside Sales Representative

Amusement Vending Company | Florida

About Us

We are a privately owned, fast-growing amusement vending company built on teamwork, customer focus, and an entrepreneurial spirit. Through strategic acquisitions and organic growth, we’ve become an industry leader across Florida, offering the latest games, the fastest service response, and a workplace where motivated people thrive.

We believe in empowering our team to make smart decisions, take ownership, and grow alongside the company while staying true to our core values.

The Opportunity

As we continue expanding across Florida, we’re hiring Outside Sales Representatives to help build our sales function from the ground up. This is a rare opportunity for someone with an entrepreneurial mindset who wants more than “just a sales job.”

You’ll own outbound sales for your territory, help define sales processes, and directly impact company growth. If you like autonomy, hustle, and building something meaningful — this role is for you.

What You’ll Be Selling

You’ll work directly with:

Bars & restaurants
Clubs & fraternal organizations
Hotels & theaters
Gas stations & convenience stores
Event venues and entertainment locations

You’ll offer amusement games, jukeboxes, ATMs, and related equipment — often at zero or minimal upfront cost to the customer. We install, service, collect, and maintain the equipment, and simply share profits after a small threshold.

Imagine telling a business owner:

“We’ll bring in high-value equipment”
“It attracts and retains customers”
“It makes you money”
“We fully service it with the largest team in the state”

If that excites you and you’re already connected to this customer base — even better. Part-time side hustles are welcome in a 1099 contract role.

Extra credit: If you read this entire post and think “Where do I sign up?”, we encourage you to call the company directly. Hustle matters here.

Key Responsibilities

Self-source leads through cold calling, networking, and vetted data
Build relationships with business owners and decision makers
Perform site surveys and recommend appropriate equipment
Present solutions, negotiate terms, and close contracts
Coordinate installations and support initial collections
Maintain relationships through early account performance
Collaborate with operations, service, and collections teams
Create and maintain a CRM (HubSpot preferred)
Help build SOPs for future sales reps
Contribute feedback on market trends, customer needs, and growth opportunities
Spend most of your time in the field, traveling between locations using your own vehicle

Must-Have Traits

Positive attitude and strong work ethic
Ownership mentality — follow through from start to finish
Strong communication and relationship-building skills
Self-starter mindset with minimal supervision
Effort + attitude — without both, this role won’t work

Nice to Have

Top performance in previous sales roles
Experience selling to bars, restaurants, theaters, or retail locations
Background in small or growing businesses
Comfort wearing multiple hats in a fast-moving environment
3+ year of outside sales experience generating your own leads
Bachelor’s degree preferred (business or related field)

What We’re Looking For in a Sales Leader

Hunter mentality with relationship-building skills
Ability to develop and manage your own pipeline
Appreciation for independence, accountability, and autonomy
Growth mindset — always improving yourself and the company
Customer-first mentality — relationships matter here

Education & Experience

No Prior Experience Necessary
Bachelor’s degree preferred (business or related field, may be a current student)

Compensation & Structure

100% commission-based (1099 contractor)
$100–$1,000 per sale, depending on equipment mix
No cap on commissions
Realistic earning potential: $10,000–$50,000+ annually with part-time effort
Realistic earning potential: $60,000–$90,000+ annually with full-time effort
Commission is paid in three parts, all within 60 days of account approval, based on approval, installation, and first collection milestones.
Gas reimbursed (receipts or monthly flat rate)

Schedule

You control your schedule
Morning meetings encouraged but not required
Results matter more than hours

Requirements

Valid driver’s license & reliable transportation
Willingness to complete background, financial, driving, and drug screening

Growth Opportunities

High performers may advance into W2 roles with:

Medical
401(k) match
Wellness reimbursement
Long-term career growth

We believe in promoting from within.

Job Types: Part-time, Contract, Temporary

Pay: $10,000.00 - $90,000.00 per year

Benefits:

401(k)
401(k) matching
Flexible schedule
Health insurance
Paid time off
Referral program
Work from home

Application Question(s):

Please complete the application at this link and update status here: https://go.cultureindex.com/p/f9OUyKu0VECN1DT
What do you think will make you a GREAT Outside Sales Representative, working to source leads, be persistent, negotiate, and close opportunities on a commission basis?

Experience:

Sales: 1 year (Required)

License/Certification:

Driver's License (Required)

Work Location: On the road

Quick Apply

Refine Your Search

outside sales representative jobs in captiva, fl

Outside Sales Representative - Amusement Vending

First Responder Sales Representative

REGIONAL SALES MANAGER — GULF COAST

Sales Management Trainee

Outside Sales Representative - Ft Myers

Area Manager/Outside Sales - Cape Coral/N Fort Myers

Outside Sales Rep

Outside Sales Representative

Outside Sales Rep

Merchandiser / Territory Sales Representative (Company Vehicle Provided)

Service Sales Representative- (Ft. Myers)

Outside Salesperson

Outside Sales Representative

Craft Beverage Sales Representative - Fort Myers, FL

Sales Consultant-Fort Myers

Territory Sales Manager

Outside Sales Professional

B2B Sales Professional

Sales Development Representative

Outside Home Security Sales Consultant

I want to receive the latest job alert for outside sales representative in captiva, fl

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