Sales Trainee Jobs in Florida
Sales Trainee jobs in Florida concentrate heavily in financial services, insurance, real estate, and technology sales, with demand running from entry-level positions all the way up to roles that fast-track into account management. Miami, Tampa, and Orlando are the largest hiring hubs, where companies like Cintas, ADT, and AutoNation maintain deep sales training pipelines and hire consistently year over year. The most in-demand specialties are B2B solutions sales, insurance product sales, and SaaS account development. Scan the live roles below and apply to whichever ones fit.
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Position Summary:
Take charge. Think fast. Move forward. As a Sales and Operations Management Trainee in our fast-paced environment, you will use your hard-earned degree to run a business and quickly solve problems for our customers – who will depend on you to achieve success.
Penske will introduce you to our sales processes, leading-edge technology and winning company culture through ongoing training and mentoring to help cultivate the skills and expertise you need to succeed in all aspects of our business: sales, operations, finance, customer service, technology and more. You’ll collaborate with a high-energy, driven team as you build a solid foundation in sales and operations. You’ll enjoy flexible schedules, excellent benefits, associate incentives and discount programs. You’ll be on the fast track to furthering your management career, with advancement opportunities at hundreds of our locations nationwide.
Work Location: 10821 Phillips Highway, Jacksonville, FL 32256
Work Schedule: Candidate must be able to work a flexible shift that will include week days, evenings, weekends, and holidays based on business needs.
Why is Penske for you?
- Our excellent benefits plan keeps associates and their families happy, healthy, and secure. To learn more visit https://penske.jobs/benefits/
- Our Sales and Operations Management Trainee role is an hourly role, offering a starting salary of at least $25.00 per hour or $52,000 per year. Plus premium pay for weekend work ($2.00 weekend differential). (May vary based on prior relevant work experience and market)
Advancement opportunities follow 6–9-month training period and include a generous base pay increase at that time.
Major Responsibilities:
- Develop consumer and commercial customer solutions to local and national accounts - including many of the Fortune 500.
- Manage our large inventory of world class and nationally recognized vehicles, balancing fleet productivity, profitability and customer satisfaction in a fast-paced and dynamic workspace
- Generate new business leads as well as foster existing customer relationships
- Ensure complete customer satisfaction in a fast-paced environment.
Qualifications:
- Bachelor’s degree required, preferred concentration in Business or Marketing
- Effective communication skills, both written and verbal
- Internship or related work experience in a customer facing role preferred
- Results oriented, attention to detail and good time management skills
- A valid driver’s license is required, as is the ability and willingness to drive our Penske vehicles, including a 26’ box truck.
- Regular, predictable, full attendance is an essential function of the job.
- As this position requires driving Penske and customer vehicles, it is regulated by the DOT and requires a current driver qualification file to be maintained as required by the role. The driver qualification file includes: an annual motor vehicle records (MVR) check, a successfully completed DOT Physical, and Safety Performance History records request from prior employers in the last 3 years. Additionally, CDL holders will have a DOT Drug Screening within 30 days of start and subject to a FMCSA Clearinghouse review.
- Willingness to travel as necessary within the district (customers yards, close geographical area and training sites), work the required schedule, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening are required.
This position is regulated by the Department of Transportation or designated as safety sensitive by the company, and the ability to work in a constant state of alertness and in a safe manner is required. Associates must have the ability to accept responsibility for their own safety, as well as the safety of others.
Physical Requirements:
- The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
- The associate will be required to: read; communicate verbally and/or in written form; remember and analyze certain information; and remember and understand certain instructions or guidelines.
- While performing the duties of this job, the associate may be required to stand, walk, and sit. The associate is frequently required to use hands to touch, handle, and feel, and to reach with hands and arms. The associate must be able to occasionally lift and/or move up to 25lbs/12kg.
- Specific vision abilities required by this job include close vision, distance vision, peripheral vision, depth perception and the ability to adjust focus.
Penske is an Equal Opportunity Employer.
About Penske Truck Leasing/Transportation Solutions
Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Penske to learn more.
Job Category: Management Trainee
Job Family: Operations
Address: 10821 Phillips Highway
Primary Location: US-FL-Jacksonville
Employer: Penske Truck Leasing Co., L.P.
Req ID: 2613175
See All 68 Sales Trainee Jobs in Florida
Find roles in Florida that match your experience and apply in just a few clicks.
Find Sales Trainee JobsSales Trainee Jobs by City in Florida
Where Florida roles are concentrated, by current openings.
Sales Trainee Job Market in Florida
A snapshot from current Florida openings, updated as new roles post.
Who's Hiring
- Enterprise Mobility26

- Johnson Controls4

- Penske Truck Leasing4

- CarMax3

- Graybar3

What Florida Employers Look For
The qualifications that appear most often in sales trainee jobs across Florida.
- A Florida 2-20 or 4-40 insurance license for sales trainee roles in insurance
- Bachelor's degree in business, marketing, communications, or a related field
- Prior customer-facing experience in retail, hospitality, or service industries
- Ability to pass a background check and drug screening before hire
- Valid Florida driver's license and reliable transportation for territory coverage
- Proficiency with CRM tools such as Salesforce or HubSpot
Sales Trainee Jobs in Florida: Frequently Asked Questions
How do you become a sales trainee in Florida?
Most Florida sales trainee roles require a bachelor's degree or equivalent customer-facing experience, but the specific entry path depends on the industry. Insurance sales trainees must obtain a Florida 2-20 General Lines or 4-40 Customer Representative license through the Florida Department of Financial Services before they can work independently. For technology or B2B sales roles, no state license is required, and employers typically hire graduates directly and provide product-specific training during an onboarding period.
Which companies hire sales trainees in Florida?
Florida sales trainee roles are posted by Enterprise Mobility, Johnson Controls, and Penske Truck Leasing and others right now, based on current listings on Migrate Mate as of November 2026. Florida's concentration of insurance carriers, fintech firms, and national service companies with regional headquarters in Miami, Tampa, and Orlando makes it one of the more active states for structured sales training programs.
Which Florida cities have the most sales trainee jobs?
Orlando, Jacksonville, and Tallahassee have the most sales trainee openings in Florida right now. Miami leads because of its dense concentration of financial services, insurance, and technology companies with regional headquarters there, while Tampa and Orlando generate strong volume through healthcare services, telecom, and the large national employers that anchor both metros.
Are there remote sales trainee jobs in Florida?
Yes, but they're rare. Sales trainee roles are typically in-person during onboarding because territory coaching, ride-alongs, and in-person client meetings are core to the training model. About 0% of sales trainee openings tied to Florida are remote or hybrid as of November 2026, and those tend to be inside sales or SaaS account development roles where client interaction happens over video and phone rather than in person.
How can I get hired as a sales trainee in Florida with little or no experience?
The most realistic entry path is applying directly to structured new-grad sales development programs at large Florida-based employers. Companies like ADT, Cintas, and AutoNation run formal sales associate programs that accept candidates without prior sales experience and provide paid classroom and field training. Lateral moves from customer service, retail management, or hospitality roles are common, and Florida hiring managers treat these as relevant proof of customer interaction. Obtaining a Florida 2-20 insurance license before applying gives candidates a measurable edge for insurance and financial services roles.
Where can I find and apply to sales trainee jobs in Florida?
You can find and apply to sales trainee jobs in Florida on Migrate Mate, which lists current Florida openings. Search the available roles, find the ones that match your background and location, and apply directly to whichever positions fit.
See All 68 Sales Trainee Jobs in Florida
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