Senior Level Outside Sales Representative Jobs
Senior level outside sales representative jobs place experienced professionals in charge of driving revenue strategy, owning complex territory outcomes, and guiding junior reps toward consistent performance. Hiring is concentrated across Construction & Real Estate, Transportation & Logistics, and Retail, with employers like JA Edwards of America, ptsolutions, and Sunbelt Rentals hiring at this level now.
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Outside Sales Representative
Sunstate Advantages
- Competitive base wage + uncapped commission opportunity
- Medical, dental, and vision insurance, including plans with no employee premiums (plus HSA options with employer contribution)
-
401(k) with company match
Company-paid life, short-term, and long-term disability insurance
Paid time off, paid holidays, and sick time
Weekly pay
Employee Assistance Program and wellness resources
Uniform, work boot, and tool programs (role dependent)
Employee recognition programs and growth opportunities
- Company truck, cell phone, and laptop provided
About the Role
accounts. This role focuses on providing equipment rental solutions that meet customer needs through consultative selling, proactive prospecting, and strong territory and
account management. The OSR builds credibility as a trusted advisor by demonstrating deep product knowledge, professional communication, and consistent follow-up.
Duties and Responsibilities:
- Proactively identify, pursue, and secure new business opportunities to grow revenue and market share
- Build and manage a healthy sales pipeline through disciplined prospecting and lead conversion
- Develop and execute territory plans to strategically prioritize and maximize customer coverage
- Establish and maintain strong, professional relationships with customers through regular engagement at jobsites and offices
- Educate customers on Sunstate’s products, services, and applications to support their operational needs
- Present compelling proposals and negotiate pricing that balances customer value with Sunstate’s financial objectives
- Demonstrate confidence and skill in closing deals across all customer segments
- Use CRM to document daily activity, manage follow-ups, and track trends; ensure accurate and timely entries
- Collaborate with internal teams (Dispatch, Branch Managers, Sales Leaders) to ensure customer satisfaction and seamless execution
- Resolve customer concerns with urgency and professionalism, ensuring long term relationship strength
- Stay informed on industry trends, competitors, and local market dynamics
- Attend and participate in professional associations and networking events to increase brand visibility
- Maintain compliance with all Sunstate policies, safety standards, and operational procedures
- Occasionally support equipment deliveries and pickups, including loading/unloading and transportation
Education/Years of Experience:
- High School/GED Preferred but Not Required
- No specific degree required
- 2-4 Years of Relevant Experience
Qualifications/Requirements:
- Strong understanding of Sunstate’s equipment and service offerings or ability to learn quickly
- Comfortable navigating job sites and interacting with various customer types (field, office, decision-makers)
- Excellent verbal and written communication skills; able to tailor messaging and present solutions effectively
- Skilled in consultative selling, negotiation, and closing techniques
- Highly self-managed with strong time management, planning, and organizational abilities
- Proficient in CRM and Microsoft Office Suite; able to use mobile devices to manage tasks and communication
- Demonstrated resilience and adaptability in fast-paced, competitive environments
- Ability to frequently climb into/out of trucks and equipment trailers; able to lift up to 50 lbs. regularly and 90 lbs. occasionally
- Must be 21 years of age or older with a valid driver’s license and an acceptable driving record
- Ability to obtain and maintain a DOT medical card
- Must adhere to drug and alcohol testing policies
Why Choose Us?
Be YOU at Sunstate
Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
Outside Sales Representative
Sunstate Advantages
- Competitive base wage + uncapped commission opportunity
- Medical, dental, and vision insurance, including plans with no employee premiums (plus HSA options with employer contribution)
-
401(k) with company match
Company-paid life, short-term, and long-term disability insurance
Paid time off, paid holidays, and sick time
Weekly pay
Employee Assistance Program and wellness resources
Uniform, work boot, and tool programs (role dependent)
Employee recognition programs and growth opportunities
- Company truck, cell phone, and laptop provided
About the Role
accounts. This role focuses on providing equipment rental solutions that meet customer needs through consultative selling, proactive prospecting, and strong territory and
account management. The OSR builds credibility as a trusted advisor by demonstrating deep product knowledge, professional communication, and consistent follow-up.
Duties and Responsibilities:
- Proactively identify, pursue, and secure new business opportunities to grow revenue and market share
- Build and manage a healthy sales pipeline through disciplined prospecting and lead conversion
- Develop and execute territory plans to strategically prioritize and maximize customer coverage
- Establish and maintain strong, professional relationships with customers through regular engagement at jobsites and offices
- Educate customers on Sunstate’s products, services, and applications to support their operational needs
- Present compelling proposals and negotiate pricing that balances customer value with Sunstate’s financial objectives
- Demonstrate confidence and skill in closing deals across all customer segments
- Use CRM to document daily activity, manage follow-ups, and track trends; ensure accurate and timely entries
- Collaborate with internal teams (Dispatch, Branch Managers, Sales Leaders) to ensure customer satisfaction and seamless execution
- Resolve customer concerns with urgency and professionalism, ensuring long term relationship strength
- Stay informed on industry trends, competitors, and local market dynamics
- Attend and participate in professional associations and networking events to increase brand visibility
- Maintain compliance with all Sunstate policies, safety standards, and operational procedures
- Occasionally support equipment deliveries and pickups, including loading/unloading and transportation
Education/Years of Experience:
- High School/GED Preferred but Not Required
- No specific degree required
- 2-4 Years of Relevant Experience
Qualifications/Requirements:
- Strong understanding of Sunstate’s equipment and service offerings or ability to learn quickly
- Comfortable navigating job sites and interacting with various customer types (field, office, decision-makers)
- Excellent verbal and written communication skills; able to tailor messaging and present solutions effectively
- Skilled in consultative selling, negotiation, and closing techniques
- Highly self-managed with strong time management, planning, and organizational abilities
- Proficient in CRM and Microsoft Office Suite; able to use mobile devices to manage tasks and communication
- Demonstrated resilience and adaptability in fast-paced, competitive environments
- Ability to frequently climb into/out of trucks and equipment trailers; able to lift up to 50 lbs. regularly and 90 lbs. occasionally
- Must be 21 years of age or older with a valid driver’s license and an acceptable driving record
- Ability to obtain and maintain a DOT medical card
- Must adhere to drug and alcohol testing policies
Why Choose Us?
Be YOU at Sunstate
Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.
See All 15 Senior Level Outside Sales Representative Jobs
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Who's Hiring
Top Industries Hiring
- Construction & Real Estate
- Transportation & Logistics
- Retail
- Automotive
- Manufacturing
Senior Level Outside Sales Representative Jobs: Frequently Asked Questions
How do I get a senior level outside sales representative job?
Employers at this level want candidates who have owned a full sales cycle, consistently exceeded quota, and taken on informal or formal leadership within a team. Highlight accounts you've grown from prospecting to close, any territory you've expanded, and moments where you coached or mentored peers. A demonstrated ability to sell complex solutions and influence cross-functional stakeholders sets senior candidates apart from mid-level applicants.
Which companies hire senior level outside sales representatives?
Companies hiring senior level outside sales representatives right now include JA Edwards of America, ptsolutions, and Sunbelt Rentals, based on current listings on Migrate Mate as of September 2026. Hiring at this level comes from a wide range of organizations, including enterprise technology providers, industrial distributors, medical device companies, and regional service firms that rely on field-driven revenue growth.
Are there remote senior level outside sales representative jobs?
Yes, though outside sales roles are inherently field-based, a meaningful share of positions offer remote or hybrid arrangements for administrative and planning work. About 0% of senior level outside sales representative openings are remote or hybrid as of September 2026, reflecting employers who value flexibility for experienced reps who can self-manage their territories without daily in-office oversight.
What makes an outside sales representative role senior level?
Senior level outside sales representative roles are distinguished by the scope of ownership they require. Candidates are expected to manage large or strategically important territories, close high-value or complex deals with minimal supervision, and take an active role in developing junior team members. These positions often involve forecasting responsibilities, input on pricing strategy, and collaboration with product or marketing teams to refine the overall go-to-market approach.
Which industries hire the most senior level outside sales representatives?
Senior level outside sales representative roles concentrate in Construction & Real Estate, Transportation & Logistics, and Retail, based on current listings on Migrate Mate as of September 2026. These sectors rely heavily on relationship-driven, field-based selling where senior professionals with deep product knowledge and established networks can shorten sales cycles and win larger contracts.