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Outside Sales Representative
Outside Sales Representative-February 2024
Fort Myers
Feb 11, 2026
About Outside Sales Representative

  Are you a high performing sales professional looking for advancement in your career? Do you seek an opportunity to make a six figure income? Do you have 2-3 years B2B sales experience? If you answered yes, consider City Wide!

  Why City Wide?

  City Wide is proud to be the largest company in the building maintenance industry and has a sales-first attitude. Here you will find a high-energy work environment that balances high expectations with coaching, group support, and fun that emphasizes a dedication to serving others with excellence in all we do. City Wide has a personal, small business feel with the resources of a nationwide organization.

  Responsibilities:

  As a City Wide Sales Executive, you will sell building maintenance services to commercial properties in Lee, Collier, and Charlotte counties. You will be responsible for the full sales cycle, from lead generation to close. This includes:

  Prospecting via a combination of inside and outside sales

  Pricing

  Achieving and exceeding daily activity quotas

  Achieving and exceeding sales quotas

  Requirements

  You are a strong hunter and can easily explain the activity levels needed to maintain a full pipeline and reach your goals. You have existing relationships that will help you quickly establish a portfolio of clients. You have exceptional listening and questioning skills, love to find and close new business, sell value instead of price, and develop long-lasting customer relationships. You should be proud of your numbers and eager to tell us how your sales results make you the best candidate to join our growing team.

  Preferred Qualifications:

  Outgoing, dynamic personality

  Can-do attitude that loves to be challenged

  Metrics-oriented and organized, with a strong need to win

  Proven track record of closing short-cycle B2B sales

  Proven track record of meeting and exceeding metrics

  An excellent communicator with the ability to facilitate a presentation or a one-to-one meeting

  Demonstrated ability to coordinate team activities and work effectively with operations and marketing teams

  Requirements:

  Minimum 3 years B2B combined inside and outside sales experience with a demonstrated ability to close

  Bachelor's degree or equivalent experience

  Strong communication and presentation skills

  Strong MS Office and knowledge of CRM systems

  Benefits

  City Wide offers a competitive compensation package including uncapped commissions and the following benefits:

  Comprehensive Health Care Plan (Medical, Dental, Vision)

  15 days PTO (paid time off)

  Holiday Pay

  $450 Car Allowance

  Annual Sales Contest with all expenses paid trip for top performers

  Training and development

  City Wide is an equal opportunity employer.

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