Small Company. BIG Opportunity.
Career Opportunities
City Wide of Boston is growing and we are always looking for individuals interested in growth, personal development and mentorship. We offer a highly competitive rewards package, dynamic culture and high growth potential for our team. Interested in joining our team? Visit our career center to learn more about our benefits and current openings. You can also simply join our talent community to stay up to date with opportunities!
Account Manager
This position is a hybrid role of sales, customer service, and relationship building with existing clients. The Account Manager is field based and will visit their clients regularly to build relationships and to establish trust and rapport.
Administrative Coordinator
The Administrative Coordinator is responsible for supporting the day-to-day functions of the company. This role involves coordinating various administrative tasks, vendor communications, and ensuring that operational processes run smoothly and efficiently
Regional Sales Manager
City Wide of Boston is growing rapidly, and we are looking for another “A Player” sales leader to add to our team. The ideal candidate is someone who is driven to succeed with a “roll-up-your-sleeves” attitude in supporting their team and driving revenue. A strong leadership IQ and a desire to drive success through coaching and mentoring is a must. This position will be based in Marlborough MA and will work with a team that targets new customer opportunities throughout central and eastern Massachusetts.
Sales Development Representative
We are seeking a Sales Development Representative (SDR) to join our rapidly growing team! We just finished 2025 with another year of exceptional growth…. and the trend will continue! If you are a recent college grad and/or you have at least 1-2 years of business-to-business sales experience, we’d like to talk to you!
Employee Testimonials
Meet Our Amazing Team
We encourage and applaud our team for sharing ideas that help us steer the company to new successes. In fact, the most successful ideas we have executed have come from our team. Bring your ideas to City Wide of Boston, and you will be heard.
Sheila Gaffey
Director of Compliance & Business Analytics
“I joined City Wide of Boston because I was motivated by the opportunity to help build the business from the ground up. I also saw the family atmosphere mixed with strong core values which made it an attractive opportunity to start a career.”
A Message from the Owner
“We were excited to start this business because we had confidence in our ability to work hard to build a business that would have an impact on our clients and employees. We are fortunate to be surrounded by an amazing team of people and have a wonderful list of clients who value our approach.”
Karen W Sommers, Owner
Benefits Overview
- 3 Weeks Paid Time Off
- 8 Paid Holidays
- 1 Volunteer Day Off
- Company Sponsored Health, Dental and Vision Insurances
- 401K Plan with a 4% company match
- Training program and ongoing access to company e-learning platform