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.

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Night Manager

Assist with management of contract compliance of designated building maintenance services (as noted in the client Scope of Services) as well as maintain the relationship between City Wide and the various Independent Contractors.

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Sales Executive

We’re looking for a Sales Executive who thrives on hunting for new business, closing complex B2B deals, and building partnerships that deliver real value. This is a high-impact role focused on generating new revenue—not managing existing accounts.

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Regional Sales Manager

We are seeking a Regional Sales Manager to lead our sales strategy and drive business development across the region. In this high impact leadership role, you’ll oversee a team of sales professionals, cultivate key client relationships, and play a critical role in expanding our market presence.

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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.

Craig Pietz
Vice President of Operations

“The culture that Bob and Karen have created is a main reason that I am successful at City Wide of Boston. There is always guidance and coaching which leads to the ability to build a great team. I have also been able to play a role in building a strong operations team, which has attributed to our success as a company.”

Steven Depot
Senior Territory Manager

“I love that here at City Wide there is a "North Star" direction with our goals. The entire team knows where we are going and how to get there. Each department is ready and willing to support each other to achieve our goals.”

Francisco Santana
CCM Operations Leader

“City Wide of Boston has created a culture of collaboration. They provide honest leadership and encourage open communication. Employee’s opinions are valued at City Wide and are encouraged to help the company grow. The biggest difference at City Wide is the care they have for their employees’ professional and personal growth.”

Stacey Nicholson
Business Development Manager

“At City Wide of Boston, it has been rewarding to be part of such a hardworking, supportive and passionate team. The owners of the company lead by example; and they show gratitude for everyone’s contributions. At a small company such as City Wide, you can see how your work positively affects other teammates and the company as a whole.”

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