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CentralSquare Technologies

Engaged employer

Reviews by job title

151 reviews
5.0
25 Feb 2026
Recommend
CEO approval
Business outlook

Pros

The Proposals Team is amazing. The manager and director are supportive, knowledgeable, and fair. The team is hard-working, skilled, and friendly. I will miss them! If you are worried about the other reviews about CentralSquare, the Proposals Department has been insulated from cuts (except for a part-time position), and they try to balance the workload for job security.

Cons

It is a very large company, so there are some silos between departments.

4.0
14 Apr 2026
Recommend
CEO approval
Business outlook

Pros

It is a good company to work for. The values and culture are outstanding. Team work is excellent.

Cons

I can't really say there is any cons working for this organization.

5.0
13 Oct 2025
Recommend
CEO approval
Business outlook

Pros

Joining CentralSquare has been one of the most exciting career moves I’ve made. Coming from a law enforcement background, I was drawn to the company’s mission of helping public safety agencies operate more efficiently through modern, connected software. It’s rewarding to know that the work I do now still supports first responders — just in a different way. The onboarding experience was smooth and welcoming. From day one, I felt part of a team that truly wants you to succeed. My manager and peers have been incredibly supportive, patient, and always willing to share knowledge. The training program was structured but flexible, which made learning the solutions easier to digest. I also love the collaborative culture — everyone, from Account Executives to Technical teams, seems genuinely focused on solving customer problems, not just closing deals. There’s a sense of pride in representing a company that’s committed to improving communities. The remote work flexibility has been another huge plus. CentralSquare trusts its employees to get the job done and gives you the tools and autonomy to do it well.

Cons

It’s early on, but if I had to mention anything, it’s simply that there’s a lot to learn — the product portfolio is wide and deep. It can feel like drinking from a firehose at first, but that’s also part of what makes it interesting. The team is great about helping you ramp up quickly, so it’s a manageable challenge.

2.0
26 May 2026
Recommend
CEO approval
Business outlook

Pros

1. Direct team supported one another and worked well toward a common goal. 2. Unlimited PTO (with manager approval), and pretty good benefits. 3. Wonderful customers who are understanding and kind

Cons

1. The culture has sadly become more about the "me" instead of the "we". Each department is out for themselves as they fear layoffs or retribution from leadership. There is an expectation that everyone be positive and sell - sell - sell! They don't want solutions anymore, just blind followers. 2. Product gaps galore! Rather than fixing the known gaps and bringing systems up to date, they sign on partners. This raises the price significantly, and it means customers do not benefit from a true ERP system. 3. PA customers, at the annual event, left the opening keynote. Multiple times we heard that customers no longer believe CST is a PA focused company - every speaker and even the new branding, are all 100% PSJ. 3. Product changes directions constantly, completely ignoring how those changes affect professional services or sales. It's hard to sell something that was promised to the customers, only to find out that two months later all resources were pulled and put onto another product that is being resurrected from the dead. 4. The ELT has the expectation that everyone drink the Kool-Aid of false positivity, and sell that to our customers. The problem is, they aren't listening to their customers anymore. Support has been decimated in layoffs and those with long term product knowledge are gone. 5. Workloads vary person-to-person and department-to-department. Many find themselves, along with a select few in their department, carrying the majority of the workload while others do just enough to get by, yet they are paid the same. This doesn't really encourage go-getters. 6. Pay is significantly less than market and career growth is limited, and based more on who you know

2.0
30 Apr 2026
Recommend
CEO approval
Business outlook

Pros

There are talented people throughout the organization who genuinely care about public safety customers. Many teams work hard despite challenging circumstances, and peers are generally supportive and collaborative.

Cons

The biggest challenge is the disconnect between the Executive Leadership Team and the day‑to‑day realities of the business. Strategic decisions often feel top‑down, with limited understanding of operational constraints or customer impact. A strong “sell first, figure it out later” mindset creates ongoing strain across product, engineering, and support. Sales commitments are frequently made without proper scoping, leaving delivery teams scrambling to meet expectations that were never feasible to begin with. Communication is inconsistent across the company. Important updates are often shared late or not at all, and teams are left to interpret shifting priorities on their own. This lack of clarity leads to rework, misalignment, and frustration. Employee development is not a structured priority. Regular 1:1s, weekly check‑ins, or meaningful feedback loops are not consistently practiced, making it difficult for employees to grow, raise concerns, or feel supported in their roles.

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