Pros
Teammates are solid people and hard workers.
Cons
It’s almost unbelievable that a publicly traded company could be this dysfunctional. If Wall Street ever got a real, unfiltered look inside Insperity, the stock wouldn’t just be down, it would be in free fall. What’s happening internally isn’t just underperformance; it’s systemic decay driven by disgusting nepotism, complacency, and outright incompetence. Leadership and middle management are saturated with long-tenured holdovers who seem far more interested in protecting their paychecks until retirement then actually leading. There’s no urgency, no accountability, and certainly no vision. Many of the people in charge shouldn’t be making day-to-day decisions on what to wear to work, let alone setting strategy for a company. Yet they are and it shows in every broken process and missed opportunity. The New York region is a perfect example of everything wrong with this company. Leadership there is completely unfit, lacking both the awareness and capability to run a high-performing team. Decisions are made by a Regional Manager who can’t keep track of basic details, yet he’s dictating direction for the entire region. It would be laughable if it weren’t so damaging. To top it off, the man is one of the most vindictive people you’ll ever meet. Success here has little to do with performance and everything to do with who you know. If you’re not connected to a regional manager, district manager, or one of the inner-circle top reps, you’re already at a disadvantage. That’s not speculation, it’s how the place operates. Merit takes a back seat to relationships, and everyone knows it. Culturally, it’s stuck in the past. Meetings are nothing more than recycled stories about “the good old days”—the trips, the gifts, the massive commission checks. There’s no strategy for the future because leadership is too busy reminiscing about a version of the company that no longer exists. Operationally, it’s just as bad. Technology is outdated to the point of being embarrassing. Systems that should enable growth instead slow everything down. Marketing is practically nonexistent—salespeople are left to fend for themselves. And when nobody is succeeding who do we turn to ? No one has answers. No one owns it. It’s chaos disguised as a process. Compensation is another glaring failure. Salespeople aren’t seeing meaningful increases, and the office administrators-the people actually keeping offices running—are paid well below market. The fact that these employees need second jobs just to get by says everything about how little the company values its workforce. And then there’s the culture, which crosses the line from unprofessional into outright toxic. Mocking employees over medical conditions, turning coworkers into office jokes, and even taking that behavior public to LinkedIn—none of it is addressed. Inappropriate and offensive comments linger without consequence. Speak up, and you’re the problem. The most telling part? Even top performers—people who are succeeding despite the dysfunction—openly tell others not to work here. That’s not a red flag. That’s a glaring warning sign. This isn’t a company with a few internal issues. It’s a company rotting from the inside out. If you’re considering it, don’t hesitate—walk away. There are better opportunities out there, and waiting for one is infinitely smarter than stepping into this.