
InsureCPA CEO David Filewich speaks about the difference between lowercase “fun” and uppercase “Fun” for CPA Assist’s Mindful Moment’s series.
InsureCPA CEO David Filewich speaks about the difference between lowercase “fun” and uppercase “Fun” for CPA Assist’s Mindful Moment’s series. Watch the video below.
InsureCPA's CEO David Filewich believes in embracing a few moments of fun each day.
But there are rules: This type of fun must be genuine–and spontaneous.
Like when a coworker pops over your cubicle to share a funny story. Or makes a joke during a long, tiresome meeting. According to Filewich, there’s nothing better than the sound of belly-shaking laughter echoing across the office. It’s proof that human interactions are hard at work building the foundations of a healthy workplace.
“I think of these moments as ‘fun’ with a lowercase ‘f,’” he says. “We spend a lot of time together. And while uppercase “Fun” events like team outings contribute to collaboration, it’s the everyday lowercase “fun” that builds consistency.”
Filewich says camaraderie and human connection are simply part of InsureCPA's DNA. They’re also great ways to contribute to overall workplace mental fitness—as defined by the 2025 Mental Fitness Index (MFI) Report as resilience, energy, and the ability to thrive in both personal and professional spheres.
I think of these moments as ‘fun’ with a lowercase ‘f.’ We spend a lot of time together. And while uppercase “Fun” events like team outings contribute to collaboration, it’s the everyday lowercase “fun” that builds consistency.
The MFI Report published by CPA Assist notes an increase in the proportion of individuals experiencing daily major stressors since 2019. As a result, “maintaining mental fitness is essential not only for individual well-being but also for organization performance.”
Hence why jokes and laughter are an integral part of InsureCPA's culture.
“Connection leads to comfort. Comfort leads to confidence,” Filewich explains. “And the result? Efforts become shared efforts. Wins become shared wins. Hard problems are solved together, and we feel safe enough to laugh—or even cry—our way through each challenge.”
As a leader, Filewich contributes by modelling empathy and kindness. He focuses on hiring strong yet engaging employees. And while quarterly team building events are still important, they come second to a game of office mini sticks.
“It’s all about balance. Of course, not every day is going to be fun. But that spark of human connection can make the hard days a little less difficult. And that makes a huge difference.”


