Bit of a rambling reply, speaking from experience. Companies with tech departments (that will cater to this crowd) that are around that long tend to be maybe b

Bit of a rambling reply, speaking from experience. Companies with tech departments (that will cater to this crowd) that are around that long tend to be maybe big, somewhat stable, somewhat largish revenue companies. It is not the norm for people to stay that long at a company (tech company especially) these days. Lots of coworkers come in and eventually leave (by their own choice, sometimes not). You end up staying in touch with the ones that you like. You end up cherishing the people you work with, because some of them might have been there as long as you. You end up going to their children's birthdays, and celebrate holidays with them. They can be life friends once you share that amount of time with them. Leadership drifts in and out. Passing the baton that often ends up diluting the company culture to a point where the business itself becomes its own organism, carried by its own inertia and making very clinical decisions about its own survival. Some of these decisions begin to weigh down on you. I guess it's true what they say, familiarity breeds contempt. Some good things - you have a lot of time to design, implement, and deliver on projects. You can wind up with quite an eclectic portfolio of internal initiatives that you've delivered. Many of these can be quite fun. Benefits are good over that period of time. Many companies end up delivering benefits on a graded scale based on seniority. I'm up to 6 weeks of paternity leave if I ever want to use it. Assuming you joined near the top of a payband, years of merit/cost of living increases can give you golden handcuffs. You get a lot of time to build wealth, but without careful planning you will not financially be able to leave. You become even more beholden, and less willing to leave over time. Victim of your own comfort? Actually, maybe not comfort. Inertia? There's some thoughts. The people around you, and the company change over time.