Another reason to do this with a proper interconnect is that someone else (not a lineman) might be doing something stupid down line from you because the line is dead. Usually two tired people doing something stupid causes a problem. Three tired people almost always causes a problem.
For years, I ran my generator by shutting off the main breaker and back feeding. Then i realized I might not always have control over the situation. For example, say there is an ice storm and we lose power. I start up the generator then start working outside and hurt myself. Someone takes me to the hospital. My wife or a neighbor tries to take care of the house and flips the main since they do not know any better (actually my wife does - I educated her in depth what to do, what not to do , and why). Someone gets hurt because of it. Admittedly, a very small chance. But I am not willing to risk someone's life even under those small odds just so I can save $150. Wish this device were available to me then. (However, I am very happy with my automatic standby generator. )
A decision we each have to make for ourselves.
If that makes me part of the dreaded safety police, then so be it. I am much more willing to take risks that only affect me although having family and friends, there probably really is no such thing.
Ken