My girlfriend once asked me why I don't use a password manager like LastPass. A week later she got locked out of her LastPass account because she was inadvertently using an enterprise account that one of her clients forced her to use while on a project. And even though she was paying for her own premium LastPass subscription, the support experience had was terrible. Issue was resolved when the client was able to unlock the account for her, but it was a pain because it was during the holidays. I would avoid a password management software because of her experience.
I live in downtown Chicago. I'm one block away from Trader Joe's and Osco Jewel. Cost of living in downtown Chicago is cheaper than NYC/SF and maybe even LA.
Within 20 minutes of walking, I can get to two separate Targets, Whole Foods and even a Home Depot.