To put myself at ease I ask myself two questions: how long can I live with solely on my savings & investments? And how long, conservatively, would it take me to

To put myself at ease I ask myself two questions: how long can I live with solely on my savings & investments? And how long, conservatively, would it take me to find work if I lost my job tomorrow? It sounds like you've had good financial habits during the good times and have a good chunk of money saved and invested. That's a great place to be. If you lost all of your income sources tomorrow, would it take you long to find another job? ANY job? There are still lots of tech jobs out there, but there is also an abundance of service work in many cities that they cannot fill. That could be enough to cover expenses, though you probably won't save. Aside from the above, I would recommend seeing a therapist to help you navigate this time in your life.