Being a person with the experience from Kollel and then moving on to build a business etc…. I can tell you with truth and honesty that when the proper time comes you will feel the need to get up and support your family with a serious job even with your wife also working already to support your valuable Kollel learning day.
The choice is yours: where are YOU holding PERSONALLY in your faith and trust in Hashem? If you work on yourself and make an attachment with yourself to bitachon and emunah in Hashem and remember that in truth all of a person’s money comes directly from Hashem-its just a question of how rather it’s through a job or a rich family or a lottery ticket win etc….-then Hashem will bench you to be able to remain in learning due to the fact that you are fully aware that the money from your job/in_laws actually is sent directly from Hashem even though yes you did work hard for it all week towards the paycheck.