Struggling financially

My SO constantly argue over money…he is an entrepreneur doing multiple things at once(keep in mind invoices don’t get paid right away especially from large businesses-some take time). I work a part time job(guaranteed a certain amount ever 2 weeks)which my pay checks have paid our house bills, groceries, pets, etc. I’ve used my savings to pay for our rent, we have a roommate because of this and then he still expects me to pay half of rent this next month. Things used to be different as in he paid rent(through his savings now gone)and now that business is struggling(no money coming in) he is still looking at me for help potentially to the position of having to ask my parents.

He says things like “all the things I paid for in the past doesn’t mean anything? I spent a lot of money on things in the past” i worked a 9-5 and paid for groceries, pets, house supplies, some dinners, etc. I pitched in what I can and worked more hours.

We don’t know what to do for next months rent. My part time job does not cover rent especially being paid bi weekly. I feel like I have to go back to 9-5 again just to pitch in more but at the end of the day it still won’t be enough. He doesn’t like the stigma of men paying for all of it yet I’ve covered us for 3 months giving him time to build his business. He says if we didn’t have problems then he would be more successful(he struggles with ADHD and executive function disorder) in my mind people still work if they have issues or not whether your a entrepreneur or work 9-5 there is no room to not be productive. He says things like “I’ll be homeless to make this work” and I’ve stated I don’t feel safe and secure with that mindset and won’t be around