My case is not exactly as yours, but no one's really is so... I made a project for an eCommerce company a few years ago and then left but always kept in touch

My case is not exactly as yours, but no one's really is so... I made a project for an eCommerce company a few years ago and then left but always kept in touch with people there. I changed jobs and took a remote position working for a US based company here from Brazil so my working hours were 12-9PM due to the timezone difference so I had free mornings. After a couple of months the first company (eCommerce) made me a proposal for a full time job that I didn't take because it was good working from home at the time. However I said that I could work part time 2-3 hours everyday for them. They took it and it was very good for both of us since I had an extra paycheck (I was earning as much as a full time employee) and they had me working on important stuff with no interruptions since I was there just a little bit everyday and could not be held accountable to day to day things. I stayed like that for the past 3 years when I went working for them full time because I got tired of working remotely for a company that wasn't really in a remote-work-culture. Developers are easy to find. Good developers are not. Bottom line is, if your value proposition to the company is good I cannot see why they wouldn't accept you working part time there. If it's good from the business perspective and you can demonstrate that to them it's pretty much a cost-benefit decision and not an emotionally one. If you are really into it and wanna give it a try (obviously with some risks) you could say: "Shall we try for a month and see what happens?". After the first month there is not going back ;)