Help! 1st gay relationship at 30

So we have been dating for 9 months and he just called t quits a few days ago...We decided to take sometime for ourselves as we worked together and lived together everything together...I feel like he's just giving up and in because he felt pressure to perform and be more of an equal in this as he said he wanted (mainly financial) when he feel short he ran to his family who just coddled him through it...He didn't graduate HS because he told them he wanted to leave or elseHe didn't finish community college after he earned his GED because he didn't have direction...And he quits jobs regularly because he gets into arguments with his bosses...He's 27 now and I'm turning 30 next month...I love him but need him to realize that 1. His support system just enables him 2. I'm a part of his support system but I won't enable himAnd I'm not sure what else...I know that he is insecure and i hate to say but because...I'm from a poor black family (ny) and I went to college (private) and earned a bachelors because my family pushed me and continues to do so...He's from a poor white family (wa) and didn't achieve much in terms of academic success because no one pushed him (he complains how no one pushes him in his life)Anyway, any advice? Thanks gents