Reading this post, reminded me of an experience my sister had. Although, she doesn't work in the real estate industry but her was in Manufacturing sector. She quit her job because she couldn't see herself growing in her career line, she felt all the knowledge gained in her past work was just for the company's interest alone and not for her career development. So she had to drop her resignation letter. And i can say it was the part thing for her, because now she's doing what she likes and benefits her.

Your friend seems to be someone who loves to show off his success and paint it on other people's face. But the fact that he understand and seeks your expertise in the business or industry is what i liked the most. Well, i hope you get better deals and opportunities that suits your desire.

Take care @galenkp