Top Law Schools

Anyone have any experience with this? My cousin just started a business where he writes a lot of contracts with companies and said he could hire me on retainer to look over/write contracts for him after my second year in LS for $2,500 a month. My aunt also owns a roofing company and said that they would put me on retainer for them as well for $1,500 a month. I was unaware of this nice little boost in yearly income until they mentioned this, so I was wondering if anyone else has any information like:
How many companies can you be on retainer for?
Do firms look down on potential employees who are on retainer for other companies?
Why is it that no one seems to mention working on retainer for companies with employment being so bad ITE?