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Really I’d have said, declare both. But there are some nuances.
The first one says “mayor” and the caveat is that it shouldn’t interfere with his current job. If he was a supermarket cashier, or teaching a cooking class, that’s pretty far removed from the investment profession. There’s no conflict. (I’m aware there could be a conflict as a mayor but it’s unlikely he would advise on city deals, probably he only rubberstamps what’s sent by a committee).
But the second question said “several businesses, including…..”, it didn’t give all the side businesses only 2 of them. If he had a lot of side jobs, it would interfere with his work.

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