It seems like for the seed round raise he was the point man, whereas now you have established yourself as the fundraiser and shown you can deliver. He made the introduction, this one should be all yours. Maybe offer 10% or something to make it go smoother

Health and wellness

Have you tried business credit cards/credit lines? Can easily get $50k+ with 0% interest to start

With something like Looka available, you better be offering some kind of version for free to play around with