Something doesn’t really seem right. How do you know this man? This is a highly unusual offer. Why does he want to invest in your company? Offering you $30k for 5% of a landscaping company that made less than $50k doesn’t make any sense. I think there is a chance one of you is misunderstanding the other? Did a stranger approach you online? Could by trying to scam you.

You need a commercial auto policy that covers non-owned auto. The employees own policy will not cover them since they would be using their vehicle for business use.

Make sure you are insured for this.

So your concern is that you won’t be able to buy insurance because your business would be basically a bunch of odd different things? What type of insurance are you concerned with? Liability? Property? Auto?

So excluding your salary the profit will be about $50k this year? Is this in the US? Do you have an IP or patents?