Hmm, I run a business and regularly give a discount on bulk orders. I don't find it offensive when people ask. In fact, I appreciate when people are up front about their budget. It saves so much time.
I think with the close proximity you're not out of line to ask for a discount. The guy quoting will only have the travel time once to quote. If one job finishes half way through a day, the crew can just pop over to the next job and begin right away versus traversing the city or shutting down for the day - there will be a tendency for them to look at the two jobs as one and just keep rolling.
If you can give something up, that could be a good negotiating tactic, too. Like, if you can put it off until September or something that works better for their schedule, they may want to work with you and take the sure thing of two jobs at a slight discount versus no guarantee of any jobs in what may be a slower time of the year.
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