The greater issue is building the value without talking to them. I have not used Jobber's AI Assistant booking feature but if you can quickly address the issue and why it's worth paying to have you "the professional" out, that would be my best take.
e.g. "$99 inspection report and diagnostics come with a pdf of our findings to help you make the best decision for you and your home", "Let us save you from getting the ladder out and give you a PROFESSIONAL inspection for only $99.
The psychology of a customer paying for you to come out lends them to be more willing to purchase for the full service later.
