You can set up calendly or equivalent with stripe. Come up with an introduction script, let the tooling handle gating the actual block of time with payment. You can come up with a series of ‘objection’ scripts to cover pretty much every negative response you’d get:
“I hear you, no one likes paying, but it’s taken me a long time to learn all this stuff and unfortunately I have a family to house and feed”
“Unfortunately I can’t accept equity because my accountant has made me aware of some adverse tax implications that would really screw up my filing this year”
“You’re right, we do go way back, let me take another $100 off, lower than I’ve done for anyone else”