Have you any experience with outsourcing, or dealing with a SaaS vendor?
Chances are your senior management is going to read a trade rag or buy into the groupthink that outsourcing saves money at all costs and you are going to have to deal with outsourcing. If you have, tell me about it and how you would deal with a vendor with poor support?
This is why I sent it to him, because, of course, he's right and I wouldn't have thought of it.
My one thought on hiring someone technical, if you are not technical yourself, is get someone techy to interview as well.
When I was hired as an HRIS manager, Mr. Techy said to me, "Your resume says you know Microsoft Access."
"Yes," I said, "I can't do visual basic or SQL, but I do have a great deal of experience with queries, forms and reports."
He gave me an inquisitive look, "Do you know what an update query is?"
I thought the man must be an idiot. Anyone with a basic knowledge of Access knows that. "Yes," I said.
"Can you give me an example of how you have used an update query and an append query?"
I did, and I thought it was strange--until about a year later. I was hiring a temp. "Do you know Access?" I asked.
"Yes," she said.
"What have you done in Access," I asked.
"Queries, forms, reports, you know," she said. I didn't delve any deeper.
Turns out she had run queries that other people had written. Done data entry on forms other people had developed. Run reports other people had written. Oops. She was shown the door two weeks later.
And I learned my lesson.