In June 2005, I returned to flying for the first time since August 1986. Back then, I flew into IMC without an instrument rating and was suspended pending a 709 review (at the time, it was Section 609). Without the 709 requirement, legally all I would have needed was a BFR (since changed to only "Flight Review").
I had enough common sense to know I needed a LOT more than that. I had been an AOPA member for several years and had read several monthly aviation periodicals for the previous few years. I had learned more than enough through them that when I did return to flight, there was not a chance in Washington DC I'd get by on the equivalent of a Flight Review with only a few hours time.
The school at GVL was a Cessna Pilot Center. I took the private pilot course along with about six hours or so of ground school with my CFI. In all, I flew about twenty hours. I probably could have slid by on less but I was having fun and it did me no harm in practicing all I could since I was facing the 709 Review. Even without the 709 on the line, it did me good. The catch was, I could not fly solo as there's no provision during suspension, not even with a FSDO sign-off. They looked into that as well and saw it as a weak link for someone seriously trying to prepare for the review.
Part of that flight time was a XC flight plan, day time down and night time back. I had also done a dozen or so night landings. We went through the entire Private Pilot PTS since all of it was fair game during the 709. Actually, all of it is fair game in a mere Flight Review.
AOPA has an interesting section for those returning to flight. I had read through it just prior to starting. You look at the last time you flew and it explains what changes have taken place. For me, that covered all but the section in the `70s. That's about the case with your fella as well. So, let's make it a full boat training syllabus. Gotta be realistic!
So, I pretty much let myself be treated like a PP student capable of solo but not allowed to. I learned what I needed and more. The 709 ride was as much instructional as it was a practical test. My examiner was also the FSDO safety officer at the time so I got a lot more than I bargained for and I wouldn't trade it for a date with Heather Locklear.
I don't see anyone returning after so long making an easy return to flying. Honestly, any CFI who signed off on it without doing at least as much as I did, I'd not want that person as my CFI. If ya want them to be safe and you to be without fear of putting your own ticket on the line, stand firm on the requirements like they are also facing a 709 review.