Another eventful eposide is in store on Saturday when the effervescent jockey and the enigmatic horse team up again for the Tote Northern National at Newcastle.
The race, like the National Trial, is live on television and Flynn will only be hoping that his mount can stay on screen in the early stages.
"I wish it was three miles longer," he says. "At Uttoxeter, Oliver was happy that I kept going and didn't just pull up. I spoke to the owner, Mr St Quinton, on the Monday after the race and he was very happy.
"I reminded him that the horse had run very well over National fences, the only ones that seem to make the horse interested, and I might be asked to ride him in the Grand National."
Persuasive, then, as well as determined. An Irish boy from a racing family, Flynn knows the lure of Aintree.
Its pull is all the greater after a shattered collarbone and then suspension kept him out of the Liverpool jamboree for the past two seasons.
Hobbs has advised him to stick tight in the yard for another season while learning in the shadow of the jockey who rides most of the horses in the yard, a certain Richard Johnson.
Flynn, whose lifestyle is "qui-eter" than it was, now has another reason to put down roots.
"My girlfriend Claire had a baby girl, Ciara, two weeks ago, so I'll still get out for a drink now and again but not so much," he said. Fatherhood at 21 was an eventful episode in the life of a rider who has already had his share of them.
On one occasion he had to be replaced at last notice on a ride at sun-bathed Cagnes-Sur-Mer - because his passport was out of date.
If he is to match the reputation of Richard Dunwoody - an earlier, stylish Irish amateur who made good - Flynn will need to be lauded with Praise.