If it is the same course as the Challenge event, the bike course isn't as fast as it would appear. After you have got out of town and climbed up the hill from about 5 miles, you descend on pretty bad roads. About 10 miles of narrow country lanes, gravelly, pot holes etc. hedges either side and not able to see what's coming towards you as you descend around the bends. Saw a few crashes as people overcooked the turns. I couldn't bring myself to go for it and decided it wasn't worth going head on into an oncoming car, so had to drag the brakes in order to stay safe. Hope they have changed it as i thought it was ok as a sportive course, but as a tri course, too dangerous.
I think the key is to find a new race or challenge that grabs you. Could be a tougher race, a race abroad, sub xx hours etc. I did Outlaw two years on the trot, second one just didn't have the same feel. I like the idea of Long Course Weekend. To see what you can do over the individual segments as a stand alone race. Although, on the Wales courses, time goes out the window, so Tenby is out.
I used to think that Cougie, but i punctured after 95 miles at Outlaw this year. I was stupidly cold when it went pssssst, but standing at the side of the road, changing the tube in the pouring rain and ALL bodyheat that i had left in me, went up in steam. I said a few choice words, but i also said never again to tubes. I once punctured at mile 123 of a 125 mile sportive, going fast downhill, when i was stupidy tired. On both occasions i was on GP4000s!!