Ready for Half Iron?

I'm preparing for my first Oly tri in 3 weeks.  I feel good about my training so far and am really looking forward to it.  Question: I'm bouncing back and forth on entering the Longhorn Half Ironman at end of October.  Part of me worries it's premature since I started tri training in February of this year....but I have gradually moved up the training this year, and feel like there's just enough weeks left to taper before the Oly and dovetail into half-ironman training for the last 6-7 weeks.

Would appreciate any review of my logs to see if you think a half-ironman is premature ...I'm normally pretty good about being patient, but it's just that I've had a good summer of training and feel like I may be in a good position to try this (and I turn 43 in October so was kind of hoping to make this a birthday thing)....as some more background, I swam on a team for 6-7 years growing up (so feel very comfortable in the water) and have done 8-9 half marathons (+1 marathon) over past 10 years.  My least amount of experience is on the bike...right now, I'm doing 3-4x week of spinning + 1 ride on weekends (at around 40 miles on weekend ride now), and frankly it's my favorite of the three sports now!  Only semi-concern is a sore shoulder on swimming but it's improving.  I just downloaded the BT "Olympic to Half-Ironman" bridge training to see if I can tailor a bit to fit it into the next 10-11 weeks.

If I don't try the Longhorn, I'm already signed up for the New Orleans half-ironman in April.

Thanks for any advice.