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Attend Fall Headfirst Session?

Hello, everyone.  Like many of you on here, I stumbled upon this forum and have quietly enjoyed soaking in all the knowledge and experience that is shared here over the last several months.  This is my first post, so here's a bit of intro.  I have a 2020 grad that mainly plays infield corners and is a strong hitter (3 or 4 hitter on his select team).  He is 6'4" 185lbs.  Academically, he's a top student.  Current GPA is 3.99 (honors/AP) and he expects to take SAT in Nov (shooting for a 1300 or better).  In terms of goals, he is really interested in the Ivies but otherwise, his preference is to stay on the West coast and play baseball at a strong academic school.

For a variety of reasons (like waiting for his weight to catch up to his height, summer basketball commitments with high school, cost/travel involved, etc.), this summer was his first time doing any showcase type events. 

The first event he attended was Headfirst in June and he sent personalized emails to the schools he was interested in advance.  He performed well and enjoyed the experience, but being his first showcase type event, he was a bit green.  As a 2020, it also meant that conversations with coaches at the event were pretty brief and high level (they were mainly focused on the 2019s).  Most of the emails he's received from DI schools that attended that event have been the camp invites, but he's had some emails with DII and DIII schools that have gone a bit deeper than that.  Since then, he's done a couple of big local showcases (and some of the schools that were at HF were also in attendance, so they have now had a couple of opportunities to see him). 

We are in the process of planning fall events.  He is trying to get an invitation to play in the AZ Junior Fall Classic (already got accepted to academic game tryout), but if he doesn't get on a team (or even if he does), we're trying to decide what other events would be good for fall.

So, after all that...here's my question....should he do Headfirst again in the fall?  It's one of the more expensive showcases, so we don't want to double up if not likely worth a repeat only a few months later.  But, with the additional experience under his belt since June and the fact that it will be post 9/1 so there's a possibility for more real conversations, it seems to me that it could still be worthwhile.  Thanks to all in advance for your input!

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