I used this Milescraft 1318 Drillmate Drill Guide with chuck https://www.amazon.com/dp/B014A1Z92I/ref=cm_sw_r_cp_apip_xPSxyo8ysEYb6
With this bit Eagle Tool EA56254 Flex Shank Installer Drill Bit, Auger Style,9/16-Inch by 54-Inch, Made in the USA https://www.amazon.com/dp/B00DNEEYFW/ref=cm_sw_r_cp_apip_CSwu6ags4ebQI
I drilled hundreds of holes with this setup and a corded hammer drill (overkill but it was what I have) and every hole came out great.
I used a forstner bit and it was very helpful. I clamped down 2 sheets together and drilled them both at the same time.
Actually there were a few things I wanted to cover so I just recorded this quick video for you with plenty of video/photos from my actual build a few months ago. Hope this helps!
I appreciate the feedback here. I wasn't really looking at a full-on "Moon Board" type build, but more of leveraging their grid system to get the holds on there knowing they've vetted their system out. I wish I had known about the Moon Board before and had been able to angle the wall out a bit more. I can build side wall attachments and even use the tree to support an overhang. I might consider it for myself (lol).
Thanks for the crash pad feedback. I will dig into this a bit more to see what works for the outdoor setup. I wish there was something I can inflate and bring out there instead of having a pad or whatnot, but I will keep looking. Budget is always a concern lol. But, I get what you mean.
I think I have a firm understanding of how to convert bolt on holds (if I am having trouble finding screw on holds). My wife went and bought some simple holds for the kids I wanted to try out. Are these work keeping or just go with the screw on holds and returning these? https://www.amazon.com/gp/product/B0838QJY4K/ref=ppx_yo_dt_b_search_asin_title?ie=UTF8&psc=1