HEAD - I used a similar program, well same program ACCESS. Worked great for me. I had my 18E, Computer geek build it for me. But once I left 10th and ended up in 3rd I could remember after my SWC time on how to change the Headers for the word documents and excell sheet that you could print out. It worked alot like your, you clicked on a box for each item on a master "sheet" and told it what box to go into and them you could print out a Box sheet for each box and a "stay-Go" word document with ODA header and CPTs signature Block to sign it. We were not a well liked ODA for one deployment.
HOTSHOT - Great POST!!! Totally forgot the 1750s, nice add on!!
18C - if your new to an ODA or just never had that "real" senior. HOTSHOTs is a great "standard". But every Group and Company, let alone ODA will have what they want. If your TS is a former 18C, you may have to do it his "way". Learn to deal with changes. Most ODA leadership care that you account for the ODAs equipment and know what is coming and going out of the Team Room.
Everything is electronic now - so keep that hardcopy Property Book, and sub-handreceipts in a deployment binder with one left behind in the locker in your Team Room.