As requested by my lil newbie; this is how I show at HEE
I only show SD (single discipline) horses, E rated, and geldings, I'm currently phasing out my mare program. For newbies starting out, I don't reccomend buying mares just for showing since they should be place on CS to reach their full showing capabilities. I will explain this if requested.
To start, click on your barn of choice, then scroll down and open up the easy show enter page.

Make sure to click submit ;)
Then pull up a calender (I use my phone).
For E rated horses, count back 5 weeks (Starting on the Monday of the current week and counting back on the Monday's {Because these are the days we start training on :) })
For P rated horses, count back 6 weeks
For S rated, count back 7 weeks.
So if we use today's date, counting back 5 weeks we can enter any horses (with an E rating) that were last shown between Feb. 10-16.
For P rated, we would show any horses that last showed between feb. 3-9th

You see that green lettering that I circled? Enter any and all horses that have the green lettering, it means they are in the money :)
The one I underlined in red, is ready to show again.
Horses who place 9-10th? Wait a week and show them next week.
11th-12th? Wait two weeks and show them again.
Anyone who places 80% or higher in dressage, 16 in Cross Country and 12 in Jumping, show again the same week :)
For starting with foals, ignore them for 5 weeks (if they are E rated, 6 weeks if they are P rated) Then show them and see how they place. (hover your curser over their placing to see the actual percentage or fault numbers)
8th or higher? Show again.
9-10th? Show next week
11-12? wait two weeks before showing.
Anything else? Post below :)
Good luck, happy showing!
*also make sure to show Monday-Wed. otherwise your horses may level up before you can show them