I have been around since year 21. You would think I would be able to breed EEE maybe a W or WW or 2. This year I bred 3 EEE. One I was hoping would be at least a WEE, but no go. I need help with what I am doing wrong.

This is what I bred this year:

E/E/E: 3

P/E/E: 2

E/P/E: 3

E/E/P: 4

P/P/E: 15

E/P/P: 25

P/E/P: 30

P/P/P: 144

I'm sorry to hear, breeding can get frustrating, especially on a bad RO...

I'm doing SD now but I've been doing a lot of AD breeding on my main account so maybe I can help you a little : )

Here's a few points I've noticed going through your stable:

1. Don't use EEE studs and EPP combo mares or lower. They're more likely to give you weak foals (for example if you watch your three EEEs from this RO I bet that the colt will do a lot worse resulting from a match EEExPPE than the two fillies (1 and 2) from LB studs and EEW or EEE mares). Rather geld the stallions, CS the mares and use the extra ebs from showing for more LB or ABLB matches. There are enough W and WW combos up for stud for little money. One tip, look at the lower third of the ABLB, there are some very nice studs with EEE restrictions and sensible pricing.

2. culling. I noticed some horses in your stable (for example her) with rather bad training compared to their rating. Of course it's up to you, but I'd cull mares or stallions like that. Rather keep a few good ones and concentrate your efforts and ebs on them. Same goes with production. If a horse can't produce it's own rating I wouldn't keep it. I usually give mares two or three months to show their quality (unless the first foal was horribly weak).

To start: Breeding's really hard and I don't blame you for getting frustrated. It's expensive and not nearly as rewarding as it should be, even when it's really rewarding.

I wanna start by asking why you have so many PPP mares? You know as well as I do that they can't give you the Ws you're after.

I keep PPP/EPP combo mares around to make geldings, and they're great at it, but you aren't keeping that many geldings. Go through your PPP mares, and if they're not producing PPP colts or PEP+ fillies 3/4 times, they need to go. If their first foal isn't PPP+, I wouldn't recommend keeping them to continue testing. PPP mares are fodder, and one well-producing PPP mare with a little flash is worth ten poorly producing shinies. PEP combo mares get the same treatment.

If you don't want to have lots of geldings, nix all that and fr every last one of them, unless you think you can auction them for more than 1k.

PEE combo mares need to produce PEP+ combo foals at least 2/3 of the time, or they're gone. If they haven't had a good foal by age 4, they need to go. If 2 out of 3 of their first foals aren't PEP+, they're not worth continuing to test. If you are breeding them to your gelding-maker stallions, they can be treated as PPP/PEP mares. Their rating doesn't save them.

EEE+ mares need to produce PEP+ combo foals at least 2/3 times. If all 3 are PEP combos, or one of the first 3 foals is PEE+ combo, they can stay, otherwise they need to go. If you are breeding them to your gelding-maker stallions, they can be treated as PPP/PEP mares. You can almost always sell EEE+ mares for at least 10k.
All stallions under EEE should be gelded immediately. RID and KNN studs can be PEE combos, because they still have a chance to do well with how weak the breed is. None of your PPP+ stallions are of a weak enough breed to warrant staying intact.

EEE+ stallions should be gelded if they don't make their LB. My ~80 WBLB boy is at that place having only been bred to PPP/PEP combo mares, and is only used for making geldings. He's very good at his job. If your stallions aren't good enough at their job to be on their breed's LB, they're not good enough to be stallions.
With the mares you have, I'd estimate it to be up to a real year of strict culling and ABLB studs to get you to W/WW combo horses. I don't think any of your studs are going to make the cut. As soon as I started using broods, I started getting Ws. Getting rid of so many mares is going to earn you a pretty fat stack, I'd recommend finding some LB mares up for brood and buying straws to match them with.

Sorry for the super long post, but I hope it's helpful. TLDR: Decimate your mare stock, then do it again. Any boy not on their BLB doesn't need his nuts.

Wow, I guess I've got some free ranging to do.

I guess my next question is. What am I missing in training? I have all of my EEE & most of the EE combos on the barn manager. Should I be training more?

As long as you're training once a week, it's all good. Going to training clinics will mess with the tracking so you'd have a harder time matching.

How do you decide what, if any, PPP filies you keep? I've done a hugh cull and am getting ready to cull 2 year old mares now.

I never keep anything below PEE combo unless its a good color horse with at least PPP or better ratings

My herd is totally decimated..... from over 900 horses.... to much less... now I have to figure out how to make good matches with what I have left... This will be interesting..