Not really the answer i was looking but better than no reply. Just wanted to get other people's experiences.

Almost 40 and still working out, That's down hill from my prime. I'm finding that recovery is getting slower Of course extra day of rest is always welcomed.

That's cool. Do the both of you compete with each other?

If size is your goal your rep work out should be more similar to a bodybuilder which means rep range of somewhere between 6-18 per set. Stick to those ranges but keep in mind that you need to keep building on intensity too, so keep progressing to higher variants of push ups once you reach the rep limit. You could also consider doing this if chests are your priority: Wide arm push ups, when the get easier for you spread your arms wider, a few inches till it get easy for you (only spread further when you can reach the rep limit). Eventually, after a while of training like this, you arms will be almost like 'T' or a cross meaning that they will not having the full ROM as a normal push up because of this your triceps won't be getting much use. So do note that you'd still need to a normal progression to build up your triceps. Consider this form of push ups a supplement to your training.

Don't forget dips too. Horizontal dips are great but requires great amount of strength to do.

If you really must do endurance training together with strength training on the same day, it's better to do your runs after your strength training and not before or in between sets. Keep that energy and max out on strength training.

I don't do crossfit so i'm not sure about this but i hear that people who do crossfit pull ups are different than normal pull ups. From what i hear crossfit pull ups are done with kips utilize momentum to help pull yourself up as compared to normal pull ups. True?

Seapark area ... isn't there a huge park there with the green looking lake? Always see it from the lrt.

It's up to you if you want to go all out with your workout however keep in mind a couple things; form and safety.

Form: You will get good gains with good form but if you're forcing yourself just to complete that last rep in really bad form then don't. It just breeds as a bad habit; eventually you'll think that it's ok to do a move with bad form.

Safety: In calisthenics there are many advance moves that requires a lot of strength to perform, you do not want to be in mid motion when performing these moves only for your limbs to fail. Imagine you're doing an handstand push up and your arms give out cause you're out of energy... you'll come crashing down on your head and you don't want that.

Another thing that you may want to consider is your level conditioning and the amount of rest you're getting. Not giving yourself time to recuperate only builds up wear and tear which eventually leads to injury. If you go all out and you're still sore during your next workout ease off a bit.

PS: These are just generic advice. If you're doing a more specific training regime like skill training. NEVER, EVER go to failure. It'll slow down your progress.

One of the biggest mistakes a newbie would make is that they try to rush through their progress, which usually leads to poor progress and in lots of cases injury. Don't rush, you're not just building up on strength and muscles... you also have to build up on your joints, tendon and ligaments. These last three take time to condition, so don't rush to injure yourself.

For pushups, i guess it's fine to go to failure once in a while but like i said don't got to failure at the expense of form. I would also say do it if you're going for a PR but if it's just for normal workouts it's not necessary.

As for Pull ups try not to go to failure if you're new to it. Pull ups are probably one of the hardest things to progress up as you're pulling up on your full body weight unlike a push up. Building up a pull up requires endurance too not just strength especially the forearms (which a lot of people neglect). It would be helpful if you gave more details on what you're working on.

If you want to do supersets then do it right. 1 set pull ups, then 1 set whatever other workout you are doing (i'm assuming push ups), then back to pull ups again,.. etc. Don't leave too much time rest time in between them, take a few secs to catch your breath then move on to the next one.

Of course i don't recommend newbies doing supersets though, it'd be much better to focus one thing at a time. Build up on that endurance of yours... at the end of the workout, do some hangs, do some grip work... Sure you're tired from your sets but grip work is essential! Don't forget them!

Lastly if your body if tired, just rest. You don't have to be so rigid with your workouts, be flexible. If you must rest to get better returns then rest cause fatigue builds up eventually.