re: Is 14 about the age you should start working out with weights?

I see no issue with a 14 yr old getting into lifting weights with proper training and form teaching etc. Get him into everything, bench squats cleans get them biceps and tris for the ladies.

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He should only be doing seated, behind the neck military press until he's 16.

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Just looking for a recommendation for an off season workout plan for my 14 year old. His sport is baseball and he's a pitcher. He plans on working the winter break with a couple of coaches but I'm thinking that it may be time to supplement his practice with some weight training. Any workout plan recommendations from the OT?

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Sure, this is what I do for a living. He needs to learn and master some core lifts: Front Squat, Back Squat(assuming no serious elbow or shoulder problems) and Deadlift(or variations). Baseball players benefit much more from upper body exercises that allow free movement of the scapula like pushups. I don't really like barbell bench press for baseball athletes but it wouldn't hurt him(it just isn't that functional).

He doesn't need to do a body building routine, he needs to develop full body strength using free weight exercises with proper form. I would also caution against only using powerlifting form for squats(low bar).

*DO NOT MAKE HIM RUN DISTANCE. If he wants to condition, make him do sprints

Exactly what that bama guy said.
At his age, you want to focus more on core strength and muscle control. He's just getting into puberty and his body is growing and going through changes like crazy.
His testosterone will be blazing before long, so be very careful with heavy lifting. If he's eating close to right, his muscles will respond. If he's going too hard, it can easily create injuries that you want to avoid.
Because he will be in peak testosterone production soon, his muscles can grow a lot faster than his tendons can support. Too much lifting and you can set your child up for a lifetime of tendonitis and/or arthritis.

Focus or core and basic lifts, especially squats. Depending on how he matures and develops, 16 to 17 he can step it up a notch or 2.

Yes but work on the basics and gpp before doing any specificity training. Look up juggernaut training systems. Chad Wesley smith knows his stuff.

Just to add, lifting weights, much like pitching and hitting, is technical. I would look to find a qualified coach to teach the lifts. There is merit to starting earlier than even 14 because kids will learn the lifts. Like others have said, puberty is when strength levels start to spike up BUT it helps to have mastered the form of core exercises first so that they can properly load and progress in those exercises from the start.

Also keep in mind most Joe Blow football and baseball coaches do not know how to teach lifts.

No bullshite look into the Bigger, Faster, Stronger routines and teach him each lift's proper technique.

Oh I absolutely agree. I also believe too many parents want to make their children all stars at too early an age and focus on wins rather than learning the mechanics.

I should have clarified this and go into more depth. You hit the nail on the head