Anytime. Glad to help.
My interest in MBTI originally began for two reasons.... First of all, I've always wanted a greater understanding of what makes me tick. Throughout most of my childhood, I have (at different times and from different people) been called out for being "anti-social", or "too analytical" (Mom says that of me especially. Probably her stronger Fi talking.) and stuff like that. I used to dabble in those "get to know your friends" quizzes on MySpace I was semi-forced to participate in (for my friends' sake) and that sparked me a little.
But me, being the detail-craving dude I am, I wasn't satisfied with those "you're a good person" quiz results --- I wanted something *more*.
So I looked into several personality studies, mostly searched through Wikipedia (being bored in Photography class because it was geared for slow kids and I had turned in my assignment three weeks prior) and I stumbled across this MBTI.
So I suppose you could condense all that into one thing --- you could just say I'm unnaturally curious. I've taken it to the next level as well - now that I know how I tick, I try to figure out what makes other people tick, so we have a greater camaraderie.
So unless he just wants to know how he works (and if he's an older guy, he probably either already does, or doesn't thinks the knowledge is necessary) you'd have to introduce "A logical reason for why he should consider this MBTI".
Instead of merely wanting him to do it, you should show him results of it. Show him how it's helped you, (if it has) or show him how it *is* applied to real-life scenarios. I emphasize the "is" because I personally do not like it when people say, "But it could be". I want to see a literal real-world result that has positive effects, or at least effects worth using.
What do I value in other people? What gets me excited? What do I dislike (pet peeves)?
Let's see. When I'm at work (I'm not the boss, I'm just one of the more experienced peons. : D ) I like to see....diligence. As long as you're following the rules my boss has set down (or if I was the boss, the rules I set down) and you "keep your crap in a pile", as my Dad puts is, then I'm fine. I'm not saying you have to be a total robot, like me, but I want the department (or the law firm in this case?) to run like a well-oiled machine. I don't want any drama, I don't want repeated errors, (I'm okay if someone makes a mistake and then learns from it because that's how I learn.) and I want to ensure the productivity level remains at an acceptable level.
I suppose I could just say that I value most of the "J" qualities....be on time, organized, etc....and as an ISFJ, I'm sure you have no issues with that.
As for what gets me excited....this one is indeed difficult. Throughout all of my life, people rarely see this in me. I think it's because my rewards and excitement are..."intrinsic". I'm happy / satisfied just knowing that I finished whatever it was I'm working on, reached my goal, or whatever it is I'm striving for. This also ties in with your "Do you have a hard time complimenting people". I'm not hypocritical --- it's just that because I'm happy because of an "intrinsic" cause, I think others should be / are as well. I don't require a pat on the back - and on the same token, I don't pat other people on the back. (Even though I probably should.)
As for pet peeves, they're mostly just J related. I generally dislike sloppy/messy people, I can't stand it when people show up late for work, or when they leave work without finishing whatever it was they started (because even I would stay after work a few minutes to finish whatever it was I was doing.) A lot of it ties into that "high standards" thing. I may appear to be hypocritical --- holding others to a high standard, but remember, I hold myself even *higher*. I'm a perfectionist.
The only other pet peeve I can think of that might help you is T/F related. I can mention this because of the occasional issue I have with my sister, who I believe uses a lot of Fi. I don't like it when people put more importance on the socially correct move, or "erring on the side of the people". I always put logic first (which is both a good thing and a bad thing) and I prefer when others do the same. For example, I would fire someone without hesitation if they weren't meeting the standard written in the "Here's your job" manual they got when they were hired. I don't really care if they're financially struggling --- they've got no excuse for slacking in my book. I know that sounds cold, but that's just how I view it. If I were in there shoes, I would be working my butt off so I wouldn't be in a bad financial situation. That's just me though. ; )
Is it okay to show your feeling side? Depends on how close you are to me. I value harmony in the workplace, so if you're having an emotional issue, I would prefer you express it to me in the most blunt manner that way we can discuss a resolution for it. I don't want disunion in the workplace, and I don't want any issues. I would work very hard to resolve any conflict if it meant I could keep my valuable employee. (Key word, valuable. If you were a slacker and you had issues, I would consider simply letting you go.)
Showing it to me otherwise wouldn't necessarily make me lose my respect for you, however I may delegate a more "logic-based" task to someone who thinks more with their head and less with their heart. (I know that sounds cold, but remember, it would work in your favor in the inverse situation. If there was a task that required better people skills, or social grace, or whatever it is you do that I don't, I would select you for the task in a heartbeat. And even better because you're a J, I have peace of mind knowing you'll get it done - probably better than I would have.)
The only things that would make me lose respect....are once again, mostly the J stuff. I don't really have much patience/respect for people who are late for work, and all of that aforementioned stuff.
Do I ever get emotional? Rarely. And when I do, it's never in public, and God forbid in the workplace. Most of my emotions I keep bottled up. I don't find them useful, in fact, I find them to be quite the hindering force most of the time.
Actually, just the other day at church, my youth pastor's wife laughed at me because I laughed at my friend Jordan's stupidity. (Love Jordan, he's just....a goofball.) Her words were something like this, "Look! Erik actually has emotions -- I never knew!" She was being sarcastic, of course, but it just adds to the rest of 'em....people think I'm a statue.
....and I'm OK with that.
I hope that helped a little. Once again, you'll have to take all that with a grain of salt. It's got a huge Erik-bias on it, and a lot of assumptions about your boss, and in addition to that, I'm only 18 so I'm making assumptions of how actual adults think. (Remember, society says I'm an adult. But I'm really just a thinks-he-knows-it-all teenager.)
Anything else you'd like to ask? Any other ISTJs out there want to add to it? Or better yet, are there any other ISTJs who can make my analysis better? I'd prefer that.