As to problem #1
That is highly unusual for a Non-overdrive to be leaking there.
But I have a guess.
When a NEW front bearing is installed, the large outer snapring that it comes with, has to be trashed, and the factory one re-installed. This is because the supplied one is both thicker and has a larger outer diameter, and the retainer will NOT accept it.
When the retainer is torqued, it may feel tight, but with the big snap-ring in there, it is NOT tight to the case.
Usually when this happens, the retainer is cracked at the boltholes and it will never seal again. Inspect it carefully.
As for problem #2
as for being hard to engage first and second;
1) did you dial indicate your BH to be sure the crank and the transmission centerlines are on the same axis? If you didn't line them up, this can and will affect your clutch departure, enough to allow your disc to drag, and then the cluster is spinning even with the clutch pedal on the floor. That always makes getting into First-gear atta stop, an adventure.
2) if you're running full-synthetic oil, get it outta there and flush the trans with diesel at least twice, spinning it both times to flush the diesel into every nook and cranny.
3) Listen; I have rebuilt hundreds of manual transmissions maybe thousands, including dozens of those A833s, and not one of them ever liked full-synthetic, it's just too slippery.
The brass rings depend on FRICTION to work, and they have to GRAB the brake-cones. I have even modified both the brass and the cones in a feeble attempt to try to use synthetic, and notta chance. Finally in desperation, I flushed the synthetic out and Shazzam, just like magic, my previous recipe worked perfect.
>Some guys may show up here with their success stories, they always do, but ignore them; their boxes are one-ofs and are not the norm, just get that synthetic out.
4) But if your 85/90 is regular dino-oil, then that trans will have to come apart, for to inspect the brass and to rough up the brake-cones. I do that by chucking each gear in a small lathe, and rough-polishing the cones with 100grit cloth-roll. Each brake has to be polished in a specific direction, to put the screw on it in the correct direction for upshifting; except First gear, I bias that one for downshifting.
All brass rings need to be PERFECTLY round, and sit high up on the cones. When you lay the brass on the cone, gently press down, and turn the gear in it's normal direction (except reverse). It should immediately lock on, and refuse to budge, and may be difficult to disengage.
Used brass is fine if it meets the above requirements. However, used brass have to be carefully selected in such manner that Second and Third gears get the highest-sitting/ best braking ones, so that all the brass-rings wear out at about the same rate. Otherwise, you could be going back in sooner than expected to replace just one brass.
5) my oil of choice is a 50/50 recipe of Dextron III and 85/90EP, NO Synthetics.
I prefer full Dextron, it shifts a lil faster and easier, but it's harder on the clusterpin. 30% EP is enough in the short term, but at 50%, my transmissions seem to go more than 10 years; and it's always the Second-gear brass that wears out first.
In those time when I have run my A833s in winter, I have sometimes switched to 100% ATF.
Notes
1) the biasing screw that I put on the cones, doesn't last forever. Maybe two summers. You'll notice that shifting is not as fast as it once was. Eventually, you'll be waiting for the gears to slow down, and if you rush it, it will grind.
2) as for clutch departure, .080 is usually lots. You adjust this with the freeplay. The usual starting point is 1 inch of freeplay. This will get you about a year between adjustments. This adjustment is not critical; I run a lot less, but the penalty is having to adjust it every spring, and maybe again later. The benefit is quicker shifts. If I need more departure, like for snicking into reverse which is Not synchronized, I just push the pedal further down, and with 50/50 oil, I gotta wait a bit for everything to stop spinning; that's just the way it is.
3) If you want lightning shifts at 7000, yur gunna need some of Brewers Street Slick-shifted Synchronizers. Don't be afraid of them.
4) Since my first Mopar, back in 1970, I have almost always had a car with an A833. Until recently, I still had in stock, at least one example of each of the small-block A833s; but I finally sold the T/A..