First off I suggest finding a Le Leche League group near you and start attending their meetings. Yes, it's true, there are SOME women who are considered "nipple nazis" but the vast majority are NOT like that and you'll get a LOT of good information and support.
Second, I would focus on you. Are you drinking the proper amount of WATER??? Notice as asked about WATER, not "fluids" in general. This is very, very important.
Are you eating enough high quality foods. Veggies, fruit, proteins, and supplements??
Are you allowing yourself to be a MOMMY more than the OLD ROLE you used to be before birth??? Putting too much stress on yourself, ends up putting stress on baby and others. Allow yourself time to rest with baby.
Third, check to see if he's able to use his tongue properly.
Forth, Mommy, GET A BABY CARRIER!! I do NOT suggest one of those back pack models, but rather a sling or wrap. Here's a wonderful site for you to look at: http://www.peppermint.com/comparison.html
She compares several different baby carriers. Babies like to be with Mommy, that's how they were created, and then suddenly they were driven out of their place of life and comfort and put into a place with strange sounds and sights without anything they're used to. So, to help with the comfort, wearing your baby will give your baby the contact he longs for, the feeling safety and security, allow you to do things, and reduce the comfort feedings.
Last, I highly suggest you work on one thing at a time. Your post asks several questions. I'd say find the answer to one before moving on to the next. Many times, one answer will solve many questions anyway.
I also want to mention, this isn't all about efficiency. We're not watering plants or training dogs to do tricks. Half of the benefit of nursing your child is the "nurturing" that should be going on along with the nutrition. It's the same with eating together as a family at the dinner table and having real conversations. (you can look up the studies on eating together--it's critical) Plus, there's significant benefits to Mommy, too, in forcing you not to do too much, compelling you to rest and heal--even this far out.
Mostly though, give yourself and your baby a break. You'll arrive at the summit soon! :o)