Ordinarily it takes (most people) 6-9 months of study and practice before they approach the requisite knowledge & skill level.
I though that you may have misstated the following:
" ... what's the most amount of money you have sat down with at one time without being noticed by pit boss."
It is not "how much" but "how many" units that is the correct way to view this question.
If you are at a $5 minimum table and you buy in with $500 you will draw much attention. If you buy in at a $100 minimum table with the same $500 you will not.
It is always wisest to "buy in" for modest amounts. Generally about twenty (20) times the table minimum more than suffices. You can always go into your pocket at any time to get more, and generally that creates a picture of a typical losing player. Keeping a low profile is strategically important, as you seem to know.
I always have a five figure sum on my person, but the Pit Boss only sees what you reveal at any one time.
The important question is how big a bankroll do you need to reduce your Risk of Ruin to a manageable level. Most Professional Players such as myself strive to keep that RISK as low as possible. To that end I have a Six (6) figure cash bankroll and bet "green"
The more cash you have at your disposal the better. How much is sufficient? It all depends on your personal risk tolerance and the quality of the game in question; additionally a high skill level must be assumed.
As a rule of thumb I suggest 1,000 units, with a unit being your minimum wager. If the game has very liberal rules, low levels of "heat", and deep penetration, and 2 decks dealt, you can get away with as little as 400 units.
At the other end of the spectrum, if you are playing a shoe game with mediocre penetration and "H17" (Dealer Hits on Soft 17), then you will be well advised to have something on the order of 1,200 to 1,500 units on hand.
Balancing Risk vs. Reward is what "Advantage Players" do. To do otherwise is to gamble. That is not what we strive to do.
