Hmmm...
I've been wondering about the start-up strategy myself, not that I intend to actually pursue it. Let's try building a very simple, VERY idealized model around the advice that you start with an 8192m tier and see if some experienced realtors come in and gnaw holes in it
Right now, you can sell $1000L for $3.35 USD, or move a block of $5000 for $19.50 USD. So, let's split the difference and say that the current stable price per 1kL block is $3.62.
That gives us a L:USD exchange rate of 276.24:1.
Looking at the auction history for 8192m plats, there are 3 USD amounts being reported: $170.00, $144.00, and $150.00. So based on that (way too anemic) dataset, we'll say that the average winning bid for an 8192m sim is going to be $154.67 USD
So to purchase your first sim, you'll spend $75 tier + 154.67 bid, or $229.67. That's 63,444 Lindens. If you want to work only with those initial USD expenditures, you'd have to sell 100% of the land at $7.74L / m, average just to break even. No Linden pennies, so you'll have to cover the fractional part by the price differences between the more and less desirable plots you carve out. Hmmm...trying to make a profit on a single cycle of your tier is probably not going to work.
If you assume

that you can cycle your tier completely twice in a single billing period, and you distribute your tier cost over both rounds, you hit the first leg of your break-even point on the first buy at $192.17 USD, or 53,085L, or 6.48L / m. But you've done a 50-50 split between your two purchases to cover your sunk costs on tier fees, so you have to repeat the pricing strategy on the second round just to break even.
This sketch has some pretty glaring holes in it....like the fact that you wouldn't have to sell out the first purchase before starting Phase II; rather, you could bid on smaller plots piecemeal and start moving them...and, of course, the fact that you really can't count on selling out at all. OTOH, you may score a really scenic 8192 that you sell to an upscale player at 60,000L in one fell swoop...but I just glanced at some of the land listings, and I didn't see undeveloped chunks that size moving in that price range. I saw a few lots + established clubs/businesses/whatever with that kind of price tag, but are you willing to develop your holdings?
Bottom line, it sure looks like to me you're going to have to get all the way into your third tier cycle, if not your fourth, before you can start thinking about making a profit at the end of the month....if you're going to price anywhere near competitively. All within 30 days. Under perfect circumstances, it looks like there would be a nominal profit on your third cycle, and a profit worth thinking about (from a hobbyist's standpoint) on the fourth.
Ah, I'm so inexperienced at this myself, and I'm too tired to think about it any more tonight. I'll be over on the sidelines, taking bets on how long this whole string of half-assed conjectures lasts before somebody with actual experience just strolls by and torches it
-- jj