I think it's hard to really know how red wine is going to turn out until at least 6 months from when you first move it to barrel/tank/carboy - maybe even longer if you're dealing with a big, tannic cabernet franc. Assuming harvest/fermentation in the September/October/November timeframe, that means I'd hope to get a handle on things around April/May of the following year.
That being said, it's worth tasting earlier to see if there are any flaws that can be corrected, as it's generally easier to do this early rather than late. I usually taste at least every two months or so. Here are my tasting notes for my 2023 Syrah. This was my first attempt at Syrah; harvest 9/20/23, fermentation complete 10/7 and racked to barrel/keg/carboy 10/9:
10/05/23 Near end of primary. Good fruit, bright acidity, grippy tannins.
11/29/23 Tasted samples from ML analysis. Bbl, keg and 3 gal taste good, robust tannin. 1 gal has very unpleasant mousy aftertaste*.
12/28/23 Sampled Bbl and keg. Bbl is remarkably smooth already. Keg more prominent tannins but still nice.
03/28/24 Bbl: dark magenta; sweet berry and a little oaky.
Keg: firmer tannins, more pronounced meatiness.
Carboy: similar to keg, a little peppery
04/06/24 Bbl Pretty purple; jammy berry and vanilla nose. Soft texture giving way to tannins
Keg: Similar color. Meatier on the nose, more lively/bright fruit on the palate and more prominent tannins
2:1 blend (Bbl/keg): Better than both barrel and keg; – almost floral nose, good berry flavors, bright and more grippy than Bbl alone
05/01/24 Tasted on topping barrel. Barrel smoother and more complex than keg.
05/30/24 Barrel showing clear oaky notes, time to rack out.
07/01/24(Pre-bottling) Press keg: fruity, meaty notes. FR kegs: richer than press, delicious, tannins still grippy but softening?
10/24/24 Opened bottle with dinner. Dark maroon/purple, young looking. Spicy nose. Taste meaty with dark berry, tannins much softer than at bottling, oak in the background
* The 'mousiness' was very prominent and very unpleasant, though fortunately only in that single 1-gal vessel. It went down the drain...