There's no definitive answer here. Just observations from the cigar community.
A lot of cigars in the past 8 or so years tend to be ready to smoke ROTT (right off the truck). With that said, some do benefit from a little extra sleep than others. Here are some of my observations.
Cigars that "benefit" in the following time frames in terms of "ideal" smoking experience.
Cohiba, Siglo I, II, VI, The Linea Classica line is great ROTT and can reward for decades. Cohiba Maduro Genios. Most Hoyos are great ROTT. They age well but their flavours become somewhat "softer".
RAG & RASCC. H Upmann Mag 46, 50. Connie A
Monte 2, 4, Especiales No 1, 2. RA Superiores. JL No 2. HURR. BRC. CoRo
RASS. (many save 5 is enough, I think closer to 7/8+ years are best). Cohiba Lancero & Esplendidos. (Honestly, these are great ROTT but they are worth the wait). RyJ Cazadores.
Monte A. LGC MdO No 4 (I'm smoking from 2002 and 2012 boxes. Both are excellent but the 2002 is really special in comparison). LGC No 2( for those that have them). ERDM Tainos. RyJ Churhchills. HU Sir Winston. (still great fresh, but worth the wait to age).
I'm probably missing a ton of stuff. But the above stands out for me.