I lit the Room101 Big Payback Connecticut without much patience, which is probably the only honest way to meet it. This is a cigar built on the idea of value first, not reverence, something Matt Booth framed as a kind of return gesture to the people buying his cigars in the first place. You feel that immediately. The wrapper has that familiar Connecticut look, pale but not pristine, a little gritty, not trying to pass for luxury. The cold draw is light, grassy, almost hollow, like it’s setting a low ceiling on purpose. Then the flame hits, and the whole thing snaps in a different direction. Pepper jumps out first, sharper than expected, followed by toasted nuts and a thin sweetness that feels like it’s trying to stabilize the opening. It’s not calm, not creamy, not polite. It’s a Connecticut that refuses to behave like one for at least a few minutes.
After that initial push, the cigar settles, but not into anything you would call predictable. The middle is where it starts negotiating with itself. There’s bread, cream, spice, and a kind of salty, savory edge that comes and goes, like the cigar can’t decide if it wants to be easygoing or slightly abrasive. The draw is usually open, sometimes almost too open, pushing a lot of smoke whether you want it or not, and that affects everything. You get texture, volume, presence, but not always control. The burn can wander, not disastrously, but enough to remind you that this isn’t a tightly engineered product. At its best, it hits a balance where toasted bread, light nuttiness, and a soft creaminess line up and actually feel satisfying. At its worst, it can drift into something dry or slightly unfocused, like it’s running ahead of its own flavor.
By the end, it doesn’t build to anything. It fades into toast, nuts, a bit of hay, and a lingering dryness that clears quickly. Strength stays in that mild to medium range, never threatening, never demanding anything from you. This cigar doesn’t pretend to be more than it is, but it also doesn’t smooth out its rough edges to make your life easier. Room101 Big Payback Connecticut review has to admit both sides. When it lands right, it feels like you got away with something, a cheap cigar that behaves like it shouldn’t. When it doesn’t, it feels thin, a little rushed, slightly careless. Either way, it never feels precious, and that might be the most honest thing about it.