When I bought my first new bike about a dozen years ago (for the preceding 30 I'd been riding the same same Sun five speed I had in my teens!) the salesman in my LBS sold me a Claud Butler Roubaix telling me that the gears were low enough that I'd be able to get up "anything around here". Foolishly, I believed him. And half-killed myself failing to get up many of them. Eventually I took advice and put a bigger cassette on the back. Still couldn't get up some of the hills. Put a compact on the front. Nope, still found hills I couldn't get up. Then, about ten years ago, I bought the Tricross. Triple on the front, big cassette on the back, and suddenly some of the hills that I couldn't get up before I now could.
But still not all of 'em...
Last year- or was the year before? - I invested in a Giant Toughroad SLR2. Flat-barred touring / gravel / hybrid thing, and for the first time I've been able to get up all the hills I've put before it. These gears are low (19") but that's what I needed. You may be younger, fitter, lighter, stronger... But for me that's what I needed.
I've now put equivalent gears on the Tricross and it's like the best of both worlds - light (compared to the Toughroad) but with low gears. Only trouble is the brakes...