My .02 on training direction & logistics.
I tried it twice in 2006 & failed both times. In May it was a training trip for a Presi-Traverse that I did in June. Training was M-F work-outs during lunch at the "Y" on a treadmill. Hiking that year was the Wildcats in February, Monroe in March, (Weather dictated skipping Washington), and then 1/2 the Devil's Path with a bike spot in late April. The day before my first Pemi attempt, I made quick work of Middle Sugarloaf as I stayed at Lyon's formerly in Twin Mt.
Had a 3:45 or so start & sailed out to Lafayette. (Disclaimer, even prior to this trip, probably my least favorite trail in the Whites that I've been on is the GRT.) Got to Garfield okay but by the time I got to Galehead, the thought of ascending S. Twin & then the relatively easy descent had me getting out near dark.
My biggest mistake is that I had not planned to stay another night in NH. So it was up early, do it all, get out around 8:30 - 9:00 & then drive back to CT. So I opted to do Galehead & then descend the Twin Brook Trail which I had never been on until then.
The Presi-Traverse three weeks later went pretty well, thanks to a certain moderator bringing ice cream! I did opt to skip Jackson, named after the cartoghapher not the former President.
In Early fall, I tried again, this time starting with the Bonds. The day before I did Tecumseh. Another early start but about an 40-45 later than the May start. A fair breeze but great visibilty that day, when I got to South Twin though, I had figured again I would have a late evening descending Franconia Ridge & I still had the GRT to do. Since the real goal that year was the Presi-traverse, I went over to North Twin, did Galehead again & once again went back to Lincoln Woods using the Twin Brook Trail. It was a pleasent hike, however, had I pushed on, I'd have been miserable by the end.
Not planning to stay after the hike was a key error that impacted my decision the first time. (iknowing I'd be cursing myself ascending Lafayette on the GRT was the other. - I probably would have got up Garfield with just some mumbling under my breath.)
As Dirty Harry said in Magnum Force.....