i'm a relative youngster here, but started my astroitis about 18 months ago. a fairly experienced observer (portaball 12.5") recommended an 8" dob as a start. I promptly started hunting down faint globs and glaxies, looked at the moon, all was fantastic. i've since moved on to my own portaball (10") and in the meantime spent some time with an 18" dob from a friend. oh, and the 8" orion dob got an upgraded mirror (0.991 strehl). The guy who lent me is 18" has a 24" starmaster. we pushed that baby _way_ over the tasco limit last april whilst looking at the eskimo nebula in gemini. the seeing was amazing. We barlowed (2x powermate) a Televue 2-4 zoom, set at 4, 3 and yes, 2mm. That equates to 2700x+ at 2mm. the tracking could only hold the nebulae in teh FOV for a brief moment, but wow. holy #@$!#@@. pert'near 3000x and it looked like that S&T SBIG ad. try that with an APO!
I bought a TV60 last january for a travel scope, and it too, was amazing. 4.3° views of orion and the veil, outstanding (though lowish-power) planetary views. my observing buddy has a TMB105. i always thought the views were sorta dim, being a dob guy. however, mars at 700x was awesome through it at BFSP. never mind saturn at equally illegal powers.
sufice to say i broke down and just bought a TMB80/480, as 60mm wasn't big enough. the TMB is still extrememly portable, and it fits in a pelican case with the 2" diag and 9 eyepieces. hoo-ah.
the TMB gets over 5° views, I've had it shortly on the moon and (duh) mars, as well as M31 and assorted messier eye-candy.
the APO views are mesmerizing. so contrasty, such dark skies, and the airy disks, mama mia.
I must echo the sentiments of the old-timers

here, that if you are serious about visual astronomy, you need a big-@ss dob for star parties and 500mile jaunts to dark sky sites (i.e. BFSP) and an APO to take with you EVERYWHERE.
only getting one scope? okay, i guess we'll let you (or should we?) then buy an 8" or 12.5" portaball. maybe a Uti8. I just saw a 7" starmaster for sale here on AM. poncet platforms are nice, and enhance the dobsperience.
don't forget, the other half of the equation is spending the rest of your savings on televue, pentax and/or TMB eyepieces! just ask floyd. they've given him an entire forum for just that stuff!
one scope: 12.5" portaball
two scope: 18" starmaster and TMB80/480
3 scopes: 8" portaball, TMB105, 24" starmaster
eyepieces (no choice here, you must buy them all)
41pan or
35pan (or 31 nagler, though i don't have experience with it.)
24pan
16nag
11nag
9 TMB planetary or supermono
6 TMB planeraty or supermono
2-4 nagler zoom
long post from detroit... 8O