I will say my experience was rough at first but ended up very satisfying. here's my list of pros and cons and my experience afterward:
PROS:
Satellite-quality picture without the satellite bill
No static when moving around the house or during an approaching storm, audio and video stays intact rather well with a good signal and box worth its salt
Boxes are cheaper than anyone would expect for the great results.
DVRs are coming on the market and are easier to get than dealing with satellite companies and credit approval is not needed.
More channels available, even some only on cable (such as classic TV channels, ION TV, or others) through multicasting.
Electronic Program Guides are very handy
CONS:
Coupon box program isn't perfect, denies a few even though they should be eligible, possibly from the USPS's definition of the address in question being misidentified as a business?
Boxes are becoming out of stock as the transition looms ahead
Delays in the official date cause stations who don't choose to upgrade on the original date to share analog and digital causing weaker signals and more PSAs for four more months, which can delay the deployment of extra multicast channels originally planned to air in Feb 17, 2009.
Signal isn't forgiving as analog in any event of weather or distance from stations
Portable TVs that are handy in bad weather or during a power failure will require upgrading since any converter box requires AC power.
The satellite-fallacy of 'cliff effect' is the same with digital TV, any kind of rain or weather has the same effect on digital
OTA reception as 'rain fade' on satellite TV, resulting in no picture or skipping audio during the storm.
My experience with setup wasn't as clean as i had hoped. i was denied coupons because the USPS thinks the trailer park i live in is a business and i cannot appeal. i also couldn't reach a human over DTV2009's contact info, just automated email replies and unmanned phone support that doesn't have a human even after trying star, pound, 9 or zero which usually ends up to a person. there is none as of when i tried in December.
My Fleetwood was equipped with a WineGard Sensar from the year 1986 (the date my trailer left the factory) with a booster wall recepticle. the booster was defective and when i used TV at all it was from rabbit ears. digital reception even with booster-equipped rabbit ears was sporadic and i was missing half my lineup and was more susceptible of interference in bad weather or from the use of appliances (cliff effect from the heater cycling for instance or when the refrigerator compressor runs) so i had the trouble with having to find a replacement recepticle for the Winegard, then after that i had a full 15-channel lineup, but only 30% signal, which is ok in perfect weather, but we have bad high-winds come winter from our north. up to 50 mph days on end. so the winegard was bobbing around like a tree limb and the channels were blank. that wasn't acceptible. so i had then been forced to climb on the roof and stabilize the antenna, got back down the wind wasn't causing drop-outs but i still had a lousy and still-sporadic 30% signal that seemed to go to that and zero off and on for no reason, and one of my converter boxes if it drops to 0% for any length of time, it gets 'unrecoverable' and stays there until the unit is powered off and then back on; the booster was working but it seemed insufficient. so i tried to add an inline booster but that made it worse. so i got back on the roof, looked at the antenna's balun that connects it to the house wiring and simply undid it and reconnected it, ruling out bad connections even though it appeared brand new. upon trying again it is now 90% on good days and no amount of wind seems to cause the signal to drop below the 40% threshold.
Rocky at first, but now i'm satisfied. my favorite channel so far is RTN 25, a TV Land like channel, but unlike TV land which hardly plays the classics, this one does. I also have a 24-7 weather channel, not available in analog.
The one thing i miss is our CW affiliate, WAZE-TV Evansville. it seems to not show in digital, still shows in analog. apparently they are in financial trouble and don't plan to exist after the transition, sad, since i had some shows that aren't usually on
OTA like George Lopez and King of the hill and Family Guy, which exist only on satellite here and the CW.
As for the transition itself, i disagree with it being forced on everyone like a benevolent dictatorship. eventually as technology progresses people adopt and upgrade on their own free will. i think trying to force it is wrong. i always chose to upgrade as i see fit. and i don't like having anyone make the choice for me.
What are your thoughts on the digital transition?
Here's what I think about the transition!!!
So I purchased my second converter box (RCA like the first one). My local stations did their tests for readyness--I passed! "This DTV convertion thing is a GREAT idea!" 
Linear Mode
