1978 Maico 440 Magnum, with a '77 tank and no number plates. I hope to have this bike in my possession within the decade, although it may wind up being a 400. With unlimited funds I'd probably add some newer wheels (Maico wheels were pretty decent by '78 but I'm sure an Excel rim would be better) and maybe a front disc brake. Definitely the full MicroBlue treatment, too! Lots of riders put modern bars on their old bikes, I would not, simply because it's not what I'm used to.
For the street, I'd probably take a street-legal 1980 Husky 390 with a very fat set of gears for comfortable freeway cruising, and the motor completely tuned by whoever happens to be the world's greatest two-stroke-tuning-guru at the moment for maximum low-end. The reason being, of course, that if you're going to keep the motor cruising easily at low revs, it'd be nice to have a million pounds of torque down there, and to deal with tall gears in slower off-road situations. The reason I choose a 390 and not a 430 or 500 (the 430 having more low-end and the 500 having more everything) is because I have a sentimental attachment to the 390. There's really not much more to say.
And, while we're at it, I might as well have a ball-breaker. I think the best solution for that would be a 501 Maico set up to achieve the absolute best 0-60 time on dirt that's humanly possible. In other words, a dirt-going, two-stroke, top-fuel drag bike, complete with a massive supercharger and miniature knob tires on the wheelie bar! The sound of nitromethane and a straight stinger would be awesome to behold. Occasionally, I might take the wheelie bar off and give it to some fearless idiot for a gravel rally, Group-B style.