Personally, I avoid Warrington & Arlington. Streetcar tracks give me the heebie-jeebies -- they really limit your options on the road. You're either trapped in the door zone, or you're trapped in the center of the lane with motorists breathing down your neck and no easy way to let them over even if you find a stretch of road with no parked cars. Maybe a fat-tire hybrid won't drop into the track? I haven't tried...
I would prefer Boggs-Southern-Wyoming-Sycamore, though I gather there's some debate about Sycamore among the forum denizens.
I'm not familiar with the West Liberty - Sawmill Run intersection but it looks like it could be challenging at rush hour. Fortunately, there's a left-turn only lane, so it shouldn't be too bad.
I might use the sidewalk up that on-ramp, depending on how the traffic behaves.
I suggest giving your route a dry run on a Sunday morning, with low traffic, just to time it and see how early you need to leave to get to work on time. My SWAG is roughly an hour.
Have you tried driving it during rush hour?
One thing for certain: you're going to be in great shape if you do that ride every day!
(Edit: Make a left at the Greyhound station and turn right onto Smallman right there to avoid fast moving cars. That would be Penn. Easy to ride Penn up to Wholeys and then jog over to Smallman up to 26th St. What's better may depend on the time of day and how much traffic is going into those parking lots on Smallman).