My fear of 16 miles, and wishing I could train fulltime

Maybe it's just job dissatisfaction. Or maybe I'm just trying to find a way to combat a very stressful few months. Or maybe I'm just obsessed. But in any case, I find myself wishing I could train full time. This is ridiculous, as I have no professional aspirations or talents, but I wish I could plan my day around swim workouts, bike rides, and training walks, and not have to worry about spending so many hours each day slowly killing brain cells and muscle mass at my desk.

To combat the work-induced lethargy, I already walk on my lunch hour twice a week. I try to also walk home those two days, getting in roughly six miles over the course of the day. I'm hoping to do one morning bike ride each week once the sun starts rising before 7 am again (next week, I hope!), and I'm working on keeping to my swim schedule. This, and some sturdy rain gear, should keep me going through the winter. Even if I have to spend the winter in New York.

But before I have to make any travel decisions, there's an event coming up that I'm considering riding. It's a 16 or so mile loop on a wine tasting bike ride. Last year, in the SAG wagon, I had a blast. This year, I think I could handle a 10 mile loop easily. But 16 miles? I'm a little scared of that. But Healdsburg would be beautiful, and the ride with friends would be so much fun. So I'm pondering as I nurse an aching plantar fascia and have cut out most walking this week. The hiking alternative that weekend would also be fun, but my foot really hurts, and I'm wondering if this is the impetus I need to increase the time I spend on my bike over the next few weeks.

So I'm stretching. And icing. And pondering.