Looking for a great way to start your early Spring?! Any interest in a scenic ride from the Upper West Side to Nyack!

Details:

Bit of a multi-part question here so aplogies if this isn't the place.

Skippable backstory:
I graduated the B-18 Sig a few years back but have been off the bike for a while. I'm 48 and a few pounds the wrong side of 200. For some insane reason me and my brother-in-law have signed up for the GFNY (I've done it twice and have rolled home in the final thousand). And thanks to this awful weather, I am already behind in my preparation. 

So...

I want to do a pretty robust 12-week training program starting March 1, with the aim to be ready to go on May 18th.

My questions:

Sorry for the late notice. We'll try again another time. 

Here's the listing. https://nycc.org/node/216010

We'll meet on the UES at 9:30am, ride a loop around the Bronx through lots of parks, and lunch in the Wakefield section at a Jamaican restaurant for dumplings and other foods. Indoor bike parking. Subways nearby after lunch. See the ride listing for the full story.

For its 2025 Roll it Forward!

https://nycc.org/node/214657

Ravioli and Gnocchi are dumplings.

Meet Upper East Side at 9:30, ride around the Bronx through the parks, lunch at MichaelAngelo's on Arthur Ave, then train bailouts. About 26 miles or a little more.

Tour da Gnocchi - https://nycc.org/node/214657

I was in an accident and had to replace a brake caliper.  Ever since, I need to replace the hydraulic brake fluid on a regular basis, for which I go to a bike shop.  I either need a bike shop that can figure out how to fix it once and for all, find a class to teach me how to deal with hydraulic disc brakes so that I might maintenance the problem, or sell the bike to a handier person than myself.  A fourth option is to replace with mechanical disc brake set-up.  Any suggestions?