Kinda Motivated: Cousin Jimmy, the Boston Marathon & a Structured Training Plan

Kinda Motivated: Cousin Jimmy, the Boston Marathon & a Structured Training Plan

From Kinda Fast Podcast by Upward Running

April 24, 2026 · 54 min · Episode 44

About this episode

The episode discusses Boston Marathon highlights and how to transition from casual running to a structured training plan using Cousin Jimmy as an example.

Welcome to episode 44 of the Kinda Fast Podcast, the show where we talk running, real life, and everything in between. This week, we’re diving into a mix of Boston Marathon highlights, a relatable runner story, and a deep dive into how to take the next step in your training. We kick things off with What Does That Even Mean? — and this week’s term is Heartbreak Hill. We break down where it falls on the Boston course, why it’s so famous, and why it’s not actually the steepness that makes it hard—it’s when it shows up. We also share the story behind the name and why it represents a true turning point in the race. Then we switch things up with a viral video of the week that’s almost too relatable if you’ve been running for any amount of time. In running news, we cover highlights from the Boston Marathon, including historic performances, deep fields, and some unforgettable moments from race day. In the deep dive, we’re talking to a very specific type of runner—the one who’s been logging miles consistently but hasn’t taken that next step into a structured training plan. Using Cousin Jimmy as our example, we walk through what it looks like to go from casual running to intentional…

People in this episode

Host: Upward Running

Topics covered

  • Boston Marathon
  • structured training plan
  • running stories
  • Heartbreak Hill
  • training tips

Keywords

  • Boston Marathon
  • Heartbreak Hill
  • structured training
  • running tips
  • Cousin Jimmy

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Mentioned in this episode

Places: Heartbreak Hill

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