Finish Lines and Milestones

Anthony Privitelli is the founder of Rally, the app that lets your people leave you voice notes that play automatically at every mile marker on race day. I love Rally so much that I had to know the story behind it. Thank you to Abby Anderson for introducing us! During this episode, we talk about: [2:00] The Sicilian nickname situation — why colleagues call him Tony but family and friends use Anthony [4:00] His pre-Rally life building an AI-powered walking-tours app with ex-TikTok coworkers, and its surprising tie back to Descript's own origin story [5:00] Seven years as an early Patreon employee (2013–2020), watching the entire creator economy get built in real time, before a stint at TikTok [8:00] Being 36 and building his latest startup while sleep-deprived with a one-month-old [12:00] The moment Rally was born: driving across a locked-down Orange County to catch a friend for a five-second flyby at her marathon, then thinking, "That's it?" [14:00] Cold-testing the very first version of Rally on four strangers from Reddit's "first-time marathoners" subreddit [16:00] The X-rated voice notes he had to quietly delete during beta testing, and the PSA that came out of it [19:00] Why Rally deliberately hides who left you a voice note until you choose to find out [23:00] How gifting a voice note works, the new race-bundle pricing, and the DM mix-up that led one user to think a friend had already gifted theirs [30:00] The "Go, Abby, go" voice note that still gives him goosebumps, and the harder ones — messages from people who passed away before their loved one's race day [39:00] Turning down $15–20K a month in ad revenue to keep Rally's share pages clean [47:00] The brand and race partnerships so far — Goodr, Shokz, Orange County Marathon, Pittsburgh, and Indy Mini — and building an ambassador program for everyday runners instead of just big creators [56:00] The next problem he's trying to solve: building a fundraising feature into Rally the right way, without stepping on races' existing charity partnerships [1:02:00] Being a brand-new dad to one-month-old Sophia, and the honest reason — beyond the newborn — that he pulled out of the Chicago Marathon this year [1:08:00] His hot take on "hard work" [1:15:00] His go-to mental mantra on race day: "your body will go further than your mind" [1:18:00] What's next for him — trying to break an hour in a solo HYROX Previous Guests Mentioned Abby Anderson⁠ - Episode 133 Rob Perez - Episode 150 Lindsey Hein - Episode 100 Other Links Download Rally - runwithrally.com Follow Rally on Instagram @runwithrally Get your ticket to our Post Race Celebration event with Athletic Annex and Brooks Running — use code FLAMS for $10 off Enter our Indy giveaway — closes Tuesday, September 22nd Follow me on Instagram @allytbrett_runs Subscribe to Finish Lines & Milestones weekly newsletter This is a SandyBoy Productions podcast.

SEPTEMBER CATCHING UP WITH COACH Rachel and I catch up on a busy September of back-to-school chaos, my trip to Austria, and kicking off Half PR training, then relive all the mileage and shoutouts from Prairie On Fire before looking ahead to Monumental Weekend and a giveaway and live celebration event with Lindsey Hein. The first Wednesday(ish) of every month this year, I bring you a conversation between me and my running coach, ⁠Rachel Sinders,⁠ of ⁠Rachel Michelle Running.⁠We'll talk about my training and running journey while celebrating other members of Team RMR. You don't have to work with Rachel to enjoy these conversations, but if you're looking for a running coach - look no further!Thank you, Rachel, for supporting me and my podcast. Previous Guests Mentioned Christi Dee - Episode 3 Alex Baker - Episode 6 Mary Pittman - Episode 10 Eileen Poore - Episode 17 Sarah Farny - Episode 30 Trena Roudebush - Episode 31 Jennifer Nei - Episode 33 Carly Stewart - Episode 53 TJ Dailey - Episode 68 Cam Balser - Episode 75 Wes Doty - Episode 79 Gabby Behr - Episode 85 Logan Turner - Episode 123 Bob Roudebush - Episode 146 Carly Trulock-Quinn - Episode 149 Tammy Mirante - Episode 154 Chris Jones - Episode 172 Other Links Rachel Michelle Running Follow me on Instagram @allytbrett_runs Subscribe to Finish Lines & Milestones weekly newsletter This is a SandyBoy Productions podcast.

Jared Ewing and I connected through our mutual friend Christi Dee (EP 3) after they met at the 2026 Boston Marathon (and again in Cape Town, South Africa). During this episode, sponsored by Huug, we talk about: [8:00] Finishing Leadville 100 in 24:40, just nine days before we recorded this — well under the 25-hour cutoff for the race's coveted "big buckle" [10:00] Finding pacers and why his parents have been his crew since day one [20:00] Meeting fellow adaptive-athlete community members at Boston, including Jason Noel (who Christi Dee was guiding that day) [39:00] The night of December 7th, 2018, when a drunk driver's car hit a bollard and sent concrete shrapnel into his leg, nearly costing him his life [1:05:00] The synthetic skin material from PolyNovo that helped save his leg, and the decision he had to make between amputating it or keeping it without his calf muscles or Achilles [1:10:00] Rebuilding his entire running form around his quads and hamstrings with no calf muscles or Achilles [1:25:00] Running a marathon just ten months later — after doctors told him he'd never run again [1:30:00] Being 27 states into his 50 States Marathon Club goal [1:31:00] Becoming a Six-Star Majors finisher and running on six of the seven continents (Rio next June to complete the set) [1:38:00] His frustration that most major marathons still don't offer qualifying times for adaptive athletes [1:43:00] His mantra, "Now We Go," and the drunken Cavs-game night it came from [1:45:00] The Grand Slam of Ultra Running — running four of the nation's oldest 100-milers within 14 weeks, with Wasatch 100 as the finale on September 11th 🤯 [1:46:00] The documentary he's raising money for, The 400 Mile Attempt [1:48:00] Running the Indianapolis Marathon this November — I'll get to meet him in person! Previous Guests Mentioned Christi Dee - Episode 3 Jason Noel - Episode 62 Steve Gilbert - Episode 160 Sponsor Details Huug - Use ALLYB for 15% off (combinable with Buy 3 Get 1 Free) Other Links Support Jared's GoFundMe for The 400 Mile Attempt documentary Watch the "No Categories" trailer Follow Jared on Instagram @jrod4513 Follow me on Instagram @allytbrett_runs Subscribe to Finish Lines & Milestones weekly newsletter This is a SandyBoy Productions podcast.

⁠Chris Jones⁠ and I first connected online, and got to know each other over coffee before this conversation. Support Chris's inaugural Big BO 50K (5K, 10K, 25K, 50K) on 10-10-26 During this episode, sponsored by ⁠Kila⁠, we talk about: [00:07:00] Playing goalkeeper for five years in college soccer [00:12:00] Signing up for the Indy Mini Half Marathon with zero training at his wife Fiona's request [00:16:00] The accidental progression that followed: one marathon (Monumental), a 50-miler he signed up for without ever running a 50K, and a 100-mile finish at the Indiana Trail 100 [00:20:00] The complete stranger who paced him the final 20 miles of that 100-miler [00:02:00] His work as a physical therapist and running coach at Divergent Rehab + Wellness in Carmel, where 90% of his caseload is runners [00:05:00] Why he refuses to tell an injured runner to just stop running [00:13:00] Meeting his wife Fiona in sixth grade — and the two mutual friends (now his best friends) she dated before him [00:09:00] Moving to Washington state during COVID, then back to Avon for family and free childcare [00:37:00] Building Running Coach Chris on Instagram and how the name stuck from a childhood nickname [00:42:00] Training through the middle of the night to prepare for Prairie on Fire, and why headlamp practice matters more than people think [00:48:00] Last year's Prairie on Fire, getting sick mid-race, and still covering 71–72 miles before calling it [00:34:00] Launching Stay Obsessed with his friend Joe — the lifestyle brand behind a brand-new race [00:24:00] The Big BO 50K debuting October 10th in Speedway, with 5K, 10K, 25K, and 50K options [00:54:00] His go-to ultra fuel: mashed potatoes and broth, and rice with soy sauce and pineapple [00:59:00] His mantra "if I just run faster, it'll be done sooner" — and the healthier one he actually leans on, "just move forward" [00:51:00] His daughter "playing ultramarathon" around the house, and teaching his girls to love the sport the right way Previous Guests Mentioned: ⁠Chris Jones⁠ - Episode 13 ⁠TJ Dailey⁠ - Episode 68 Sponsor Details: ⁠Kila⁠ - Use ALLYB for $50 off your first order Other Links: ⁠The Big BO 50K registration⁠ Follow me on Instagram ⁠@allytbrett_runs⁠ ⁠Subscribe to Finish Lines & Milestones weekly newsletter⁠ This is a SandyBoy Productions podcast.

Carolyn Coffin and I met through the SandyBoy Productions podcast network — she hosts the Inspired Soles podcast and just celebrated her 300th episode. During this episode, sponsored by Kila and Huug, we talk about: [01:32] Learning to embrace milestones without ever feeling like she "knows what she's doing" [06:00] Life in Winnipeg, Manitoba [13:00] Growing up "dabbling" in running and hating a childhood 5K her parents made her run every spring [15:00] The wild story of how her mom found out she was having twins from an X-ray days before Carolyn and her twin brother arrived [24:00] Her brutal, untrained 4:17 debut at the 2000 Marine Corps Marathon — and why it sent her underground on marathons for 15 years [28:00] Getting coached by her brother in her 30s and dropping from a 48-minute 10K to sub-40 almost overnight [30:00] Her path from physiotherapy to health coaching to becoming a run coach, and why that background still shapes how she coaches today [37:00] Meeting her Inspired Soles co-host Kim Sankey and building the podcast from a list of just 50 potential guests [49:00] Coming back in 2015 to run a 3:21 PR at the Vermont City Marathon [51:00] Turning 42 and launching "42 at 42" — the ongoing quest to run her fastest-ever marathon at her current age [52:00] Raising money for a 2020 Chicago Marathon that got cancelled at the last second [54:00] Getting pulled off the course at the halfway point of the 2022 Manitoba Marathon because of extreme heat [59:00] A near-perfectly paced 3:23 at CIM that reignited her belief a sub-3:21 was still possible [60:00] Hiring a two-time Canadian Olympic marathoner as her coach [63:00] The 2024 Chicago Marathon bathroom emergency that cost her a PR by about three minutes [65:00] Winning the Rock 'n' Roll Las Vegas 10K outright — and wearing the finish tape out on the town that night [70:00] Discovering The Marathon Project — the pandemic-born race in Arizona — and DNF'ing it despite a great training block [81:00] Coaching 15 women toward a sub-1:40 half marathon and a client chasing a sub-44 10K this September [82:00] Her rhythm and fight mantras, including the one she saves for the finish: "it's go time" Previous Guests Mentioned Whitney Heins - Episode 163 Lindsey Hein - Episode 100 Sponsor Details Kila - Use ALLYB for $50 off your first order Huug - Use ALLYB for 15% off your order (combinable with buy 3, get 1 free) Other Links Follow me on Instagram @allytbrett_runs Subscribe to Finish Lines & Milestones weekly newsletter This is a SandyBoy Productions podcast.