Dylan Loomer's first car was a 1988 Toyota Cressida his parents made him buy off his grandma. He drives a GT3 RS now, and he'll tell you the job that paid for it is one of the loneliest things a person can do.

He built a personal brand in crypto, founded a prop trading firm called Breakout, and sold it to Kraken. Matt caught him the week of the Okanagan Dream Rally, days before he met his co-pilot Ryland, a kid who had just beaten Hodgkin's lymphoma. Why he showed up on the start line instead of writing a cheque, and what he'd tell a young person with no plan.

Subscribe for new episodes of August After Dark.

Okanagan Dream Rally: @okanagandreamrally
Dylan Loomer: @TraderMayne

0:00 The goals that are supposed to scare you
0:34 They met 20 years ago at Big White
1:09 Posting online for fun, then selling to Kraken
3:10 He wasn't a car guy. Then the goalposts moved.
5:00 The 1988 Cressida and the GT3 RS
6:11 "People need a dream"
6:55 He's about to meet a kid he's never met
8:21 What Ryland already survived
8:49 "Every dollar I make, someone loses"
10:23 Who actually gets more out of this
11:08 If you're young and have no idea what to do
13:29 He had the car in Lego first

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Learn more & get involved: https://augustafterdark.com/podcast

Instagram: @augustafterdarkpodcast

JUSTIN PASUTTO
Instagram: @justinpasutto

He was 3 years from the Olympics. One skier. One collision. It all fell apart.

Justin Passuto — ex-Team Canada boardercross racer, husband to Jillian Harris, dad, founder of Scrub Captain — sits down for the most unfiltered conversation he's ever had. We go through the crash that cost him his Olympic shot, 6 concussions, meeting Jillian Harris at Rose's Pub, the 14-year wait to marry her, near-death overland trips to the Arctic Circle, and the bachelor party that changed everyone who was there.

This isn't a polished press-tour interview. This is two best friends of over a decade going where most podcasts don't.

Timestamps:
0:00 – TEASER
2:22 – The Olympic dream that ended in a crash
8:41 – Why he walked away at the top of his sport
13:16 – What Justin actually does now
16:32 – Meeting Jillian Harris: "She was cougar hunting"
22:02 – The Arctic trip where they faked a search & rescue
28:01 – The storm that nearly wiped them out
35:26 – Why it took him 14 years to marry Jillian
40:59 – The hardest year of their marriage
45:25 – The iPad confession every parent's afraid to make
52:54 – Jillian ditched her phone for 9 days — then got sick
56:07 – Inside the bachelor party that made him cry
1:02:20 – What he hopes his kids will say about him one day

Subscribe for more raw, unfiltered conversations on August After Dark.

DREAM RALLY
Learn more & get involved: https://www.okanagandreamrally.com/

DAN MARTELL
Dan's YouTube: @danmartell
Dan's Instagram: @danmartell

Dan Martell built and sold three companies, became a multimillionaire
before 30 — and then realized he wasn't happy.

In this episode of Area 27, we sit down with entrepreneur, investor,
author of Buy Back Your Time, and one of the most impactful voices in
the business world — Dan Martell — for one of the most honest
conversations we've ever had on this show.

We're not talking about business tactics or AI hacks today.

We're talking about what actually matters. What money will never be
able to buy you. And why Dan Martell — a man who has coached
thousands of founders and built a $100M+ empire — believes that
sitting in a supercar next to a struggling kid is the greatest thing
he's ever done.

Dan opens up about growing up in a broken environment, the days he
didn't feel like he deserved to be alive, and how one caring adult
changed the entire trajectory of his life. That experience is exactly
why he's been running youth programs for nearly 20 years — and why
he's the title sponsor of this year's Dream Rally.

Dream Rally is the Okanagan's most powerful charitable event — 250
of the world's most incredible supercars drive with children who need a
special day through a full police-escorted route, lined with thousands
of fans waving checkered flags. What looks like a car show on the
outside is something far deeper.

We've had parents tell us this event gave their child — who had
attempted suicide multiple times — something to look forward to every
two years. Something to live for.

Dan gets it. Because he was that kid.
________________________________________________________________________________
TIMESTAMPS

00:00 – Welcome to the Race Track & Introducing Dream Rally
01:26 – What Is the Dream Rally?
02:05 – Why Dan Martell Joined As Title Sponsor
03:28 – A deep-rooted story of a Kid Who Chose To Live
04:44 – What The Kids Experience Beyond Just The Cars
05:32 – "Every Kid Is One Caring Adult Away From A Success Story"
07:36 – What Would A 12-Year-Old Dan Martell Have Felt At Dream Rally?
08:09 – Growing Up Broken: Dan's Darkest Days
09:00 – Selling His Company At 28 & Feeling Completely Empty
10:43 – The Mentor Who Changed Dan's Entire Philosophy
12:31 – "The Ultimate Flex Is Not The Cars"
13:50 – Why Dan Has Run Youth Programs For 20 Years
14:28 – How To Give Back Before You Feel Ready
15:01 – "Start With Your World Before You Try To Change The World"
15:45 – Why Time & Presence Matter More Than Money
16:05 – See You On The Start Line