Best Boss Barrel Podcasts (2025)

1
BBR 12/15/2025: Bones for Currency 1:46:15

Play Pause

9d ago1:46:15

1:46:15

Oops! We forgot to podcast for half the year again. But we are back to talk about all the important things like high school horse girls, the end table of hatred, Silksong pain, and Hawk Tuah meme coin. Better late than never. Links Boss Barrel website Patreon YouTube channel Timestamps 00:00:00 Intro music 00:00:24 Introduction 00:01:59 Banter 00:0…

1
HH HOLMES Ep. 5 | “Buried Secrets” 33:27

1d ago33:27

33:27

After six months on the run, law enforcement arrests HH Holmes for insurance fraud. Holmes believes he has secured a sweetheart deal which will allow him to face minimal punishment, but then he learns he is being investigated for murder. While Holmes sits in jail, Inspector Frank Geyer travels the country retracing Holmes' steps and searching for t…

1
Episode 46 - 2025 Wrap Up 1:43:19

3d ago1:43:19

1:43:19

We cover the final painting showcases and talk a little about the year that was in Shatterpoint.

1
HH HOLMES Ep. 4 | “Deadly Game” 32:08

8d ago32:08

32:08

In Philadelphia, Holmes carries out the life insurance scam, but not the way his partner, Benjamin Pitezel, expects. When Holmes runs into unexpected obstacles while trying to collect the life insurance money, he orchestrates a dizzyingly elaborate crosscountry trip involving the Pitezel family. Along the way, Holmes eliminates members of the famil…

1
HH HOLMES Ep. 3 | “Web of Lies” 33:06

15d ago33:06

33:06

After Holmes flees Chicago during the World’s Fair, he briefly settles in Fort Worth, Texas before an arrest warrant causes him to flee again. In St. Louis, he and his sometime partner, Benjamin Pitezel, prepare to execute a plan to commit life insurance fraud by faking Pitezel’s death. But when the law comes knocking again, they run to Philadelphi…

1
HH HOLMES Ep. 2 | “Murder Castle” 34:19

22d ago34:19

34:19

Holmes supervises the construction of one of the strangest apartment buildings in Chicago. He calls it his castle. Later, reporters will call it the Murder Castle. As Holmes and the city of Chicago ramp up to the World’s Fair, a young woman and her daughter disappear from the castle. During the exposition, two more young women – a pair of sisters –…

1
Episode 45 - Bad Audio Return of the Reveals 2:16:20

23d ago2:16:20

2:16:20

There is some bad audio in this episode, the recording failed... sorry about that! We have reposted it with an apology.

1
HH HOLMES Ep. 1 | “Grave Robber” 32:56

29d ago32:56

32:56

At a young age, Herman Mudgett knows he wants to be a doctor. But as he progresses through medical school, he strays from any kind of desire to practice medicine. He realizes he can use his medical knowledge to con people out of their money. He experiments with fraud in a small town in New York, and then makes the move to the big city of Chicago. T…

1
Episode 40: That's All Folks (For Now...) 42:45

1M ago42:45

42:45

Holy moly, this week marks the Season 1 finale of the Freelance AF Podcast! Sean and Michelle are strutting down memory lane, spilling tea, and cackling their way through the highs, lows, and utterly unhinged tangents that made their very first season what it was. We’re reliving our favourite moments, discussing behind-the-scenes chaos, and handing…

1
Ep.39 | Barrels & Bylaws | The Future of Entrepreneurship 49:03

1M ago49:03

49:03

This week on The Boss Juice Podcast, we’re back with the fourth installment of our Lunch Break Series, joined by fellow podcasters and co-hosts of the Barrels and Bylaws podcast — Matthew Bolewitz and Rocco Cozza. Matthew and Rocco bring a unique perspective to the world of entrepreneurship, blending real business experience with honest, unfiltered…

1
Episode 44 - Team Work Makes the Dream Work 2:18:44

1M ago2:18:44

2:18:44

We discuss the recent Australian Shatterpoint Teams Event with Benobi! (good name right)

1
Episode 39: Motivation Makeover 43:47

1M ago43:47

43:47

Feeling tired, run-down, or like your motivation packed its bags and ghosted you? Good news; this week we’re serving up a full-on Motivation Makeover! Motivation might be our ride-or-die, but wow does it love to play hard to get. It’s not magic; it’s a muscle. And we’re talking how to grow it, flex it, and keep it from tapping out when life gets a …

1
Introducing: CONSPIRACY THEORIES, CULTS, AND CRIMES 9:45

1M ago9:45

9:45

From Jonestown to Heaven’s Gate, to the Octopus Murders and the Waco Siege, the world is full of deception, manipulation, and destruction. Listen to Conspiracy Theories, Cults, and Crimes every Wednesday as we explore the real people at the center of the world’s most shocking secrets and nefarious organizations. Conspiracy Theories, Cults, and Crim…

1
Episode 38: Flag on the Play! 49:22

2M ago49:22

49:22

This week on the Freelance AF Podcast, your favourite duo is lacing up their metaphorical cleats and diving headfirst into the world of red and green flags – and calling in a surprise new colour off the bench! From dream clients who make you wanna pop champagne to collaborators who make you wanna fake bad Wi-Fi, every interaction in business comes …

1
Episode 37: Advocacy in Bloom with Jodie Buttigieg 59:44

2M ago59:44

59:44

Class is officially in session this week on the Freelance AF Podcast. And our teacher? The brilliant Jodie Buttigieg! Jodie’s the director and lead educator at Neubloom London, a neuro-affirming school shaking up the “one-size-fits-all” education system and proving that learning should actually fit the learner. She’s spilling the tea on what it rea…

1
Episode 43 - September Painting Showcase 1:40:10

2M ago1:40:10

1:40:10

Tangents! Then we go through all the entries for the painting showcase from last month. What we have been doing in Shatterpoint recently and the upcoming teams event and CANCON!

1
KIDNAPPINGS Ep. 6 | Bobby Greenlease: “No Remorse” 37:43

2M ago37:43

37:43

Greed and addiction fueled a chaotic and coldblooded crime on September 28, 1953. The largest ransom request in American History at the time was demanded of Kansas City’s wealthiest automobile dealer, Robert Greenlease, in exchange for his 6 year old son and namesake, Bobby Greenlease. Money wasn’t the problem and the Greenleases’ wasted no time to…

1
Episode 36: Spooktacular AF 40:48

2M ago40:48

40:48

It’s that time of year when the veil is thin…and so are our boundaries when it comes to oversharing! We’re getting Spooktacular AF this week and digging up the skeletons in our freelance closets – the tricks we’ve learned, the treats we’ve earned, and the fears we’ve had to face in the dark corners of small biz life. Along with the usual unhinged r…

1
KIDNAPPINGS Ep. 5 | Charles Ross: “Random Bad Luck” 34:49

2M ago34:49

34:49

72 year old Charles Ross was a year into his peaceful retirement after a lucrative career in real estate, followed by President of the prominent George S. Carrington greeting card company, when he found himself at the wrong place at the wrong time just outside of Chicago. John Seadlund, who’d been influenced by John Dillinger’s gang member Tommy Ca…

1
Episode 35: Ghostbusters! 34:03

2M ago34:03

34:03

This week on the Freelance AF podcast your favourite hosts are slipping on their proton packs and gearing up to battle every entrepreneur’s nightmare: ghosting. Ghosting is all-too common, with over half of Canadians saying they’ve been ghosted at least once in the past year. And for small businesses? Depending on the industry you’re in that could …

1
KIDNAPPINGS Ep. 4 | George Weyerhaeuser: “Down in Hole” 39:50

2M ago39:50

39:50

By the early 1900s Frederick Weyerhaeuser was known as the “Lumber King” and had amassed a fortune in the Pacific Northwest. The wealth generated from his timber empire was on par with the Rockefellers, the Carnegies, and the Vanderbilts and as it kept getting passed down to the next generation, it kept growing. But it also made his family a target…

1
Episode 34: Dream Big or Go Home with Candice Neufeld 1:02:24

2M ago1:02:24

1:02:24

This week on the Freelance AF Podcast, we’re kicking back with our girl Candice Neufeld; entrepreneur, coach, and literal ray of human sunshine. She showed up with good vibes, big dreams, and energy so contagious we’re honestly still rockin’ the high! Candice gets real about what it’s like to peace out of your biz’s physical space, and how sometime…

1
Ep.38 - Bob The Plumber | How a Legally Blind Entrepreneur Built a Plumbing Empire 42:55

3M ago42:55

42:55

This week on The Boss Juice Podcast, we sit down with Bob Beall, a legally blind Master Plumber, multi-unit franchise owner, and living example of perseverance redefining what’s possible. With over 40 years of experience in the trades and three decades as a business owner, Bob has built, scaled, and led five Mr. Rooter franchise territories while m…

1
The MOAB Throne Room 1:56:59

3M ago1:56:59

1:56:59

We cover Red Mando 1's victory at the MOAB GT, his list, his strategies and his approach to dealing with Cassian. We also look at Empire for Doctrine of the Dyad.

1
KIDNAPPINGS Ep. 3 | Brooke Hart: “Human Devils” 35:39

3M ago35:39

35:39

On November 9, 1933 – 22 year old Brooke Hart, the heir to a department store fortune and San Jose’s most eligible bachelor, went missing in broad daylight. The crime obsessed kidnappers believe they have a brilliant plan to extort money from the Hart family. But it was more brutal than brilliant, and when it unraveled, no one was prepared for the …

1
Episode 33: Lost in Translation 36:05

3M ago36:05

36:05

1
KIDNAPPINGS Ep. 2 | Lindbergh Baby: “Bruno Richard Hautmann” 36:06

3M ago36:06

36:06

The Lindbergh family discovers the fate of little baby Charlie, but it takes 2 more years for investigators to follow the ransom money to the Bronx, New York to Bruno Richard Hautmann, who they labeled the kidnapper. In January of 1935 the suspect faced a sensational trial packed with journalists and celebrities, while the general public sat by the…

1
Episode 32: Talking to Ourselves...Again 32:17

3M ago32:17

32:17

Do you hear that? Oh, it’s just us…Talking to Ourselves. Again. Yep, we’ve said this before, but some advice is too good not to put on repeat. These are the nuggets we wish we could whisper to our past selves when we were just getting started, whether that was 9 years ago or, let’s be real, 18 months back. This episode is jam-packed with the pep ta…

1
Episode 41 - August Painting Showcase 2:00:19

3M ago2:00:19

2:00:19

We go over a few games we played, but then crack into the feedback for the August Painting Showcase. Also Red Mando 1 had a life day!

1
KIDNAPPINGS Ep. 1 | The Lindbergh Baby: “Crime of the Century” 37:45

3M ago37:45

37:45

On May 21, 1927, 25 year old Charles LIndbergh became the biggest star on the planet. He advanced the travel industry to a level many doubted was possible after completing the first ever solo flight from New York to Paris in 55 hours. That should have been the most dramatic moment of any person’s life, but it wasn’t for Charles. Five years later hi…

1
Episode 31: Talk Giftii To Me with Katie Brooks 1:04:51

3M ago1:04:51

1:04:51

Ooooh baby, your favourite Freelancers are back with another juicy interview, and this one’s a total Giftii! We’re sitting down with the powerhouse herself, Katie Brooks, founder of Giftii Canada, gifter extraordinaire, and queen of turning “just because” into jaw-dropping wow. With her hubby by her side, Katie has built a biz that’s all about hear…

1
Introducing THE CHINATOWN STING 41:29

3M ago41:29

41:29

Here’s a preview of a new podcast, The Chinatown Sting from our friends at Pushkin Industries. In the late 1980s, a group of women connected through the mahjong parlors in Manhattan’s Chinatown were caught in a massive undercover drug bust. But this bust was just the beginning of an even bigger case. Host Lidia Jean Kott and co-reporter Shuyu Wang …

1
Episode 40 - Doctrine of the Dyad 1:39:22

3M ago1:39:22

1:39:22

We intro a new short lived segment - Doctrine of the Dyad. We pick 2 boxes each to make a decent strike team for a faction. This episode we look at Republic and Separatists.

1
Episode 30: Too Hot To Handle (The Burnout Episode) 36:31

3M ago36:31

36:31

Sizzle, fizzle, poof – burnout strikes again! This week on the Freelance AF Podcast, Sean and Michelle are diving headfirst into the not-so-glam side of hustle life: burnout. You know it, you’ve felt it, and let’s be real; half of Canada is feeling it right now (stats don’t lie, honey). But don’t panic; your favourite freelancers have your back! Fr…

1
Episode 29: Chaos Catch-up! 41:43

4M ago41:43

41:43

Oh my god, we’re back again! Your favourite Freelancers have returned from their not-a-break break with stories, chaos, and just a little too much caffeine. Sean and Michelle are spilling on what they’ve actually been up to. Surprise: it wasn’t relaxing! Think big projects, family chaos, drinks, road trips, planning apple picking trips, mental heal…

1
Episode 28: Haggle Free Zone Mini Episode 13:35

4M ago13:35

13:35

Your favourite Freelancers are here with the grand finale of our mini episode series, and this one’s all about a lesson we should’ve mastered in elementary school: no means no. When a client asks if you can “do it cheaper,” it’s easy to panic. From our lips to your ears, here’s the truth: your prices aren’t up for debate. You set them for a reason,…

1
Episode 39 - I'm Still Sick Boss 2:14:36

4M ago2:14:36

2:14:36

A little bit of a discussion on Delta and if they are a problem. We then go through the long overdue painting showcase feedback from July.

1
BOSTON HEISTS Ep. 6 | Gardner Museum: “The Mafia Connection” 35:16

4M ago35:16

35:16

As the FBI’s investigation of local Boston art thieves fades, its investigation of crews linked to the Italian mob ramps up. Agents begin to focus on the men who are associated with Carmello Merlino’s gang. But the 1990s proves to be a deadly time to be involved with the Merlino crew, and suspects start dying. Eventually, the FBI declares partial v…

1
Episode 27: The Emergency Post Kit Mini Episode 13:09

4M ago13:09

13:09

Blank brain, empty feed, and zero inspo? We got you. This week’s mini is The Emergency Post Kit, aka your lifeline when the content well runs dry. You’re not the only one staring at your grid like it owes you money (trust us, Sean’s a permanent resident here). But lucky for you, the FAF duo is serving up quick-hit content ideas that’ll snap you out…

1
BOSTON HEISTS Ep. 5 | Gardner Museum: “The Irish Connection” 35:10

4M ago35:10

35:10

In the first few years after the heist at the Isabella Stewart Gardner Museum, the FBI’s investigation follows two parallel tracks. The first to produce possible leads is the Irish Connection as the FBI examines notorious art thief Myles Connor, infamous gangster James “Whitey” Bulger, and local conman Brian McDevitt. A few tantalizing leads develo…

1
Episode 26: Season Proofing Mini Episode 11:41

4M ago11:41

11:41

Your fave Freelancers are back with another snack-sized episode, and this one’s all about Season Proofing! Yeah, yeah, we hear you. The sun’s still shining and we’re already talking about the snowy stuff. But like Michelle says: if you’re not planning ahead, you’re planning to panic. That means pulling out your old numbers, locking down supplier ti…

1
BOSTON HEISTS Ep. 4 | Gardner Museum: “81 Minutes” 34:46

5M ago34:46

34:46

In the early morning hours of March 18, 1990, two thieves, disguised as Boston police officers, gain access to the Isabella Stewart Gardner Museum. They tie up the two security guards and spend 81 minutes stealing 13 items. When the heist is discovered hours later, the FBI begins an investigation which features far more baffling mysteries than clue…

1
Episode 25: Automation Nation Mini Episode 12:05

5M ago12:05

12:05

This week, your favourite Freelancers are dropping the first of four snack-sized episodes…because sometimes you just need a quick hit of business wisdom (bizdom?) without the full meal deal. Today’s topic? Automation, AKA: “Let the robots do it so you can stop losing your mind.” Free up your time and energy for the important stuff, like chasing tha…

1
Ep. 37 - Jill McKibbin | The Power of Faith & Tenacity 1:00:20

5M ago1:00:20

1:00:20

This week on The Boss Juice Podcast, we’re joined by Jill McKibbin, founder of McKibbin Consulting, a Pittsburgh-based firm helping companies think outside the box when it comes to business development and growth. Jill’s story is a powerful one—she built her early sales career as a single mother, balancing parenthood, college, and a relentless work…

1
BOSTON HEISTS Ep. 3 | Gardner Museum: “You Can’t Sell A Rembrandt” 32:59

5M ago32:59

32:59

In the 1970s and 1980s, Boston and the greater New England region seem plagued by art thieves. Myles Connor becomes the most notorious thief of the era, and he and others notice that the eclectic Isabella Stewart Gardner Museum is a vulnerable target. The FBI likely thwarts an attempted robbery, and, as the 1980s progress, events start to align for…

1
Episode 24: Vacation Mode 35:56

5M ago35:56

35:56

Your favourite freelancers are back, but only just. Why? Because they’ve been living that out of office life, baby! But now they have thoughts. (Can’t you smell the smoke?) Sean and Michelle have both returned from vacation, and let’s just say the vibes were immaculate…until reality hit. Where did the time go? Why can’t vacation be a full-time job?…

1
Episode 38 - Boss, Biff and Stardust 2:56:36

5M ago2:56:36

2:56:36

We go through our thoughts on Boss, Riff and Jyn alongside discussing the D3 D3ath Star event. (it is totally Biff Tannen)

1
BOSTON HEISTS Ep. 2 | Great Brinks Robbery: “Where is the money?” 32:45

5M ago32:45

32:45

Anthony Pino and his crew commit one of the fastest and smoothest robberies in history, and they escape with a record-breaking haul. The FBI launches its investigation and hits a series of dead ends until, one by one, the robbers run into trouble and begin to turn on each other. The historic heist unravels, but it retains one enduring mystery: wher…

1
Episode 23: Podfluenced 40:37

5M ago40:37

40:37

That’s Sean. That’s Michelle. And honey, this week we’re flipping the script. Your favourite freelance duo is pressing pause on the biz talk and chatting about their ultimate podcast obsessions. Because guess what? Entrepreneurs don’t hustle all the time. Sometimes we binge like the rest of you. Michelle? She’s a podcast queen. Editing photos? Work…

1
BOSTON HEISTS Ep. 1 | Great Brink’s Robbery: “The Perfect Plan” 33:22

5M ago33:22

33:22

In the mid-1940s, career criminal Anthony Pino sets his sights on robbing Brinks security company. He recruits a team of thieves and they rob armored cars and Brinks clients, but Pino’s ultimate goal is to carry out the big score by robbing the vault at Brinks headquarters. He and his crew spend months planning the job, and, in January of 1950, the…