Best Sigma 9 Podcasts (2025)

1
9: Sigma Female Energy: Making it Look Easy to Catch Serial Killers and Spark the #MeToo Movement 22:51

29d ago22:51

22:51

This episode of Female & Dangerous explores the contributions of Dr. Ann Burgess in advocating for victims of rape and sexual assault. TheBoldLife.Coach certified life coach, Jamesyn, discusses what it means to stand out, stand up, and fully live in Sigma Female Energy. Send us a text Support the show…

1
Tour de France Rest Day Reflections 2025 - Stages 1-10 A relentless and breathtaking first week of racing 1:07:44

2h ago1:07:44

1:07:44

From behind the scenes at the 2025 Tour de France, Matt Stephens has got his portable recorder at the ready to capture the atmosphere, and his own reactions to the biggest men’s bike race in the world. From the grand depart in Lille to the unpredictability of Bastille day, there are a whopping ten stages to get stuck into. So if you like tiny toile…

1
The 2025 REINVENTION Blueprint: How Philosophy Will Transform You Into Your Best Self 2:26:13

19h ago2:26:13

2:26:13

Discover the transformative power of ancient philosophy with Stoicism Meditation, your daily guide to building resilience, mindfulness, and inner peace. Perfect for navigating today’s chaotic world, Stoicism Meditation delivers concise, thought-provoking episodes that explore the wisdom of Stoicism, one of history's most influential schools of thou…

1
How he grew to $100M ARR—then exited for $460M. | Zuben Matthews, Founder of Brigit 51:10

1d ago51:10

51:10

Zuben turned his personal experience with crippling overdraft fees into Brigit, a fintech he sold for $460 million after hitting $100M ARR. This episode gives early-stage founders the unfiltered truth: how Zuben discovered massive market pain hidden in plain sight, validated the idea with real customers, built bulletproof unit economics early, and …

1
He Hit $3.5M ARR and Still Failed. Here’s His #1 Mistake. | Joseph Lee, Founder of Freshline 37:08

5d ago37:08

37:08

Joseph built Freshline to $3.5 million in revenue and nearly $2 million raised. It looked like a marketplace success story—until it wasn’t. In this episode, Joe shares the hidden reasons marketplaces fail, critical lessons on how to spot the right market, and why traction alone doesn’t guarantee success. It’s a raw, real look at what happens when h…

1
Ep 12 Reduce Your Rage Even When Everything Feels like it is Going to S**t 22:55

7d ago22:55

22:55

Even when the whole world feels like it's burning, we can get a hold on our rage. In this episode, Certified Life Coach Jamesyn shares some strategies she uses in her practice to help women feel less angry and get closer to the outcomes they wish to achieve. Get the Ep 12 RAGE Worksheet at www.Theboldlife.coach. Register or log in on the Members pa…

1
Mark Gatiss 43:42

7d ago43:42

43:42

On the Best Podcast in the Galaxy* this week is none other than the comic and dramatic genius Mark Gatiss. Mark chats about politics, children's TV, comedy, and that time he played Peter Mandelson. Plus he reveals why he won't be accepting an honor from the King any time soon. He's a true multi-hyphenate; an actor, comedian, screenwriter, director,…

1
1st-time founder raises $140M with $0 revenue—grows to 800 employees & profitable. | Andrew Rubin, Founder of Illumio 1:03:29

12d ago1:03:29

1:03:29

Andrew Rubin raised $40M in 6 months before writing a single line of code—and another $100M before seeing his first dollar of revenue. Today, Illumio is valued at billions and counts Morgan Stanley among its earliest customers. But Andrew’s journey wasn’t smooth or easy. Listen in to learn how he navigated the fine line between being early and bein…

1
PMF Observations: Why it doesn't matter how fast you get to $1M ARR 13:46

12d ago13:46

13:46

Forget what you thought about early-stage growth. In this must-listen episode, you’ll hear firsthand how startup success truly happens—and spoiler alert, there’s no playbook. From companies like Carbon6 using roll-up strategies to Graphite pivoting multiple times before exploding, we unpack real founder journeys that prove getting to $1M ARR fast i…

1
11: Feel Good Again - Purposeful Work 17:20

14d ago17:20

17:20

Finding a purpose in life makes no sense to me. Does it mean you have to do one great thing, and if you haven't found it, you are failing? Absolutely not. Finding your purpose is a process, a journey, a never ending evolution. In this episode, Jamesyn explores a few concrete ways you can move closer to finding purpose at work. For 1:1 coaching, sch…

1
He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma 55:57

15d ago55:57

55:57

Rob Woollen, founder of Sigma Computing, shares the unfiltered reality of going from 0 to $100M ARR. After spending seven years grinding without product-market fit, Sigma finally hit an inflection point—tripling revenue year over year. Rob dives deep into the pivots, setbacks, and critical decisions that turned early failure into a massive success.…

1
Sir Ian Rankin 33:41

15d ago33:41

33:41

It's back! Series TWO of Trash Talk returns after a few months off... much like a Birmingham bin collection. There are some HUGE names lined up for this new series - as Count Binface continues his quest to interview some fascinating humans in his quest to learn about humans... so he can conquer Earth. Today it's best-selling author Sir Ian Rankin. …

1
$10M Raised, 500K Users, but she still failed—here’s what went wrong | Benedetta Lucini, Founder of Oval Money 49:31

19d ago49:31

49:31

This is the brutally honest startup story every founder needs to hear. Benedetta shares how she built a fintech app to half a million users and raised $10M—yet still failed. You’ll learn why chasing big partnerships can backfire spectacularly, how a seemingly successful startup can quietly fall apart, and how to set yourself up to avoid common but …

1
10: How to Feel Good Again: Proactive Planning & Prioritization 26:18

20d ago26:18

26:18

The We Do Not Care Club, or Movement now, makes it clear that midlife women everywhere are in need of a major midlife makeover. We need to figure this out so we can get back to being our best selves empowered by the choices we make for our own lives. In this episode, Jamesyn shares three strategies for getting in front of our overwhelm so we can sp…

1
Season 2, Episode 12 - Summer Deals (The Gutter Effect) 1:11:17

22d ago1:11:17

1:11:17

Burt, Dan, and Matt proudly share the cornucopia of cheap sleeping, eating, and gambling deals popping up all over Vegas in trembling response to the Neon Gutter's powerful lobby for cheapskates. This episode details Summer 2025's dozens of meals under $10, all the $5 table games, and hotels throwing free beverages, cheap rooms and complimentary ca…

1
How $100B Mercado Libre got started—& why it almost went bankrupt after 9 months. | Hernan Kazah, Co-Founder Mercado Libre 57:20

22d ago57:20

57:20

How do you build a $100B business without hypergrowth or endless funding rounds? Hernan Kazah co-founded Mercado Libre, the Latin American ecommerce giant, at the peak of the dot-com bubble. But when the market crashed, funding disappeared, and competitors doubled down on spending, Mercado Libre focused relentlessly on building a rock-solid, profit…

1
PMF Observations: How 4 Founders Built Massive Startups Their Own Way 27:31

26d ago27:31

27:31

Four founders prove you don’t need Silicon Valley, a technical degree, or a massive seed round to build a massive company. We go through the key observations from the last 4 episodes: How Skip created a $200M business in a third tier city, Polarsteps’ NPS‑obsessed rise, Jobber’s decade‑long compounding engine, and why a small decision was key to Pu…

1
His AI Voice Startup grew to $10M ARR in 1 Year—after 3 Years Stuck at $500K | Jordan Dearsley, Founder of Vapi 50:39

29d ago50:39

50:39

Jordan Dearsley spent 3 years building a startup stuck at $500K in revenue—then he burned it all down and moved to San Francisco. A year later, he was at $10M ARR. This episode walks through Jordan’s decision to abandon a profitable business, why solving a painful customer problem was the key to explosive growth, and how finding product-market fit …

1
WebSummit Panel w/ Founders of Glean ($5B) and Huntress ($2B): What it takes to hit $100M ARR 18:45

1M ago18:45

18:45

Two founders, two wildly different paths to $100M ARR: Arvind Jain, founder of Glean, walked away from a unicorn to start over—raising $15M without revenue and ignoring lean startup rules. Kyle Hanslovan, founder of Huntress, faced brutal rejection, slept in his car, maxed out credit cards, and still crushed it. This episode is packed with raw less…

1
2: The Call for Change (Help! I Hate My Life!) 12:48

1M ago12:48

12:48

Are you in a rut? Completely over the monotony of your life? Are you being called to make a massive change in your life but too fearful or stressed out to get moving? In this episode, Jamesyn shares a massive career change she made and gives concrete actions you can use to effect bold change. Send us a text Support the show…

1
3: We are Human Beings Not Human Doings 8:48

1M ago8:48

8:48

Are you exhausted like every midlife career woman, mom, home administrator? Jamesyn talks about the side effects of living a bold life and the importance of balancing ambition with rest, self-care, and time for yourself. Send us a text Support the showBy Jamesyn

1
4: Creative Spark: Follow your Intuition to Build a Business, Start a Passion Project 26:30

1M ago26:30

26:30

Are you feeling stuck or in a life rut? Are you ignoring the inspiration you feel to start a business or create something? Are you making excuses for the tired state of your life? Jamesyn discusses how to harness a creative spark into a successful business through thought work and massive action. She shares personal learnings and tips on moving for…

1
5: How to Find the Love of Your Life in the S**tshow that is Dating 32:20

1M ago32:20

32:20

Spending all of your time and energy looking for love in the wrong places? Desperate to find the right guy? In this episode of Female & Dangerous, Jamesyn talks about the importance of developing a strong relationship with yourself as a core pre-requisite for finding great love. Send us a text Support the show…

1
6: Second Act: Rewrite mid-life crisis, monotony, regret with purpose, meaning, and impact 27:03

1M ago27:03

27:03

When the shine of adulthood wears off, too many women feel stuck and unfulfilled with the monotony of their home, work, and relationship lives. They find emptiness and regret in the decisions they have made and wonder, "How did I get here?". Many women want to live with purpose, meaning, and make more of an impact. Jamesyn discusses the possibiliti…

1
7: Middle Life Mom Escape: Girls Weekends and Vacation TIps for Escape & Relief 23:19

1M ago23:19

23:19

Tired of the career mom middle life grind? Feeling guilty for not being more productive on your time off? Need a vacation for just you? Come along with Jamesyn to her Palm Springs mom getaway and get some vacation tips that give yyourself a break! Send us a text Support the showBy Jamesyn

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8: Self Coaching Strategies to Find More Meaning in MidLife: Create, Relate, & Adjust Your Attitude 19:21

1M ago19:21

19:21

Lonely? Bored? Need help to figure out strategies for finding meaning and purpose? Burnt out or unsure where to begin? We all want a life of meaning and purpose, but how do we get it? In this episode of Female & Dangerous, Jamesyn explores three ways to find meaning in midlife. Stay to the end for advice on assessing your own life to find opportuni…

1
8: Self Coaching Strategies to Find More Meaning in MidLife: Create, Relate, & Adjust Your Attitude 19:20

1M ago19:20

19:20

Lonely? Bored? Need help to figure out strategies for finding meaning and purpose? Burnt out or unsure where to begin? We all want a life of meaning and purpose, but how do we get it? In this episode, Jamesyn explores three ways to find meaning in midlife. Stay to the end for advice on assessing your own life to find opportunities for self-developm…

1
How his $2B startup grew to $10M+ ARR with zero marketing. | Avery Pennarun, Founder of Tailscale 50:31

1M ago50:31

50:31

Avery Pennarun raised $160M for Tailscale—without even meaning to. What started as a small, simple project exploded into an unstoppable force in network connectivity and security. This episode reveals exactly how Avery turned a tiny seed round into millions of dollars in ARR, powered by nothing more than word-of-mouth and an obsession with solving …

1
Season 2, Ep. 11 - Stupak's Dreams 1:21:42

1M ago1:21:42

1:21:42

The Neon Gutter Crew talks about Bob Stupak's dreams, including the ones successful and unsuccessful, sane and insane. There is talk about giant gorillas, lions, a Tic-tac-toe playing chicken, a Titanic-themed hotel, runs for mayor, and the many, many ways that he reimagined games like blackjack and craps.…

1
May Startup News: Elizabeth Holmes Returns, Billion-Dollar Frauds, & the End of Tech Jobs w/ Jack Kuveke 28:43

1M ago28:43

28:43

Description: Jack Kuveke returns to unpack the wildest startup news this month: from billion-dollar frauds and crypto scams, to OpenAI’s secretive $6.5 billion gadget project with Apple’s design legend Jony Ive. We dig into why big-name investors keep missing red flags, and why AI might be crushing entry-level tech jobs faster than anyone expected.…

1
7: MidLife Mom Escape: Girls Weekends and Vacation TIps for Escape & Relief 23:29

1M ago23:29

23:29

Tired of the career mom midlife grind? Feeling guilty for not being more productive on your time off? Need a vacation for just you? Come along with Jamesyn to her Palm Springs mom getaway and get some vacation tips that give yourself a break! Becky Robinson (The Entitled Housewife), Spa Day, Produce Party and More Send us a text Support the show…

1
Giro Rest Day Reflections 2025 - 4 Plot Twists and Drama (Stages 16 - 21) 54:09

1M ago54:09

54:09

After what many are describing as the best Giro d’Italia of all time, Matt Stephens looks back at the final week of action from stages 16 - 21 2025. Stepping out of the TNT Eurosport Discovery TV studio to record his clips, Matt’s reactions are immediate, honest and fresh - with takeaways from each stage that retell the story of the grand tour in h…

1
He hit $1M ARR in 10 months—after doing of a full, 180 pivot. | Merrill Lutsky, Founder of Graphite 56:30

1M ago56:30

56:30

After two pivots and nearly running out of runway, Merrill Lutsky found insane growth—scaling Graphite to tens of thousands of daily users and millions in ARR. He reveals exactly how Graphite landed its first massive enterprise customer, doubled revenue overnight by changing pricing, and turned user feedback into momentum. Merrill shares hard-earne…

1
PMF Observations: Why passion is more important than you think 19:51

2M ago19:51

19:51

Most early-stage founders get trapped in the chaos of endless tasks, there's always too much to do and not enough time. We go through the last 4 episodes to see what how the best founders prioritize. We also see why you can raise millions without real traction but can’t fake product-market fit, how positioning yourself for luck is as important as h…

1
6: Second Act: Rewrite mid-life crisis, monotony, regret with purpose, meaning, and impact 27:19

2M ago27:19

27:19

When the shine of adulthood wears off, too many women feel stuck and unfulfilled with the monotony of their home, work, and relationship lives. They find emptiness and regret in the decisions they have made and wonder, "How did I get here?". Many women want to live with purpose, meaning, and make more of an impact. Jamesyn discusses the possibiliti…

1
Giro Rest Day Reflections 2025 - 3 Time Trials and Taxidermy (Stages 10 - 15) 46:05

2M ago46:05

46:05

Looking back at stages 10 - 15 of the Giro d’Italia 2025, this special episode of Sigma Sports Presents Matt Stephens Unplugged is another fantastic installment of his Rest Day Reflections mini series. After each stage of the Giro, Matt pops out of the TV studio to give us his raw reflections on how the race went that day. Expect wet and wild time …

1
He didn't raise VC for the first 7 years— then grew to $1B in ARR. | Dax Dasilva, Founder of Lightspeed 55:15

2M ago55:15

55:15

Dax built Lightspeed into a $1B ARR public company—even though he bootstrapped for the first 7 years. In this episode, he reveals exactly how he used a 4x pricing shift to create a global reseller machine that grew him to $10M ARR. He also breaks down why obsessing over design and deep customer empathy built the foundation for success.—and how step…

1
5: Toxic Relationship Drama? Find the Love of Your Life 32:47

2M ago32:47

32:47

In this episode, Jamesyn talks about the reasons for toxic relationship drama and the solution that allows you to take control of your future and relationships. Uncover the importance of developing a strong relationship with yourself as a core pre-requisite for finding great love. Send us a text Support the show…

1
Q1 2025: The Seed to Series A Gap is Wider Than Ever. Here's what to do. | Peter Walker, Head of Insights at Carta 48:22

2M ago48:22

48:22

Carta just released their report for Q1 2025. Peter is Head of Insights at Carta, and the person who owns their data practice. We sit down to talk about the largest trends he saw across fundraising, industries, graduation rates and even hiring practices. Carta data shows that graduation rates from Seed to A are as low as they've ever been. Bridge r…

1
Giro Rest Day Reflections 2025 - 2 Pass the Pink Jersey (Stages 4 - 9) 46:12

2M ago46:12

46:12

Live from Stockley Park, Matt Stephens steps out of the TNT Eurosport Discovery TV studio and delivers his opinions on the Giro d’Italia as it happens. In this episode, Matt reacts to a thrilling week of racing when the Giro landed on Italian soil, as he focuses on stages 4 - 9. There was a little bit of everything to reflect on; flat stages with f…

1
He went from 0 to a $210M exit in 3 years—without inventing anything new. | Kazi Ahmed, Founder of Carbon6 45:14

2M ago45:14

45:14

Kazi Ahmed took a small insight—seeing friends cash out from Amazon brands—and built Carbon6, a software roll-up startup, selling it for $210M just three years later. But behind the quick success was a frantic scramble to survive. Aggressive acquisitions nearly ran them out of cash, forcing a brutal pivot from burning $1M per month to profitability…

1
Forecasts are overrated—great founders build one step at a time. | PMF Observations 18:06

2M ago18:06

18:06

I break down my top insights from recent conversations with four founders who won in unconventional ways. You’ll hear how Noah turned LinkedIn posts into his primary sales channel (without ever going viral), why Dan’s startup survived a brutal 95% downround but ended up at $400M ARR two years later, how Adam turned a stagnant $3M ARR business into …

1
Giro Rest Day Reflections 2025 - 1 Travel Days and Duvet Picnics 36:06

2M ago36:06

36:06

For the 2025 edition of the Giro d’Italia Matt Stephens has a live in-studio role providing commentary and analysis for TNT Eurosport Discovery. But he’s taken his pod-mic along and will give us his daily reactions to each stage, right after it happens. In this episode, Matt looks back at the first three stages in Albania, which saw some pretty hec…

1
He took on Robinhood & built Public.com into a $1B company with $440M raised. | Jannick Malling, Founder of Public.com 55:12

2M ago55:12

55:12

Public co-founder Jannick Malling shares exactly how he grew his startup from a tiny beta to millions of users—and hundreds of millions raised. He reveals why fractional shares changed the game for user acquisition, how the company cleverly seized on the GameStop moment to explode growth, and why relentless product focus was critical to scaling qui…

1
Season 2, Ep. 10 - The Retirement Party, Part 2 46:08

2M ago46:08

46:08

Matt and Burt thrill guest host Dan with the conclusion to Matt's retirement party, complete with a cake, large knives, dangerous poker, some thrilling craps, and penny video poker. There's some tasty cajun food and a reference to Star Wars.By Randy Shandis Enterprises

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1: Coloring Outside the Lines: When you Decide to Step into Your True Self, Authentically 8:04

2M ago8:04

8:04

Are you tired of living in black and white? In this episode, Jamesyn discusses the problems with playing small and the power of coloring outside the lines to effect BOLD change. Send us a text Support the showBy Jamesyn

1
2: The Call for Change: Recognizing the Need for Growth and Tips for Reinvention 13:08

2M ago13:08

13:08

Are you being called to make a change in your life? In this episode, Jamesyn shares a massive career change she made and gives concrete actions you can use to effect Bold change. Send us a text Support the showBy Jamesyn

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3: Overwhelmed, Exhausted? Need a Change? We are Human Beings, Not Human Doings 9:06

2M ago9:06

9:06

Jamesyn talks about the side effects of living a Bold life and the importance of balancing ambition with rest, self-care, and time for yourself. Send us a text Support the showBy Jamesyn

1
Adam Neumann Returns, SV Spies, AI Robots Rise | April Startup News w/ Jack Kuveke 39:53

2M ago39:53

39:53

Corporate spies stealing Slack messages. Adam Neumann raising another $100M (for WeWork 2.0?). AI startups hitting $34B valuations with zero revenue and ordering Ben & Jerry's ice cream over 15 payments with Klarna on DoorDash. April was wild, and Jack Kuveke joins the show to unpack the chaos, controversy, and insanity behind the biggest startup h…

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