Outsider Inc. is dedicated to visionary leaders breaking the mold of tech entrepreneurship. Hosted by Ian Hathaway—co-author of The Startup Community Way: Evolving an Entrepreneurial Ecosystem and co-founder of seed-stage venture capital firm FOVC—each episode delivers exclusive interviews and insider insights from exceptional founders building generation-defining companies. Join us for an in-depth exploration into the real-life stories of entrepreneurs from unexpected places and backgrounds ...
…
continue reading
The Cubs Daily Podcast is your go-to source for all things Chicago Cubs. Lance Brozdowski delivers your morning Cubs pulse with fresh insights, in-depth analysis, and the latest news. Every. Single. Day. Whether you bleed Cubbie Blue or are just looking to stay in the know, we've got you covered. Tune in every morning to kickstart your day with Cubs baseball.
…
continue reading
On Market Mondays, Earn Your Leisure and Stock market expert Ian Dunlap discuss strategies to make money in the stock market under any circumstance. During Market Mondays, we also answered a variety of investment questions from live callers. Market Mondays is a new, exciting look into the world of investing and money management.
…
continue reading
Katie Krall dives into WAR and how it's calculated, and explains its importance to MLB teams as they construct their rosters.
…
continue reading

1
Why Colin Rea has struggled and Cubs will use an opener for Ben Brown
8:08
8:08
Play later
Play later
Lists
Like
Liked
8:08Lance Brozdowski digs into Cubs right-hander Colin Rea's recent struggles against the Reds and the clever decision to have an opener ahead of Ben Brown in Game 2 of the NL Central series at Wrigley Field.
…
continue reading

1
Cubs Weekly: Ian Happ recounts Pete Crow-Armstrong's rise to stardom
24:19
24:19
Play later
Play later
Lists
Like
Liked
24:19Cubs left fielder Ian Happ joined the Cubs Weekly Podcast, presented by Wintrust, to chat with Lance Brozdowski about two teammates who are in the early NL MVP conversation -- Pete Crow-Armstrong and Kyle Tucker. Is Happ surprised at PCA's sudden power production? What is one thing fans don't know about him? What is it like hitting in front of Kyle…
…
continue reading

1
Why Betting Against US Stocks Is a Huge Mistake
4:50
4:50
Play later
Play later
Lists
Like
Liked
4:50In this insightful clip, Ian Dunlap and Rashad Bilal unpack Bank of America’s recent advisory urging investors to short the S&P 500 amid concerns of a global shift away from US equities and US bond credit ratings. Is the era of American exceptionalism really coming to an end, or is the innovation engine still running strong? Ian and Rashad dig deep…
…
continue reading
Marquee Sports Network analyst and former minor league coach Katie Krall discusses how pitchers develop new pitches and uses her baseball background to discuss the development process.
…
continue reading

1
The Outsider Who Sparked New York’s Tech Ecosystem and Backed Multiple Billion Dollar Outcomes w/ Kevin O’Connor, Co-Founder of DoubleClick, fmr CEO of Graphiq, and Founder & GP at ScOp Venture Capital ...
44:43
44:43
Play later
Play later
Lists
Like
Liked
44:43In this episode of Outsider, Inc., host Ian Hathaway interviews Kevin O'Connor, co-founder of DoubleClick, former CEO of Graphiq, and Founder and General Partner at ScOp Venture Capital. Kevin shares insights from his remarkable career, starting from his early curiosity in electronics to forego a career as a research scientist and instead spearhead…
…
continue reading

1
Here's why Cubs rookie pitcher Cade Horton is a player development success
10:27
10:27
Play later
Play later
Lists
Like
Liked
10:27Lance Brozdowski digs into the evolution of Chicago Cubs rookie right-hander Cade Horton's approach to lefty hitters and listens to president of baseball operations Jed Hoyer's thoughts on oblique injuries across Major League Baseball.
…
continue reading

1
MM #260: Invest in Africa, Bitcoin Is Booming, Apple in Trouble, OpenAI Takeover & Real Estate Hack
1:50:39
1:50:39
Play later
Play later
Lists
Like
Liked
1:50:39Timestamps: 7:20 – Mortgage Rate Spike 16:00 – Institutional Mega-Bets 19:40 – Bank of America’s S&P 500 Short Call 24:36 – A Message from Africa 49:06 – Bitcoin Hits All-Time High 56:10 – OpenAI Acquires Jony Ive’s Company 1:03:00 – Is It Time for Tim Cook to Go? 1:09:30 – Apple’s Losing Streak & Tariff Threat 1:15:13 – AI Writing Code at Microsof…
…
continue reading

1
What projections say about Cubs outfielder Pete Crow-Armstrong's 40-40 chances
8:13
8:13
Play later
Play later
Lists
Like
Liked
8:13Lance Brozdowski provides some updates on injuries before Katie Krall joins his to discuss projections and how important they are in valuation and contextualization of a player's performance, such as Cubs breakout star Pete Crow-Armstrong.
…
continue reading

1
Seiya Suzuki and the Cubs' offense cannot be stopped
11:29
11:29
Play later
Play later
Lists
Like
Liked
11:29Lance Brozdowski digs into the Chicago Cubs' insane offensive run over the past few weeks, with contributions from Seiya Suzuki and, unexpectedly Sunday, Reese McGuire. Stick around for a preview of the Cubs-Rockies series at Wrigley Field and how Coors Field affects hitter perception of pitch shapes.…
…
continue reading

1
How Miguel Amaya injury might impact Cubs; Julian Merryweather DFA'd
8:41
8:41
Play later
Play later
Lists
Like
Liked
8:41Lance Brozdowski digs into the implications of Cubs catcher Miguel Amaya's oblique strain, which he sustained Saturday against the Reds, and discusses if Moisés Ballesteros or Reese McGuire will be called up from Triple-A Iowa to replace him. Lance also analyzes the Cubs' decision to designate struggling reliever Julian Merryweather for assignment.…
…
continue reading

1
Essential Advice for College Graduates: Money Moves, Skills, and Networking
13:53
13:53
Play later
Play later
Lists
Like
Liked
13:53In this insightful Market Mondays clip, Ian Dunlap, Troy Millings, and Rashad Bilal share essential advice for recent college graduates entering the real world. As graduation season is in full swing, many young adults are facing tough questions about finances, career direction, and how to get ahead despite an uncertain job market. The conversation …
…
continue reading
Lance Brozdowski digs into a historic night from Pete Crow-Armstrong as he hit two home runs in the Cubs' series-opening win in Cincinnati. We'll hear some crazy stats on the home runs and listen to what Cubs manager Craig Counsell and PCA thought of his heroics.
…
continue reading

1
Cubs Weekly: Ryan Dempster analyzes MLB's pitching evolution
24:17
24:17
Play later
Play later
Lists
Like
Liked
24:17Ryan Dempster joins Lance Brozdowski on the Cubs Weekly Podcast, presented by Wintrust, to break down all things pitching, from his 16-year MLB career to the current state of the game. Dempster analyzes pitch grips, talks strategy and how to balance data with experience on the mound. The duo also chats about how pitchers discuss the art with other …
…
continue reading

1
Can Pete-Crow Armstrong have a 40-40 season?
6:49
6:49
Play later
Play later
Lists
Like
Liked
6:49Lance Brozdowski throws to an interview with Bruce Levine, Elise Menaker and Ryan Sweeney as they analyze whether PCA can put together a 40-40 season.
…
continue reading

1
Cubs rout Marlins, plus Statcast's new hitter swing data
9:29
9:29
Play later
Play later
Lists
Like
Liked
9:29Lance Brozdowski analyzes another big offensive game from Cubs hitters and reviews what new hitter metrics we can analyze publicly with Statcast's latest release.
…
continue reading

1
Who will record Cubs' next save with Porter Hodge on IL?
9:29
9:29
Play later
Play later
Lists
Like
Liked
9:29Lance Brozdowski examines who will earn the next save for the Cubs with Porter Hodge hitting the IL, Matt Shaw's MLB return, and a potential third base trade target for the July 31 trade deadline.
…
continue reading

1
MM #259: Coinbase Goes Mainstream, Millionaire Playbook, College Grad Advice & The Next Great American Stock
1:29:15
1:29:15
Play later
Play later
Lists
Like
Liked
1:29:15In this episode of Market Mondays, hosts Rashad Bilal, Troy Millings, and Ian Dunlap tackle some of the most pressing topics in business, politics, and investing. They begin by discussing President Joe Biden’s health concerns and the implications of recent prostate cancer commentary. The conversation then shifts to Coinbase’s inclusion in the S&P 5…
…
continue reading

1
Pete Crow-Armstrong, Colin Rea seal Cubs' Crosstown Classic sweep of White Sox
9:48
9:48
Play later
Play later
Lists
Like
Liked
9:48Lance Brozdowski discusses one particular stat that enables the Cubs pitching staff's success, highlights the force that is Pete Crow-Armstrong, and chats with rookie right-hander Cade Horton about his first taste of MLB life.
…
continue reading

1
Should the Cubs recall Matt Shaw after his Triple-A breakout?
10:23
10:23
Play later
Play later
Lists
Like
Liked
10:23Lance Brozdowski examines whether the Chicago Cubs should recall hot-hitting prospect Matt Shaw from Triple-A Iowa to fill their third base hole as the team continues its scorching stretch of offensive production with another Crosstown Classic win over the White Sox at Wrigley Field.
…
continue reading

1
Trump’s Prescription Drug Order, Amazon’s AMD Power Play & Future of Healthcare Stocks
7:49
7:49
Play later
Play later
Lists
Like
Liked
7:49In this insightful Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings break down two of the week’s biggest financial headlines that could shake up the markets: President Trump’s executive order to lower prescription drug prices and Amazon’s strategic acquisition of AMD shares. First, the hosts dive deep into the possible long-term imp…
…
continue reading
Lance Brozdowski analyzes a series-opening win for the Cubs against the crosstown rival White Sox, including a potential slump-buster day for superstar slugger Kyle Tucker.
…
continue reading

1
Cubs Weekly: Cliff Floyd breaks down Pete Crow-Armstrong, Dansby Swanson
24:42
24:42
Play later
Play later
Lists
Like
Liked
24:42Cliff Floyd joins Lance Brozdowski on the Cubs Weekly Podcast, presented by Wintrust, to break down Pete-Crow Armstrong's hot start, Dansby Swanson's rebound and Seiya Suzuki's underappreciated bat. They also chat about Cliff Floyd's career and how he'd fare if he stepped in the box against a major league arm today.…
…
continue reading

1
What's behind Jameson Taillon's recent struggles?
9:53
9:53
Play later
Play later
Lists
Like
Liked
9:53Lance Brozdowski breaks down Jameson Taillon's recent struggles with home runs and previews the crosstown rivalry between the White Sox and Cubs this weekend.
…
continue reading

1
AI Stocks to Watch: Nvidia, Microsoft, and the Future of Search
6:41
6:41
Play later
Play later
Lists
Like
Liked
6:41In this Market Mondays clip, Rashad Bilal, Troy Millings, and Ian Dunlap dive deep into which companies stand to benefit most from the explosive growth of artificial intelligence and the shifting tech landscape. The trio discusses the latest stock market trends, focusing on the performance of leading tech giants like Nvidia, Microsoft, and Apple, w…
…
continue reading

1
Bootstrapping to Exit, First Principles Thinking, Product Simplicity, and Mentoring the Next Generation w/ Jason Seats, Co-Founder of Slicehost & fmr CIO of Techstars
59:03
59:03
Play later
Play later
Lists
Like
Liked
59:03On this episode of Outsider Inc., host Ian Hathaway sits down with Jason Seats, Co-Founder of Slicehost, former Chief Investment Officer of Techstars, and a pioneer in the startup and cloud computing worlds. Jason details his journey from co-founding the game-changing cloud infrastructure company, Slicehost, to mentoring and investing in early-stag…
…
continue reading

1
Justin Turner walks off Marlins; Alex Cohen gives Moisés Ballesteros scouting report
13:26
13:26
Play later
Play later
Lists
Like
Liked
13:26Lance Brozdowski recaps a thrilling Cubs win over the Miami Marlins, then is joined by Marquee Sports Network play-by-play announcer Alex Cohen to discuss the offensive impact that recent call-up Moisés Ballesteros could have with Ian Happ sidelined.
…
continue reading

1
How MLB organizations write and leverage scouting reports
12:27
12:27
Play later
Play later
Lists
Like
Liked
12:27Marquee Sports Network’s Katie Krall breaks down how to write a scouting report, the way front offices assign scouting coverage, and what to look for when watching at home or Wrigley Field.
…
continue reading

1
MM #258: US & China End Trade War! What Stocks Will be The Winners, & Ras Baraka Speaks Out After ICE Arrest
2:09:41
2:09:41
Play later
Play later
Lists
Like
Liked
2:09:41In this episode of Market Mondays, we dive into the biggest stories shaping the markets and the future of finance. We break down Anduril’s role in AI defense, the latest moves in Palantir and CrowdStrike, and what the pause on China tariffs means for the global economy. Plus, we discuss Google’s battle with ChatGPT, Amazon’s stake in AMD, and a new…
…
continue reading
Lance Brozdowski digs into how the strike zone has changed this season because of an adjustment in how umpires are graded alongside Katie Krall, one of the newest members of the Marquee Sports Network team.
…
continue reading

1
Former Cubs pitcher Ray Burris shares biggest lessons from his career
9:19
9:19
Play later
Play later
Lists
Like
Liked
9:19Lance Brozdowski tosses to an interview with former Chicago Cubs pitcher Ray Burris, Elise Menaker and Ryan Sweeney as they chat about Burris' career, how to learn from failure, his interactions with Ben Brown and more.
…
continue reading

1
Steve Quirk Exposes the Truth About Margin Trading & AI at Robinhood
7:23
7:23
Play later
Play later
Lists
Like
Liked
7:23In this insightful clip from Market Mondays, hosts Rashad Bilal and Troy Millings sit down with Steve Quirk, a prominent leader from Robinhood, to dive deep into smart margin strategies, the evolving behavior of young retail investors, and the exciting future of AI in investing. Steve delivers valuable advice for those considering investing with ma…
…
continue reading

1
Why use an opener for Cade Horton's MLB debut?
10:26
10:26
Play later
Play later
Lists
Like
Liked
10:26Lance Brozdowski digs into the Cubs' loss on the road against the Mets and considers whether this is the optimal rollout for their top pitching prospect, Cade Horton, potentially pitching out of the bullpen tomorrow behind Brad Keller.
…
continue reading

1
Cubs Weekly: Bruce Levine talks Cubs deadline moves, contracts for Pete Crow-Armstrong and Kyle Tucker
27:16
27:16
Play later
Play later
Lists
Like
Liked
27:16On the latest episode of the Cubs Weekly Podcast, presented by Wintrust, Lance Brozdowski talks with Bruce Levine, covering everything from the best Cubs offenses he's ever seen, whether he's surprised Pete Crow-Armstrong rejected a Cubs' extension offer this offseason, and how the pending CBA negotiations after the 2026 season will impact spending…
…
continue reading

1
When will Cade Horton debut? Let's preview the Mets series
10:33
10:33
Play later
Play later
Lists
Like
Liked
10:33Lance Brozdowski previews a massive series coming up this weekend in New York between the Mets and Cubs. We'll dig into how you pitch to Pete Alonso and whether the Cubs top pitching prospect, Cade Horton, will make his MLB debut
…
continue reading

1
Reflecting on Warren Buffett’s Legacy: Berkshire Hathaway Annual Meeting
11:06
11:06
Play later
Play later
Lists
Like
Liked
11:06In this insightful clip, Rashad Bilal, Troy Millings, and Ian Dunlap come together to reflect on the extraordinary legacy of Warren Buffett following the Berkshire Hathaway annual meeting. They dig deep into how Buffett revolutionized the world of investing, not only through his astonishing financial track record but through his unwavering commitme…
…
continue reading

1
Cubs squander extra-innings opportunity at Wrigley
8:44
8:44
Play later
Play later
Lists
Like
Liked
8:44Lance Brozdowski recaps the Cubs' tough 14-5 extra-innings loss to the San Francisco Giants, then goes into the time machine to reflect on Kerry Wood's 20-strikeout game, which happened 27 years ago on May 6, 1998.
…
continue reading

1
MM #257: 5 Money Moves You MUST Make Now! Warren Buffett Steps Down, Bitcoin Explodes, & Stocks Rebound
2:04:52
2:04:52
Play later
Play later
Lists
Like
Liked
2:04:526:32 – Warren Buffett’s Legacy as He Steps Down as CEO of Berkshire Hathaway 14:20 – Key Takeaways from the Berkshire Hathaway Annual Meeting 19:00 – 5 Things Everyone Should Do When Starting to Master Personal Finance 39:00 – Thoughts on This Week’s Upcoming Earnings Reports 44:20 – 9-Day Stock Rally: Can It Continue? 57:00 – Bitcoin’s Recent Run-…
…
continue reading

1
Is Kyle Tucker driving the Cubs' offensive dominance?
8:21
8:21
Play later
Play later
Lists
Like
Liked
8:21Lance Brozdowski recaps another big win at home over the San Francisco Giants and delves into how much of an effect Kyle Tucker is having on the numerous other Cubs hitters who have made considerable year-over-year improvements.
…
continue reading
Lance Brozdowski digs into the hamstring injury that Cubs left-hander Shota Imanaga sustained Sunday in Milwaukee and reviews the options to potentially start in his place, including Cade Horton and Chris Flexen.
…
continue reading
Katie Krall, one of the newest members of the Marquee Sports Network team, speaks with Keenan Long, the founder of Longball Labs, to detail the evolution of the only tool that hitters have—a bat. Let's learn how no two bats are the same and how players are optimizing a simple piece of wood to help them succeed.…
…
continue reading
In this insightful clip, Troy Millings, Rashad Bilal, and Ian Dunlap dive deep into whether the stock market hit its bottom on April 7th and what that could mean for investors moving forward. The conversation unpacks key market indicators, including the significance of the 200-day moving average and recent fund flows at the end of March and beginni…
…
continue reading

1
Why Seiya Suzuki, Ian Happ are the unsung heroes of the 2025 Cubs offense
8:58
8:58
Play later
Play later
Lists
Like
Liked
8:58Lance Brozdowski breaks down a rout of the Brewers in Milwaukee before highlighting two Cubs hitters who have made dramatic improvements at the plate -- Ian Happ and Seiya Suzuki.
…
continue reading

1
Cubs rout Paul Skenes, Brewers series preview, PLUS Moisés Ballesteros fit?
10:14
10:14
Play later
Play later
Lists
Like
Liked
10:14Lance Brozdowski analyzes the Chicago Cubs' offensive production against Pittsburgh Pirates ace Paul Skenes, previews the series against the Brewers in Milwaukee, and talks about if there's a fit for hot-hitting catcher prospect Moises Ballesteros in the majors.
…
continue reading

1
Tesla's 71% Profit Plunge & Elon’s “Refocus” Promise: Is Confidence in Tesla Justified?
8:57
8:57
Play later
Play later
Lists
Like
Liked
8:57In this insightful clip, Rashad Bilal, Troy Millings, and Ian Dunlap break down Tesla’s recent, shocking earnings report—a staggering 71% drop in net income for Q1 2025. Despite falling vehicle deliveries, dipping automotive revenue, and mounting struggles in China, the U.S., and Europe, Tesla’s stock price went up. How does that make sense? The ho…
…
continue reading

1
How the Cubs' offense can beat Pirates ace Paul Skenes
10:02
10:02
Play later
Play later
Lists
Like
Liked
10:02Lance Brozdowski digs into what makes Pittsburgh Pirates starter Paul Skenes so good and which Chicago Cubs hitters have the best shot to do damage versus one of the best pitchers in MLB.
…
continue reading

1
Disrupting the Status Quo & Building Global Entrepreneurial Ecosystems w/ Linda Rottenberg, Co-Founder & CEO, Endeavor
57:06
57:06
Play later
Play later
Lists
Like
Liked
57:06On this episode of Outsider Inc., host Ian Hathaway interviews Linda Rottenberg, co-founder and CEO of Endeavor, the global organization supporting high-impact entrepreneurs in emerging markets. Linda shares her unique insights on the benefits of chaos over stability for entrepreneurship, her journey from an unlikely start in Latin America to creat…
…
continue reading

1
Can Cade Horton make the Cubs even better?
10:48
10:48
Play later
Play later
Lists
Like
Liked
10:48Lance Brozdowski digs into the underlying data of Cade Horton's hot start at Triple-A Iowa and recaps a big 9-0 Chicago Cubs win over the Pittsburgh Pirates to begin a six-game road trip.
…
continue reading

1
MM #256: Buffett’s Blueprint, Can Elon Save Tesla?, Hidden Danger of Being Home Poor & Crypto’s Next Big Move
1:50:30
1:50:30
Play later
Play later
Lists
Like
Liked
1:50:30Tonight, we’re covering major moves in the stock market, breaking down Elon Musk’s shift back to Tesla, Google’s AI battles, Warren Buffett’s continued dominance, emotional discipline when investing, and new opportunities like Pokémon entering the crypto space. If you’re serious about investing, entrepreneurship, and financial freedom, this convers…
…
continue reading

1
The odd part of the zone where Pete Crow-Armstrong is mashing
11:06
11:06
Play later
Play later
Lists
Like
Liked
11:06Lance Brozdowski recaps the Cubs' "Sunday Night Baseball" loss to the Philadelphia Phillies, previews the series against the Pittsburgh Pirates, and digs into a particular part of the zone where Pete Crow-Armstrong is barreling balls better than anybody else in MLB.
…
continue reading