Best Jeremy Olson Podcasts (2025)

1
How the Financial Crisis Broke Politics 40:59

Play Pause

2d ago40:59

40:59

To wrap up our series on The Big Short, Michael Lewis speaks with two people who represent two very different responses to the financial crisis of 2008: US Senator Elizabeth Warren, an expert in bankruptcy law who became an advisor to the Obama White House before running for higher office in Massachusetts. And Michael interviews former Trump White …

1
#351: David Goldman on Job Interview Strategies for Assistants 24:40

4d ago24:40

24:40

David Goldman is a veteran recruiter and job interview coach with over 25 years of experience helping people find and secure executive assistant, EBP and Chief of Staff roles. In this episode of The Leader Assistant Podcast, David talks about proven job interview strategies to help executive assistants and executive business partners turn great int…

1
How the Financial Crisis Broke Wall Street 31:03

9d ago31:03

31:03

To make sense of Wall Street’s hangover from the crash described in The Big Short, Michael Lewis calls up Matt Levine. Levine is author of the Money Stuff newsletter for Bloomberg Opinion and co-host of a podcast by the same name. He’s also a former investment banker who was working at Goldman Sachs during the market crisis of 2008. He and Lewis ta…

1
#350: Polly Todd on Being an EA Contractor in the Corporate World 22:35

11d ago22:35

22:35

Polly Todd has been a dedicated Senior Executive Assistant with over 20 years of experience, as a long term contractor, at a large financial institution. In this episode of The Leader Assistant Podcast, Polly shares her story of being a contractor in the corporate world, the challenges that come with it, growing confidence, and how to onboard a new…

1
Lessons of the Great Depression 35:27

16d ago35:27

35:27

Andrew Ross Sorkin writes the business and policy newsletter DealBook for the New York Times and is co-anchor of Squawk Box on CNBC. He also has a historical bent, and has a new book out about the causes and consequences of the Great Depression in the 1930s. Sorkin speaks with Michael Lewis about how that crisis differed from the financial crash of…

1
#349: The One Question Every Executive Assistant Should Consistently Ask Themselves (with Annie Croner) 14:12

18d ago14:12

14:12

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she shares the one question every executive assistant should consistently ask …

1
WOW or NOW-vember Begins (w/ Jessica McKenna) 1:45:37

22d ago1:45:37

1:45:37

Jessica McKenna (Off Book!) joins Kevin and Caroline to kick off WOW or NOW-VEMBER, a month-long celebration of the game pitting contestants against each other to see who can best identify if a song is WOW (Christian) or NOW (secular) Get weekly episodes at patreon.com/goodchristianfun Every month, we match iTunes reviews with donations to charity.…

1
Lender of Last Resort 45:32

23d ago45:32

45:32

When Michael Lewis wrote The Big Short, there was an extra character in the story: The Federal Reserve System, the central bank of the US, which bought up bad debt on the balance sheets of big Wall Street banks and trading firms. To better understand the Fed’s role in the financial crisis of 2008, Michael turns to UC Berkeley economics professor Em…

1
#348: Your Corporate Holiday Gift List with Jess Lindgren 28:44

25d ago28:44

28:44

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess talks corporate holiday gift lists. Show Notes -> leaderassistant.com/348 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is built to make life easier for …

1
The FrontPoint Boys 23:09

1M ago23:09

23:09

The Big Short is centered around the story of investment advisors who noticed something was seriously wrong with the subprime housing market starting in the early 2000s. Why did the traders at FrontPoint Partners and others bet against the herd, at great risk to their reputations and their own careers? And what happened after those bets paid off — …

1
#347: Kirsten Fargotstein - Inside the World of Celebrity and UHNW Support 45:07

1M ago45:07

45:07

Kirsten Fargotstein is a veteran executive and personal assistant with over a decade of experience supporting celebrities, founders, and ultra-high-net-worth individuals across entertainment, nonprofits, luxury fashion, and tech. In this episode of The Leader Assistant Podcast, Kirsten talks about the world of celebrity and UHNW assistance, how to …

1
The Short Sellers 22:59

1M ago22:59

22:59

Michael Lewis speaks with Greg Lippmann, formerly a bond trader at Deutsche Bank, made famous when he was portrayed by Ryan Gosling in the movie version of The Big Short. And Lewis catches up with Steve Eisman, the Wall Street investor who was played by actor Steve Carell. When did they each start to suspect the subprime mortgage market was rotten,…

1
#346: Molly Medvecky on the Enneagram for Executive Assistants 34:39

1M ago34:39

34:39

Molly Medvecky is a longtime administrative professional with experience supporting c-suite executives. She’s also a former Chief of Staff and MBA graduate, and currently a certified Enneagram Coach. In this episode of The Leader Assistant Podcast, Molly talks about what inspired her to create an Enneagram program for assistants, what the Enneagram…

1
Michael Lewis Interviews His Producer 25:42

1M ago25:42

25:42

Against the Rules producer Lidia Jean Kott is the host of a new podcast series called The Chinatown Sting. It’s about a group of unlikely suspects at the center of a massive drug bust that took place in 1980s New York. Recently Michael spoke with LJ about her series at a coffee shop in Brooklyn called Land to Sea. You can listen to all six episodes…

1
Adam McKay is Still Angry About 2008 36:43

1M ago36:43

36:43

When Adam McKay decided to make a movie based on The Big Short, he was mainly known for his comedies. But he managed to get a bevy of star actors — among them Ryan Gosling, Brad Pitt, Steve Carell and Margot Robbie — to sign on and bring the intensity and arcane financial jargon of Wall Street to life. Michael Lewis sits down with McKay a decade af…

1
#345: Annie Croner on How to Move Forward After a Big Mistake 13:55

2M ago13:55

13:55

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she talks about how to move forward after a big mistake. Show Notes -> leadera…

1
Say Amen, Somebody (w/ Erin Keif) 1:49:28

2M ago1:49:28

1:49:28

Erin Kief (Hey Riddle Riddle) joins Kevin and Caroline to discuss the 1982 documentary film about Gospel music, Say Amen, Somebody! Get weekly episodes at patreon.com/goodchristianfun Every month, we match iTunes reviews with donations to charity. Advertise on Good Christian Fun via Gumball.fm See Privacy Policy at https://art19.com/privacy and Cal…

1
The Big Short is Big Back 3:55

2M ago3:55

3:55

Back in 2008, Michael Lewis started paying attention to Wall Street again, as banks and investment funds started to announce massive losses. Fifteen years ago, he published The Big Short, about a group of traders and investors who bet against a market that refused to see what was coming. Now it’s time to revisit both the book and the Oscar-winning …

1
#344: Jess Lindgren on Gifting in the Office 17:36

2M ago17:36

17:36

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess talks about gifting in the office. Show Notes -> leaderassistant.com/344 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is built to make life easier for b…

1
#343: Leah Warwick and Maggie Olson on the State of the Administrative Profession 47:47

2M ago47:47

47:47

Leah Warwick is the senior content manager for the American Society of Administrative Professionals (ASAP). Maggie Olson is the Founder of Nova Chief of Staff, the premier destination for Chief of Staff education and development. In this episode of The Leader Assistant Podcast, I talk with Leah and Maggie about the state of the administrative profe…

1
How Business Can Be a Catalyst for Global Change with Erik Olson, CEO of Dignity Made 59:58

2M ago59:58

59:58

Ethical Entrepreneurship and Rural Roots Jeremy interviews Erik Olson, CEO of Dignity Made, about his upbringing in rural Minnesota in a Scandinavian Lutheran household. Erik shares his experiences growing up in the church, his family traditions, and favorite memories, including road trips across the United States. He discusses how his upbringing i…

1
#342: Laurie Woolever - Food Writer and Former Assistant to Anthony Bourdain and Mario Batali 37:32

2M ago37:32

37:32

Laurie Woolever is a writer, editor, public speaker, and former cook. For nearly a decade, she worked as the lieutenant to the late author, TV host and producer Anthony Bourdain. Laurie has written for the New York Times, Vogue, GQ, Food & Wine, Lucky Peach, Saveur, Bloomberg, Dissent, Roads & Kingdoms, and others. In this episode of The Leader Ass…

1
#341: The Power of Boring Magic with Annie Croner 14:06

2M ago14:06

14:06

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she talks about the power of boring magic. Show Notes -> leaderassistant.com/3…

1
#340: Start Planning Your Holiday Party NOW with Jess Lindgren 36:41

3M ago36:41

36:41

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess talks about planning a company holiday party well in advance. Show Notes -> leaderassistant.com/340 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is buil…

1
Remembering James Dobson + God Gave Rock and Roll To You (w/ Dr. Leah Payne) 1:24:12

3M ago1:24:12

1:24:12

Dr. Leah Payne joins Kevin and Caroline to remember James Dobson and talk all about the Petra song God Gave Rock and Roll To You! Get weekly episodes at patreon.com/goodchristianfun Every month, we match iTunes reviews with donations to charity. Advertise on Good Christian Fun via Gumball.fm See Privacy Policy at https://art19.com/privacy and Calif…

1
#339: Cortney Hickey - Executive Business Partner to the CEO of Zapier 37:08

3M ago37:08

37:08

Cortney Hickey is the Executive Business Partner to Wade Foster, the CEO and co-founder of Zapier. In this episode of The Leader Assistant Podcast, Cortney talks about remotely supporting a CEO who lives across the country, the definition of a strategic partner, and how to scale your impact as an executive assistant by using automation and AI. Show…

1
#338: Tactics for Managing Your Executive's Email Inbox 13:25

3M ago13:25

13:25

In this episode, you'll hear an AI-generated conversation based on my blog post all about tactics for managing your executive's email inbox. I hope you enjoy listening to some fascinating AI technology in action, and of course, it's nice to get a break from my voice every once in a while. :-) Show notes -> leaderassistant.com/338 -- In-person meeti…

1
#337: What's Next? A Pivot to Quality and Creativity 13:17

3M ago13:17

13:17

In this episode, you'll hear an AI-generated conversation based on an issue of my Academy Newsletter where I discuss some recent pivots I've made in my business, as well as a sneak peek at upcoming projects. To read the full issue, and other issues of the Academy Newsletter, enroll in The Leader Assistant Academy. I hope you enjoy listening to some…

1
#336: Annie Croner on How to Deal with a Terrible Executive 21:04

4M ago21:04

21:04

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she talks about how to deal with a terrible executive. Show Notes -> leaderass…

1
GCF+ ANNOUNCEMENT and The Hunt: Squeen Time (w/ Jeremy Olson) 1:40:05

4M ago1:40:05

1:40:05

Jeremy Olson joins Kevin and Caroline for a VERY special announcement and to play a game of The Hunt for the Worst Christian Song of All Time: Squeen Time Edition. Follow Jeremy @jeremypolson or on his podcast, This Song Reminds Me. To WATCH full video episodes of GCF, go to patreon.com/goodchristianfun and subscribe to GCF+! See Privacy Policy at …

1
#335: Celebrating Birthdays at Work with Jess Lindgren 28:31

4M ago28:31

28:31

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess talks about celebrating birthdays at work. Show Notes -> leaderassistant.com/335 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is built to make life easi…

1
#334: Linda Ugelow on Getting Over Your Fear of Public Speaking 37:31

4M ago37:31

37:31

Linda Ugelow is a speaking confidence and vocal coach and author of the book, Delight in the Limelight. In this episode of The Leader Assistant Podcast, Linda shares tips on how to get over your fear of public speaking, handling mistakes with poise, overcoming imposter syndrome, and healing – rather than quieting – the inner critical voice. Show No…

1
#333: Sarah Fulton on Hotel Venue Sourcing for Assistants 39:19

4M ago39:19

39:19

Sarah Fulton manages hotel sourcing worldwide, facilitates hotel communications, coordinates site tours, and negotiates contracts to maximize value and secure favorable terms for assistants and their teams. In this episode of The Leader Assistant Podcast, Sarah shares tips on marketing yourself on LinkedIn, sourcing hotel venues, negotiating contra…

1
#332: Are You Overcomplexifying? (with Annie Croner) 11:22

5M ago11:22

11:22

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she talks about overcomplexifying. Show Notes -> leaderassistant.com/332 -- In…

1
#331: Owning Up to Mistakes with Jess Lindgren from Ask an Assistant 16:04

5M ago16:04

16:04

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess talks about owning up to mistakes. Show Notes -> leaderassistant.com/331 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is built to make life easier for b…

1
GCF Lock-In: This is the End (2013) 1:37:36

5M ago1:37:36

1:37:36

Kevin, Jeremy, and Alyssa talk catch-up before a review of the 2013 film, This is the End. Follow Kevin everywhere @kevintporter Follow Jeremy @jeremypolson or on his podcast, This Song Reminds Me. Follow Alyssa @Alyssa_Sabo on Instagram or @AlyssaSabo on TikTok. Get weekly episodes at patreon.com/goodchristianfun Every month, we match iTunes revie…

1
#330: Aliina Rowe on Managing Constant Change as an Assistant 37:57

5M ago37:57

37:57

Aliina Rowe is an experienced Executive Assistant and certified Change Management Practitioner. In this episode of The Leader Assistant Podcast, Aliina shares her career journey and talks about managing constant change as an assistant. Show Notes -> leaderassistant.com/330 -- In-person meeting planning can be a lot to manage. That’s where TROOP Pla…

1
#329: Mike Todasco on Leveraging AI as an Executive Assistant 38:21

5M ago38:21

38:21

Mike Todasco is a former Senior Director of Innovation at PayPal and current Visiting Fellow at San Diego State University. In this episode of The Leader Assistant Podcast, Mike talks about the AI landscape, how executive assistants can leverage AI to enhance their role, boost efficiency, and future-proof their careers. Show Notes -> leaderassistan…

1
#328: Elle Tyra - Executive Assistant to the President of ABC News 28:21

5M ago28:21

28:21

Elle Tyra is an Executive Operations Specialist currently serving as Executive Assistant to the President of ABC News. In this episode of The Leader Assistant Podcast, Elle talks about the rise of executive operations, how it changed her career, and how it enables her to better function as a leader within her role. Show Notes -> leaderassistant.com…

1
#327: Annie Croner on How to Stop Taking Things Personally 17:01

6M ago17:01

17:01

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she talks about how to stop taking things personally. Show Notes -> leaderassi…

1
GCF Lock-In: Enneagrams and Astrology 1:41:22

6M ago1:41:22

1:41:22

Kevin, Jeremy, and Alyssa dive into their Enneagram test results. Then Alyssa takes things to the next level with a deep astrological reading for the whole crew. Follow Kevin everywhere @kevintporter Follow Jeremy @jeremypolson or on his podcast, This Song Reminds Me. Follow Alyssa @Alyssa_Sabo on Instagram or @AlyssaSabo on TikTok. Get weekly epis…

1
Courtney Johnson Founder & CEO of Culinary Care on Serving Hope with Every Meal: Nourishing Cancer Patients Through Culinary Care 1:04:58

6M ago1:04:58

1:04:58

What if a single meal could nourish more than just a body—but also a soul? In this powerful episode of the ChangeMakers Podcast, host Andrew Bartolotta sits down with Courtney Johnson, the heart and visionary behind Culinary Care, a nonprofit delivering restaurant-prepared meals and emotional support to cancer patients and their families. Courtney’…

1
#326: Jess Lindgren on 1:1 Frequency and Format 35:07

6M ago35:07

35:07

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess answers a question about one on one meeting frequency and format. Show Notes -> leaderassistant.com/326 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is …

1
#325: Whitney Faires on the Evolving Dynamics between Chiefs of Staff and Executive Assistants 29:09

6M ago29:09

29:09

Whitney Faires is a former Chief of Staff to the CFO of a Fortune 500 company, and has over 20 years of corporate experience. In this episode of The Leader Assistant Podcast, Whitney talks about her experience as a CoS, the evolving dynamics between Chiefs of Staff and Executive Assistants, and the core competencies required for exceptional executi…

1
#324: Natalia Fedotkina on Managing Stress as an Assistant 26:21

6M ago26:21

26:21

Natalia Fedotkina is a longtime executive assistant who is passionate about helping other assistants manage stress and embrace learning and development. In this episode of The Leader Assistant Podcast, Natalia shares her story of becoming an assistant, tips for managing stress, and her favorite (and least favorite) part of being an assistant. Show …

1
#323: Work Hacks for Busy Executive Assistants with Annie Croner 14:48

7M ago14:48

14:48

Annie Croner is the founder and CEO of Whole Assistant, an online platform & community, formed to provide a positive place where assistants can go to transform their lives and level up their careers. In this spotlight episode of Annie's show, The Whole Assistant Podcast, she shares work hacks for busy executive assistants. Show Notes -> leaderassis…

1
Shelby Mounts on Building a Career After the Military—and Helping Others Do the Same with NextOp Veterans 56:37

7M ago56:37

56:37

Host Jeremy C. Park talks with Shelby Mounts, who reflects on his 25 years of service with the US Navy and highlights the leadership lessons learned and his journey to becoming Executive Director of NextOp Veterans, a nonprofit organization focused on connecting veterans and military members to career opportunities. NextOp recruits, develops, and p…

1
#322: Ask an Assistant Spotlight - Weird Requests 26:44

7M ago26:44

26:44

Jess Lindgren is a longtime C-Suite assistant, and host of the Ask an Assistant podcast. In this Ask an Assistant spotlight episode, Jess answers a question about weird requests. Show Notes -> leaderassistant.com/322 -- In-person meeting planning can be a lot to manage. That’s where TROOP Planner comes in. TROOP Planner is built to make life easier…

1
GCF Lock-In: Bedazzled 1:32:56

7M ago1:32:56

1:32:56

Kevin, Jeremy, and Alyssa catch up before a review of the 2000 film Bedazzled. Follow Kevin everywhere @kevintporter Follow Jeremy @jeremypolson or on his podcast, This Song Reminds Me. Follow Alyssa @Alyssa_Sabo on Instagram or @AlyssaSabo on TikTok. Get weekly episodes at patreon.com/goodchristianfun Every month we match iTunes reviews with donat…

1
#321: Matt Oden on the Future of Executive Operations 40:56

7M ago40:56

40:56

Matt Oden is the CEO of Execify.ai, the first AI-powered executive operations platform. With over 20 years of experience driving technology adoption, Matt is dedicated to solving the unique challenges faced by executive support teams. In this episode, Matt talks about his experience working with executive assistants, improving the productivity of e…