WTF Is Up?

Omar Garriott + Jeremy Schifeling
  • 4.8 (12)
  • CAREERS
  • UPDATED WEEKLY

Two entrepreneurs, former tech execs, and bestselling authors here help you understand...WTF is going on. So you can be a smarter friend, colleague, and partner. Each episode, we give you the quick hits on an important but slightly-under-the-radar topic. And not just tell you WTF is going on, but tell you WTF you can actually DO about it. Unlike most every other podcast. News + views you can use! Email us: WTFIsUpShow@gmail.com.

  1. MAY 12

    For-Profit or For-Impact?

    For-profit, not-for-profit, for-impact...What's the difference anymore? We talk with former edtech exec and founder Matt Haldeman about building a cross-sector career, entrepreneurship pro tips, and whether non-profit products can be monetized. Summary: In this episode, Matt shares insights on leveraging capital in the non-profit space, managing career pivots, and blending mission with financial sustainability — valuable lessons for aspiring changemakers. Takeaways: An impact-driven career is possible across sectorsEntrepreneurs must navigate various legal structures (non-profit, B-Corps, public benefit corporations, etc.), but these traditional lines are blurringEarly-stage founders must first focus on solving one person for one problem Chapters: 01:03 - A black-and-white view of impact 02:24 - From the classroom to corporate leadership 05:02 - Inflection points and defining impact 07:56 - Lessons from a successful entrepreneur's sector pivot 09:27 - Advice for young professionals: planning versus adaptability 11:55 - The importance of testing careers early 13:10 - An impact investing thesis 16:36 - The role of capital in scaling non-profit products and innovations 20:12 - Differences and similarities between non-profits and for-profit entities 22:45 - The future of blended models: Non-profit, B-Corps, and C-Corps 27:00 - Start small, solve for one, iterate 29:10 - Examples of innovative for-impact products

    33 min

  2. MAY 2

    WTF is up with recruiting?

    A behind-the-scenes look at the state of corporate recruiting and the hiring outlook for new grads and old grads alike! Summary: In this episode of "WTF is Up," Jeremy and Omar chat with William Chichester, a seasoned talent acquisition leader with 20 years of experience across industries from Target to Peloton. William shares insider insights on university recruiting, market trends, and practical strategies for job seekers navigating today’s competitive landscape. Takeaways: AI is disrupting entry-level hiring, but we must separate reality from mythEconomic fluctuations drive hiring. Everything is cyclicalNetworking as career cheat code: Practical tips for career starters to build relationships and stand outSoft skills drive success Chapters: 00:00 - Introduction to William Chichester: A career in talent acquisition 02:07 - Highlights of William’s diverse recruiting career including Target and Peloton 04:29 - The importance of attitude and mindset in career progression 06:43 - How university recruitment has evolved and the significance of core schools 09:03 - Impact of macroeconomic factors versus AI on hiring practices 11:13 - Similarities between today’s market and the 2008 financial crisis 12:26 - The relevance of college degrees in the current hiring landscape 14:28 - The "Silver Tsunami" and demand for blue-collar skills in the future 16:42 - Practical advice for students: leveraging university career services and networking 18:01 - Building a personal brand and relationship currency for job hunting 20:35 - Strategies for introverts to network effectively on LinkedIn 22:13 - Developing durable professional skills like resilience and empathy 25:12 - The critical role of empathy in talent acquisition and working relationships 28:48 - How to succeed in a tight job market with limited opportunities 30:52 - William’s personal story of overcoming barriers through networking and grit 34:47 - The importance of authentic relationship building over reliance on ATS 37:02 - Counterintuitive advice and “career cheat codes” for current students 38:57 - Using AI to craft personalized outreach and elevator pitches 42:22 - William’s final thoughts on resilience, patience, and taking control of your career 44:10 - Connecting with William for further insights Resources & Links: ⁠⁠LinkedIn - William Chichester⁠⁠⁠⁠Podcast: Bald, Bold, & Hired⁠⁠⁠⁠Book: "Linked"⁠⁠⁠⁠University of Virginia Career Services⁠

    45 min

  3. MAR 27

    Unbreakable: AI-proofing your career

    The cheat code for how professionals—and job seekers—can find success in an AI-driven world. (Spoiler: It’s all goes back to humans.) Summary Takeaways AI is changing job roles, especially entry-level and technical positions.There are four key skills you need amidst these changes.Leveling up your skills involves mastering human connection, AI integration, and building support networks.Show, don't just tell, your skills through proactive actions and storytelling.Referrals have become even more valuable in an AI-saturated application process.Diversify your income streams and career pursuits to build resilience. Chapters 00:00 Introduction to Unbreakable: AI and Career Resilience 02:45 The Four Human and AI Skills for Success 05:37 Becoming an Indispensable Team Member 07:39 Job Search Strategies in the Age of AI 10:00 The Importance of Referrals and Trust 12:38 Connecting with Recruiters and Hiring Managers 15:23 Diversifying Your Career Options

    20 min

  4. MAR 16

    How to Hack Work

    Let’s hack work! Tips for getting ahead in a job (and getting the job in the first place), getting noticed, and getting in good with the people that matter most. About this episode: Summary In this episode, Omar and Jeremy discuss work hacks that can help individuals navigate their careers more effectively. They emphasize the importance of working smarter rather than harder, building relationships, and understanding what truly matters in the workplace. The conversation covers practical tips for networking, engaging with colleagues, and preparing for interviews, all while highlighting the significance of empathy and human connection in professional settings. Takeaways Work smarter not (necessarily) harder.Focus on what matters to your boss to prioritize tasks.Building relationships through lunch invites can expand your network.In-demand skills include communication and a proactive attitude.Show your hunger and initiative by sharing work in progress.Always aim to add value and solve problems independently.Engagement in meetings is crucial; always contribute something.Empathy is key in understanding your boss's challenges.Use specific examples in interviews to demonstrate your capabilities.Finding meaning in work enhances job satisfaction and performance. Chapters 02:31 Working Smarter, Not Harder 06:51 The Middle School Lunch Effect 10:14 In-Demand Skills and Attitude 11:56 Demonstrating Hunger and Initiative 15:35 Building a Positive Reputation 18:36 Engagement and Contribution 26:25 Empathy in the Workplace 28:38 Interviewing Faux Pas 36:52 Finding Meaning in Work

    31 min

  5. 12/23/2025

    WTF is up with 2025--and 2026?

    From AI bubbles and slop to economic and job market roller coasters, WTF did we all just live through in 2025? And what's in store for 2026? About this episode: Summary In this episode, Jeremy and Omar reflect on the significant events of 2025, discussing economic trends, the impact of AI, the rise of entrepreneurship, and the challenges faced by tech giants. They also explore cultural shifts and make predictions for 2026, emphasizing the importance of human involvement in the evolving landscape. Takeaways 2025 was marked by economic uncertainty and job market challenges.AI's progress has plateaued, raising concerns about its future utility.Entrepreneurship is on the rise, especially among Gen Z.Tech giants faced minimal consequences in antitrust trials.Cultural and political shifts are influencing public sentiment.Predictions for 2026 include ​peak AI, potential downturns in the job market​, and a temporary preservation of human roles.​Affordability​ will be a central political message​, and the common touch will be political gold.​Final predictions: The ​2026 World Cup​! Chapters 2025 Year in Review: Highlights and Reflections 05:34 The Economy: Trends and Predictions 11:18 AI: Progress, Challenges, and Future Outlook 17:26 Entrepreneurship: The Rise of the Side Hustle 21:11 Cultural and Political Shifts: A Year of Change 21:38 Navigating Political Discontent 23:41 The Future of AI: Predictions and Impacts 36:26 Job Market Outlook for 2026 39:41 Cultural Shifts and the 2026 World Cup

    43 min

  6. 12/01/2025

    WTF is up with business school? (with Kay Dawson)

    Is the MBA still the golden ticket for the best jobs? How is the employment landscape changing (and how is AI changing that landscape)? How can MBAs--and business schools themselves--stay relevant? Special guest Kay Dawson, career expert and Assistant Dean at the University of Washington's Foster School of Business, weighs in! About this episode: Summary In this episode of WTF is Up?, hosts Jeremy Schifeling and Omar Garriott are joined by Kay Dawson, Assistant Dean of Careers at the University of Washington Foster School of Business. They discuss the current state of MBA programs, the impact of COVID-19 on business education, and the evolving value of an MBA in today's job market. Kay shares insights on the challenges faced by business schools, the importance of networking, and offers advice for prospective students considering an MBA. The conversation also touches on the future of work, the role of AI, and the skills that will be in demand for MBA graduates. Takeaways Business schools are at an inflection point due to changing market demands.COVID-19 fundamentally altered the recruiting model for MBA programs.The traditional MBA job is becoming less defined and more fluid.AI skills are now among the top requirements for MBA graduates.Networking and real-world connections are crucial for career success.Prospective students should talk to current students for honest insights.The value of an MBA is not guaranteed; it requires active engagement and effort.Career management teams are there to help, but students must reach out.The experience of business school can be as valuable as the education itself.Lifelong learning and adaptability are essential in the evolving job market.Chapters 00:00 Introducing Kay Dawson 02:14 The Current State of MBA Programs 04:51 Impact of COVID-19 on Business Schools 07:40 Changing Perceptions of MBA Value 10:13 The Role of Testing and Admissions 12:54 Skills in Demand for Future MBAs 15:19 Critique of Traditional Teaching Methods 17:55 The Case Method and Its Relevance 19:14 Navigating Career Education in Business Schools 21:21 The Impact of AI on Learning and Assessment 23:21 The Future of Business School Rankings 25:14 The MBA Experience: More Than Just Academics 27:06 Advice for Prospective MBA Students 29:52 Lifelong Learning and Career Relevance 31:38 The Evolving Landscape of MBA Jobs 35:14 Resetting Expectations for MBA Graduates

    41 min

  7. 11/09/2025

    WTF is up with America's sports obsession?

    Sports in America: opiate of the masses? Or an increasingly rare and precious multi-cultural institution? What our rabid fandom, passionate participation, and dollars invested (wasted?) say about us. About this episode: Summary In this episode, Omar and Jeremy delve into the ​deep and intricate relationship between ​the cultures of sports and America itself. They explore the exponential growth of sports as a business, the ​cross-generational persistence of fandom, and the social connections fostered through sports. The​y discuss the rising ubiquity of sports betting, the challenges of youth sports, and ​how sports reflect o​ur societal values​. Ultimately they emphasize the importance of ​balancing our engagement level in sports--especially ​as paren​ts​--to ensure that ​they serve as a means of connection rather than mere distraction. Takeaways Sports culture​--our last remaining bastion of apolitical connectedness--​says a lot about America.​Sports are a towering economic force, with significant valuations​ of leagues and individual franchises innovating with new business models to further boost profitability.Fandom is increasing across ​subgroups, including Gen Z and women.The rise of sports betting has captured the attention, and wallets, of an entire generation of men.Youth sports have become a multi-billion dollar industry, impacting families.Sports can be a distraction but also a means of connection.Parenting in the context of sports requires balance and intentionality.Understanding sports culture is essential for raising well-rounded children.Sports can bridge divides in a polarized society, serving as common ground. Chapters 00:00 The Rise of Sports Culture in America 08:46 The Business of Sports: Money and Marketing 17:32 Youth Sports: Opportunities and Challenges 27:01 Sports as a Reflection of Society 35:46 Finding Balance: Sports, Parenting, and Connection

    37 min

  8. 10/30/2025

    WTF is up with tech?

    Are we in a new tech bubble? Are AI companies actually all about circularity instead of singularity? Two tech veterans explore the sector's new realities: Profits vs. purpose, outsize cultural and political influence, jobless growth, the great hesitation--and what you can actually do about all of it if you want to work in tech...or keep your job in tech! About this episode: Summary In this episode, Jeremy and Omar explore the current landscape of the tech industry, focusing on the impact of AI, the evolution of tech careers, and the importance of human skills in navigating the job market. They discuss the cultural influence of tech, the challenges faced by job seekers, and strategies for future-proofing careers in an AI-driven world. The conversation emphasizes the need for interpersonal skills and networking as essential components for success in the tech industry. Takeaways AI is significantly influencing the tech industry and job market.The tech job market is experiencing a 'great hesitation' with fewer job switches.Human skills are becoming more valuable than technical skills in tech careers.Networking and building relationships are crucial for career advancement.AI-generated content is reshaping cultural perceptions and creativity.Entrepreneurship is a viable path for developing human skills.Companies are prioritizing sales roles over engineering roles due to AI.The importance of showcasing interpersonal skills in job applications.Tech companies are increasingly influencing culture and politics.Future-proofing careers requires adaptability and a focus on human interaction. Chapters 00:00 The Tech Industry: A Shared Journey 02:03 The Current Landscape of AI 04:47 Cultural Influence of Tech 07:34 Job Market Dynamics in Tech 10:14 AI: Bubble or Boom? 12:51 The Future of AI and Employment 15:32 Tech's Role in Shaping Culture 20:43 The Emotional Impact of AI Art 24:52 Cultural Backlash Against AI 27:59 The New Era of Entrepreneurship 30:59 Navigating Careers in Tech 43:26 The Human Algorithm in a Tech-Driven World

    44 min
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4.8
out of 5
12 Ratings

About

Two entrepreneurs, former tech execs, and bestselling authors here help you understand...WTF is going on. So you can be a smarter friend, colleague, and partner. Each episode, we give you the quick hits on an important but slightly-under-the-radar topic. And not just tell you WTF is going on, but tell you WTF you can actually DO about it. Unlike most every other podcast. News + views you can use! Email us: WTFIsUpShow@gmail.com.

Information

  • Creator
    Omar Garriott + Jeremy Schifeling
  • Years Active
    2025 - 2026
  • Episodes
    15
  • Rating
    Clean
  • Copyright
    © 2025 Omar Garriott + Jeremy Schifeling
  • Show Website
    WTF Is Up?

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