OhHello with Jeremy Bloom

Jeremy Bloom
  • 5.0 (11)
  • Careers
  • Updated Semiweekly

OhHello with Jeremy Bloom is a no-BS career mentorship and leadership podcast for people who want to get better at what they do — and enjoy the process. Hosted by Jeremy Bloom, founder of OhHello.ai and co-founder of Marketecture Media, the show features unfiltered conversations with executives, founders, and creatives who have learned to navigate change, uncertainty, and reinvention in their careers. Each episode offers a look into the real stories behind the titles — how leaders overcome burnout, how they stay human while managing growth, and how vulnerability and curiosity shape modern leadership. Whether you’re leading a team, scaling a startup, or figuring out your next move, OhHello gives you actionable insights from people who’ve been there. No fluff. No jargon. Just human connection, better questions, and stories that remind us how mentorship — and honest conversation — can change everything. Why listen + watch: Learn from today’s most empathetic and high-impact leaders. Discover practical frameworks for growth, decision-making, and resilience. Hear what modern mentorship looks like in a world of AI, remote work, and constant change.

  1. 6d ago

    OhHello Ep. 102: The Journey of an Accidental Entrepreneur with Andrew Yeung

    In this conversation, Andrew Yeung shares his journey from moving to New York during the pandemic to founding Fibe, a tech events business. He discusses the importance of community, mentorship, and the concept of the 'third door' in accessing opportunities. Andrew emphasizes the value of building supportive environments and encourages aspiring entrepreneurs to take action on their ideas. Takeaways Andrew moved to New York during the pandemic to start a new life. He founded Fibe, a tech events business, to connect people. Community building was essential during the isolation of COVID-19. Andrew emphasizes the importance of kindness in networking. The 'third door' concept highlights alternative paths to success. Mentorship has played a crucial role in Andrew's journey. Creating a supportive work environment fosters alignment and growth. Taking small actions can lead to significant opportunities. It's important to embrace uncertainty in entrepreneurship. Now is a great time to start experimenting with ideas. Chapters00:00 Introduction to Andrew Yeung02:44 The Birth of Fibe and Early Challenges05:34 Building Community and Connection08:38 The Concept of the Third Door11:46 The Role of Mentorship in Growth14:33 Creating a Supportive Work Environment17:28 Encouragement for Aspiring Entrepreneurs20:32 Reflections on Career Choices23:17 Final Thoughts and Advice

  2. Jul 28

    OhHello Ep. 134: Adam Kleinberg on AI, Tai Chi, and Building Better Business Leaders

    Jeremy Bloom speaks with Adam Kleinberg, CEO and Founder of Traction, about AI, leadership, Tai Chi principles, agency transformation, and why listening, adaptability, and continuous learning are essential for business success. Takeaways AI rewards leaders who embrace change and continuous learning. Listening is a competitive advantage in leadership and marketing. Companies should adapt before disruption forces them to change. Strong mentorship is built on action, accountability, and growth. Business success comes from combining technology with human insight. Chapters 00:00 Introduction 01:48 Meet Adam Kleinberg and Traction 03:33 Leadership lessons from Tai Chi 05:54 Reinventing the agency model with AI 08:52 Why companies must embrace AI 12:53 Building competitive advantage beyond AI tools 14:17 Mentorship and developing future leaders 18:15 Learning through failure and vulnerability 22:12 Final advice on embracing change

  3. Jul 21

    OhHello Ep. 133: Andrew Swinand on Leadership, AI, and Building Billion-Dollar Businesses

    Andrew Swinand, CEO of ITG and Storyteq, joins Jeremy Bloom to share lessons from leading global agencies, building nine startups with seven exits, and why AI should enhance creativity, not replace it. Learn how servant leadership, curiosity, and communication shape lasting success. Takeaways Why servant leadership creates stronger, more resilient teams. How AI should improve efficiency instead of replacing creativity. The leadership traits Andrew looks for in future executives. Why curiosity, kindness, and ambition drive long-term success. Practical advice for young professionals navigating their careers. Chapters 00:00 Andrew Swinand's Career Journey 05:22 Leadership Lessons from the Army and Business 10:01 What Executive Leadership Really Looks Like 14:12 Building Trust and Strong Company Culture 16:10 The Qualities of Future Leaders 19:13 Career Advice for Young Professionals 21:27 What Most Companies Get Wrong About AI 25:56 Why AI Will Spark a Creative Renaissance 28:08 The Future of Advertising and Marketing 31:18 Rapid-Fire Leadership and Career Advice

  4. Jul 14

    OhHello Ep. 132: AI, Mentorship & Career Growth with Marni Gordon, Rose Steinberg, and Marc Goldberg

    In Part 3 of this special mentor roundtable episode of OhHello.ai, Jeremy Bloom sits down with Marni Gordon, Career & Executive Coach and Founder of Midlife Marketers; Rose Steinberg, Founder and CEO of People Obsessed; and Marc Goldberg, Founder of Stages Collective. The panel explores why mentorship remains essential in the age of AI, how professionals can combine artificial intelligence with human guidance, and why networking, accountability, and authentic relationships continue to drive career success. They also discuss the future of work, leadership development, and how organizations can better support employee growth through coaching, learning, and mentorship. Takeaways AI is a powerful tool, but human mentorship provides judgment, empathy, and accountability. Building strong professional relationships creates opportunities that technology alone cannot. Networking should be an ongoing habit, not something you only do when you need help. Mentorship helps professionals gain new perspectives instead of making decisions for them. Organizations should make mentorship part of their culture, not just a formal program. Career success starts with mastering the fundamentals before relying on AI tools. Personal branding and meaningful relationships often outlast job titles. Great leaders empower employees by teaching both the "how" and the "why." Chapters 00:00 Introduction & Mentorship in the Age of AI 02:38 Why AI Can't Replace Human Mentors 04:12 Accountability, Coaching & Human Connection 05:04 AI, Judgment & Career Decision-Making 07:48 Why So Many Professionals Feel Isolated 10:00 The Future of Mentorship at Work 12:30 Common Job Search Mistakes Professionals Make 13:02 How Organizations Can Better Develop Talent 16:48 Career Advice for the Next Generation 20:02 Closing Thoughts

  5. Jul 7

    OhHello Ep. 131: Career Growth, Leadership & Networking Insights with Rose, Marnie and Marc

    In Part 2 of this special mentor roundtable episode of OhHello.ai, Jeremy Bloom sits down with Marni Gordon, Career & Executive Coach and Founder of Midlife Marketers; Rose Steinberg, Founder and CEO of People Obsessed; and Marc Goldberg, Founder of Stages Collective. The panel shares practical advice on navigating modern career paths, overcoming information overload, building strong professional networks, balancing side projects with full-time roles, and developing leadership skills that stand the test of time. They also reflect on the career decisions they would make differently and reveal the leadership lessons they learned through experience. Takeaways - Side hustles are increasingly accepted, but transparency and performance remain critical. - Career growth is rarely a straight line, and patience often leads to better long-term outcomes. - Information overload is one of the biggest challenges facing younger professionals today. - Strong networks and mentorship can help navigate career transitions and setbacks. - Titles and promotions matter less than building meaningful experience and skills. - Great leaders focus on communication, trust, coaching, and empowering their teams. - Investing in middle performers can create stronger organizations than focusing solely on struggling employees. - Leadership in hybrid environments requires new approaches to visibility, accountability, and engagement. Chapters 00:00 Introduction & Side Hustles in Today's Workplace 02:42 Modern Career Challenges for Younger Professionals 04:26 Information Overload and Non-Linear Career Paths 06:03 Why Job Hopping Isn't Always the Answer 07:35 Advice for Your Younger Self 09:18 Thinking Long-Term Instead of Chasing Titles 11:57 The Importance of Industry News and Trends 13:58 Career Pressures That Don't Matter as Much as You Think 15:42 Leadership Lessons Learned the Hard Way 16:02 Managing Large Teams and Performance Effectively 17:52 Coaching vs. Micromanaging 18:27 What First-Time Managers Underestimate 19:00 The Emotional Side of Leadership 20:18 How Leadership Evolves Over Time 21:21 Why Leaders Don't Need All the Answers 21:57 Leading Teams in a Hybrid and Remote World 22:32 Closing Thoughts & Preview of Part Two

  6. Jun 30

    OhHello Ep. 130: Executive Presence, Personal Branding & AI Career Tips with Chris Harihar

    Chris Harihar, Executive Vice President at Mod Op, joins Jeremy Bloom to discuss executive presence, personal branding, AI in PR, mentorship, and career growth. Learn why building a strong reputation, embracing AI, and advocating for yourself are essential for long-term success. Takeaways Build a personal brand based on what you stand for, not just where you post. Career growth requires speaking up and advocating for yourself. AI should improve both speed and quality, not replace critical thinking. Great leaders support mentorship beyond their own organizations. Taking risks and learning from failure leads to long-term success. Chapters 00:00 Introduction and Chris Harihar's Career Journey 03:00 Building a Career Through Diverse Experiences 05:10 The Biggest Career Mistake Professionals Make 09:40 What Executive Presence Really Means 14:55 Personal Branding and the Creator Economy 20:15 Using AI to Become Better, Not Just Faster 24:20 Why Mentorship Extends Beyond Your Manager 28:10 Career Advice, Failure, and Long-Term Success

  7. Jun 23

    OhHello Ep. 99: Jesse Pujji on Burnout, Breakthroughs, Betting on Growth and Letting Go of the CEO Title

    🎙️ In this episode of The OhHello Pod, Jeremy Bloom, founder of OhHello.ai, sits down with Jesse Pujji, founder of Gateway X and GrowthAssistant and a longtime voice in growth marketing, to talk about the wins, the setbacks, and the personal shifts that shaped his path as a founder. What follows is a grounded conversation about knowing when to pivot, how to lead with clarity, and what it really means to grow personally and professionally. 🔑 Topics Covered: • The deal that collapsed and triggered a months-long personal reset • Building and walking away from multiple ventures at Gateway X • GrowthAssistant’s unexpected rise and what’s next with AI • Why Jesse stepped out of the CEO role and how he learned to listen to his energy • Translating marketing speak into private equity language • Letting go of guilt, trusting the process and redefining ambition • Why mentorship, feedback, and spiritual perspective matter more than ever 🎙️ Plus: Jesse shares how rejection from one investor turned into deeper alignment, why Kahani didn’t work out, and how fatherhood continues to shape his lens on success. 🔥 If you're building, evolving, or questioning your next chapter, this one's worth a listen. 🔗 Learn more at OhHello.ai #Entrepreneurship #Startups #JessePujji #GrowthAssistant #GatewayX #FounderJourney #Leadership #VentureStudio #SelfAwareness #OhHelloPod #Mentorship #PivotPoints #BusinessPodcast

  8. Jun 16

    OhHello Ep.129: The Career Advice Nobody Follows: Networking, Reinvention & Building Your Career

    In Part 1 of this special mentor roundtable episode of OhHello.ai, Jeremy Bloom sits down with Marni Gordon, Career & Executive Coach and Founder of Midlife Marketers; Rose Steinberg, Founder and CEO of People Obsessed; and Marc Goldberg, Founder of Stages Collective. Together, they discuss the career advice people struggle to follow, why networking remains one of the most valuable professional assets, the importance of authentic relationships, and how careers have evolved from linear paths into dynamic journeys. From building meaningful connections and navigating career transitions to creating opportunities through trust and reputation, this conversation is packed with practical insights for professionals at every stage of their careers. Tune in for Part 1 of this candid discussion on mentorship, networking, and long-term career success. Takeaway Relationships create more career opportunities than resumes alone. Build your network before you need it. Networking is a long-term investment, not a transactional activity. Authenticity and curiosity strengthen professional relationships. Clear asks make it easier for others to help you. Careers today require adaptability and continuous reinvention. Internal networking is just as important as external networking. Your reputation is built in rooms you're not present in. Giving value first creates stronger professional connections. Career success is a journey, not a destination. Chapter  00:00 Introduction to the mentor roundtable featuring Marni, Rose, and Marc. 01:52 Why mentoring and giving back matter. 06:30 The best career advice people rarely follow. 06:45 Why building your network is essential. 08:12 Relationships matter more than most people realize. 10:14 Networking as a long-term investment. 11:28 Why careers are a journey, not a destination. 13:31 Common networking mistakes professionals make. 15:24 Building influence inside your organization. 17:31 What authentic professional relationships really mean. 20:56 How mentorship creates meaningful career impact. 21:15 What's changed about careers over the decades? 22:50 Reinvention and the rise of portfolio careers. 24:20 Why adaptability is the ultimate career skill.

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5
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About

OhHello with Jeremy Bloom is a no-BS career mentorship and leadership podcast for people who want to get better at what they do — and enjoy the process. Hosted by Jeremy Bloom, founder of OhHello.ai and co-founder of Marketecture Media, the show features unfiltered conversations with executives, founders, and creatives who have learned to navigate change, uncertainty, and reinvention in their careers. Each episode offers a look into the real stories behind the titles — how leaders overcome burnout, how they stay human while managing growth, and how vulnerability and curiosity shape modern leadership. Whether you’re leading a team, scaling a startup, or figuring out your next move, OhHello gives you actionable insights from people who’ve been there. No fluff. No jargon. Just human connection, better questions, and stories that remind us how mentorship — and honest conversation — can change everything. Why listen + watch: Learn from today’s most empathetic and high-impact leaders. Discover practical frameworks for growth, decision-making, and resilience. Hear what modern mentorship looks like in a world of AI, remote work, and constant change.

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