OhHello with Jeremy Bloom

Hosted by Jeremy Bloom

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139

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Aug 2026

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About the show

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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September 29, 202638 min

OhHello Ep 139: Leadership, Discipline and Finding Your Purpose with Marc Grabowski

Jeremy Bloom sits down with Marc Grabowski, Chief Operating Officer at Integral Ad Science, to reflect on more than 25 years in ad tech and the lessons that shaped his career. Marc shares his perspective on the responsibilities of CEOs and COOs, the importance of mentors and strong teams, and why leadership requires trust, communication, and understanding what motivates people. He also connects lessons from ultramarathons to career growth, explaining how discipline, preparation, and community contribute to long-term success. The conversation explores mentorship, becoming an expert in your field, curiosity as a leadership strength, and why finding purpose beyond titles and promotions can lead to a more meaningful career. Takeaways - Great leadership requires ownership and trust. - Discipline creates opportunities for long-term growth. - Strong leaders understand what motivates their teams. - Becoming an expert can open new career opportunities. - Purpose matters beyond titles and promotions. Chapters 00:00 Introduction 01:51 Marc’s Ad Tech Career 03:19 CEO vs. COO Leadership 06:26 Mentors and Career Influences 09:39 Talent and Opportunity 10:26 Lessons from Ultramarathons 13:58 Common Leadership Mistakes 17:09 Leading Teams at Scale 19:16 Boss, Coach, and Mentor 23:02 Discipline and Career Growth 28:02 Becoming an Expert 29:25 Curiosity as a Superpower 32:07 The OhHello Mission 35:06 Finding Your Purpose 38:08 Closing

September 15, 202632 min

OhHello Ep. 138: Alex Sherman on Leadership, Mentorship & Building Bluefish

Alex Sherman, Co-Founder & CEO of Bluefish, joins Jeremy Bloom to discuss entrepreneurship, mentorship, leadership, AI startup culture, and why success doesn’t require sacrificing kindness or strong relationships. Takeaways Build teams around trust, intelligence, and kindness. Reputation and relationships compound throughout your career. Mentorship remains valuable at every career stage. Great leaders focus on outcomes without micromanaging. High performance doesn’t require toxic startup culture. Chapters 00:00 Meet Alex Sherman 01:17 Building Bluefish 05:21 Building With People You Trust 08:13 The Power of Mentorship 11:30 Reputation and Relationships 14:33 Building a “Smart and Kind” Culture 22:09 Evolving as a Leader 25:33 Advice for Young Founders 26:39 Toxic AI and Startup Culture 29:37 Winning Without Being a Jerk 31:36 Closing Thoughts

September 8, 202627 min

OhHello Ep. 137 Building Brands That Feel Human with Josh Rangel of Ogilvy

Josh Rangel, Senior Director of Social Strategy at Ogilvy, joins host Jeremy Bloom to discuss his journey from traditional PR to leading social strategy for some of the world’s most recognizable brands. Josh shares how authenticity, mentorship, calculated risks, and a people-first leadership style shaped his career. He also explains why brands should stop overengineering content and start communicating in ways that genuinely connect with their audiences. Takeaways: - How Josh transitioned from traditional PR to social media strategy - Why developing an authentic professional voice can create new opportunities - The mentors who helped shape Josh’s career and leadership approach - Why brands often overthink and overproduce social content - How Ogilvy refreshed Mastercard’s Priceless message for Gen Z - Lessons Josh learned after being laid off following an 18-year tenure - Why leaders should focus on what they can control and lead with empathy Chapters: 00:00 Meet Josh Rangel of Ogilvy 02:12 From Traditional PR to Social Media 03:08 Launching Klondike on Twitter 04:44 Leading Social Strategy for Major Brands 05:51 How PR Shaped an Earned-First Mindset 07:23 Finding an Authentic Professional Voice 10:33 Mentors Who Shaped Josh’s Career 13:15 Leadership Through Confidence and Empathy 15:21 Why Brands Overcomplicate Social Content 18:29 Taking Creative Risks with Mastercard 21:44 Recovering and Rebuilding After a Layoff 24:53 Career and Leadership Advice 27:04 Final Thoughts and Closing

September 1, 202634 min

OhHello Ep. 136 Evan Shapiro on Personal Branding, Data & the Future of Media

Evan Shapiro shares his journey from leading major media companies to becoming a successful creator and industry thought leader. Learn why personal branding, data-driven decision-making, and staying endlessly curious are essential for growth. Whether you're a marketer, founder, creator, or business leader, this conversation offers practical insights on leadership, the future of media, and how to stay ahead in a rapidly evolving industry. Takeaways Build your brand by consistently delivering value. Great decisions start with healthy data. Mobile is now the center of media consumption. Stay curious and "wake up stupid" every day. Success comes from consistent daily habits. Chapters 00:00 Introduction 00:22 Meet Evan Shapiro 03:38 From Executive to Creator 11:37 Personal Branding 19:09 Why Companies Struggle 23:34 The Power of Good Data 30:02 The Future of Media 31:25 Career Advice 36:11 Closing

August 25, 202631 min

OhHello Ep. 106: Empathy in Leadership: The Sightly Approach

In this engaging conversation, Jeremy Bloom hosts Kara Grenier, Chief People Officer, and Adam Katz, CEO of Sightly. They discuss the unique dynamics of their leadership roles, the importance of company culture, and the challenges of managing a distributed workforce. The conversation highlights the significance of mentorship, the need for continuous growth, and the value of community in the workplace. Both leaders share personal insights and experiences that shape their approach to leadership and employee development. Takeaways Kara Grenier emphasizes the importance of culture in attracting talent. Adam Katz believes in leading with empathy and respect for employees. The relationship between the CEO and Chief People Officer is crucial for company culture. A distributed workforce requires leaders who are confident and secure in their roles. Mentorship is vital for personal and professional growth. Creating a culture of continuous learning is essential for employee retention. Asking for help should come from a place of security, not insecurity. Community and collaboration enhance workplace dynamics. Diverse voices in leadership lead to better decision-making. Both leaders value the role of mentors in their careers. Chapters00:00 Introduction to Sightly and Its Leaders02:39 The Dynamic Duo: CEO and Chief People Officer05:23 Building a Distributed Workforce08:49 Leadership and Employee Well-being11:30 Cultivating Growth and Development14:50 The Importance of Asking for Help17:27 Mentorship and Community Building20:29 Personal Growth and Learning23:32 Closing Thoughts and Reflections

August 11, 202624 min

OhHello Ep. 135 Nirit Cohen on the Future of Work, AI & Leadership

Jeremy speaks with Nirit Cohen, former Intel executive and Forbes contributor, about how AI is reshaping careers, leadership, and workplace culture. They explore mentorship, hybrid work, storytelling, and why building a strong professional network remains one of the most valuable career investments. Takeaways Nirit Cohen shares her 30-year journey at Intel and how it led her to become a leading voice on the future of work. Why work should be integrated with life instead of balanced against it. The concept of the "future of less work" and focusing on what truly matters. How AI is transforming expertise, creativity, and professional value. Why storytelling remains a uniquely human advantage in the age of AI. Practical advice for experienced professionals on collaborating effectively with AI. Why younger professionals should learn from people, not just AI tools. Leadership lessons for managing hybrid and distributed teams. The career-changing power of mentorship, sponsorship, and unexpected opportunities. Why building a strategic network creates long-term career growth. Chapters 00:00 Introduction 00:19 Meet Nirit Cohen 00:53 30 Years at Intel & The Future of Work Journey 02:49 The Future of Less Work Explained 05:46 Why Work and Life Should Be Integrated 07:54 Career Lessons, Mentorship & Networking 10:15 From Finance to HR: A Career-Changing Opportunity 12:30 The Mentors Who Shaped Nirit's Career 15:12 Leadership in the Age of AI & Hybrid Work 16:36 How AI Is Changing Expertise and Human Value 18:56 Why Storytelling Still Matters More Than AI 19:59 Advice for Professionals Feeling Left Behind by AI 23:59 Building a Strategic Network for Career Growth 25:27 Final Thoughts & Closing

August 4, 202624 min

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

July 28, 202622 min

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

July 21, 202631 min

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

July 14, 202621 min

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