
Hosted by Jeremy Bloom · EN

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

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

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

🎙️ 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

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.

In this episode, Jeremy Bloom sits down with Abby Lovett, Founder of CTP and author of Superhuman: 8 SMALL Ways to be Super at What you Do and Human While You Do It. Abby shares the personal experiences that shaped her career, lessons from decades in PR and marketing leadership, and why trust, reputation, and human connection matter more than ever in an AI-driven world. From mentorship and authentic leadership to avoiding burnout and building credibility, this conversation offers practical wisdom for professionals navigating change and uncertainty. Takeaways Personal hardships can shape lifelong leadership values and career decisions. Success at work should never come at the expense of your health. Great leaders build trust by matching actions with their words. Recognition and appreciation are critical to employee engagement. Mentorship often comes through small, memorable moments. Burnout is frequently a sign of neglected personal well-being. AI provides the average, but humans create exceptional outcomes. Reputation remains one of the most valuable professional assets. Authentic communication strengthens leadership credibility. Taking care of each other is a leadership responsibility. Chapters 00:00 Jeremy welcomes Abby Lovett and introduces her background in PR, marketing, and mentorship. 01:00 Abby explains her firm's focus on credibility, trust, and reputation in the age of AI. 02:00 Abby discusses the human challenges professionals face alongside rapid technological change. 03:30 A personal story that shaped Abby's views on health, independence, and career success. 05:00 Abby shares why professionals shouldn't sacrifice basic well-being for performance. 07:20 Abby recalls a memorable leadership lesson from an early career experience. 11:10 The importance of action, accountability, and earning trust through follow-through. 13:00 Abby explains why honesty and responsiveness matter during uncertainty. 15:20 Many professionals struggle more with feeling undervalued than with the work itself. 16:20 Abby highlights the importance of self-care as the first step toward career clarity. 17:15 Why mentorship, relationships, and creativity remain irreplaceable. 18:00 Abby explains how people elevate ideas beyond what AI can generate. 18:45 Why reputation management is becoming even more critical in the AI era. 19:20 Abby's closing message on leadership, kindness, and community.

Freestar CEO Kurt Donnell joins Jeremy Bloom to discuss leadership, transparency, mentorship, and building resilient remote cultures in the age of AI. Kurt shares lessons from law firms, scaling teams, navigating uncertainty, and why curiosity is the ultimate leadership trait. From hiring decisions to AI adoption, this episode is packed with practical advice for modern leaders. Takeaways Transparency builds trust during uncertainty. Curiosity is the #1 trait Kurt hires for. Great leaders show up as real humans, flaws included. AI should remove the mundane so people can do meaningful work. Delaying tough people decisions hurts the entire team. Remote culture requires intentional connection points. Work-life balance is really work-life integration. Human-in-the-loop AI creates stronger adoption and better outcomes. Leaders should focus on clarity, not panic, during disruption. Mentorship creates impact for both mentor and mentee. Chapters 00:00 Intro to Kurt Donnell and Freestar 01:40 Why mentorship matters in leadership 02:30 Early career experiences that shaped Kurt’s leadership style 04:20 From law school to ad tech and Freestar 08:00 The hardest leadership lesson: making tough people decisions 11:00 Building trust during uncertainty and pressure 13:30 The mentor who shaped Kurt’s career most 15:00 Why work-life balance doesn’t exist 19:20 Building culture in a remote-first company 22:00 The qualities Kurt looks for in future leaders 24:40 Avoiding reactive leadership during AI disruption 28:15 Using AI without losing humanity 31:20 Final leadership advice: show up as a human being

Jeremy Bloom sits down with Victoria Usher, CEO of GingerMay, to discuss leadership, mentorship, communication, and the future of work in a rapidly evolving tech landscape. Victoria shares lessons from her unconventional career path spanning nursing, politics, and PR, along with insights on active listening, managing high-pressure situations, building empowered teams, and why face-to-face connection matters more than ever in an AI-driven world. Takeaways Great leadership comes from leading by example and staying involved. Active listening is one of the most underrated business skills. Strong teams are built through shared ownership and clear communication. Gut instinct is often pattern recognition built through experience. Face-to-face communication still matters deeply in a digital world. Mentorship should guide people toward finding their own answers. High-performing leaders stay calm and decisive during stressful moments. Honest communication creates trust and clarity within organizations. Businesses need clearer boundaries and expectations post-COVID. Emotional intelligence is critical for leadership and client relationships. Chapters 00:00 Intro and Jeremy welcomes Victoria Usher 01:42 Victoria’s journey as CEO of GingerMay 03:02 Why working in tech and innovation is exciting 04:03 What great leadership actually means 06:03 Balancing team input with gut instinct 09:15 Mentorship and learning from Michelle Norman 12:28 How nursing and politics shaped Victoria’s leadership style 14:47 The power of active listening and mentorship 19:05 What companies get wrong about enablement 22:18 Honest communication and leading with clarity 24:10 Why face-to-face interaction matters more than ever 27:15 Thriving under pressure and crisis leadership 30:45 Victoria’s final advice on listening and communication

Carrie Kramer joins Jeremy Bloom on the OhHello.ai pod to reflect on nearly nine years of building Future Proofed, a sales training and consulting company focused on the media and advertising industry. Carrie shares the realities of entrepreneurship, the emotional highs and lows of running a business, the importance of vulnerability in leadership, and the lessons she learned about partnership, values, and progress over perfection. Takeaways Building a business means becoming a salesperson, even if you’ve never sold before. Progress over perfection creates momentum and growth. Strong partnerships can be the most rewarding part of entrepreneurship. Vulnerability helped Carrie build trust and credibility online. Entrepreneurship is often glamorized, but it is not for everyone. Aligning personal and business values can strengthen partnerships. Repeat clients are a reflection of trust and strong collaboration. Leadership requires asking for help and letting go of perfectionism. Chapters 00:00 Carrie Kramer joins the OhHello.ai pod. 00:40 Carrie explains the evolution of Future Proofed. 03:17 How Carrie and Bo Davis decided to merge businesses. 04:47 The biggest misconceptions about starting a company. 06:52 Learning how to sell for the first time. 08:16 The highs of entrepreneurship and client wins. 10:10 The lowest lows of running a business. 11:50 Leadership lessons and asking for help. 13:24 Why progress over perfection matters. 13:56 Becoming more vulnerable on LinkedIn. 16:01 What Carrie is most proud of after nine years. 18:05 Advice for people thinking about starting a business. 21:04 The importance of personal and business values. 22:48 What Carrie is excited for next. 23:47 Final reflections on growth and entrepreneurship

Jes Santoro, Chief Revenue Officer at Cadent, joins Jeremy Bloom for a candid conversation about leadership, mentorship, emotional intelligence, and building high-performing teams in today’s fast-changing media and advertising landscape. Jes shares lessons from nearly three decades in the industry, why mentorship goes beyond training, and how great leaders balance data-driven decision making with empathy and authenticity. From career growth to accountability and company culture, this episode is packed with practical insights for modern leaders. Takeaways Mentorship is about support, inspiration, and helping people grow. Training develops skills, mentorship develops people. Great leaders balance emotional intelligence with data-driven decision-making. Career growth is rarely linear, and curiosity matters most. Accountability works best when built on trust and authenticity. Strong leadership starts with self-awareness and surrounding yourself with great people. People stay where they feel supported, valued, and connected to purpose. Positivity and calm leadership create stronger teams. Chapters 00:00 Jeremy welcomes Jes Santoro to the podcast. 01:24 Jes shares his career journey from agencies to CRO at Cadent. 03:42 How leadership changed after COVID and remote work. 06:28 Jes explains his three-step mentorship philosophy. 09:27 The mentor who shaped Jes’s leadership approach. 12:38 The difference between training and true mentorship. 14:37 Why emotional intelligence matters more than ever. 18:37 Self-awareness and building balanced leadership teams. 20:48 Career growth is not linear. 23:11 Creating accountability without fear-based leadership. 26:05 The importance of purpose, trust, and authenticity. 27:07 Final leadership advice and reflections on the industry.