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On the show
From 11 epsHost
Recent guests
Recent episodes
Terry Kawaja: 37 Years of Investment Banking, 55 Years of Comedy, and the Future of AdTech & AI
Jun 2, 2026
13m 20s
Every day feels like a shift in what's POSSIBLE - BOSS is back with Possible's Co-Founder, Christian Muche
Apr 7, 2026
12m 59s
Breaking the Rules of Leadership with The Female Quotient's CEO & Founder, Shelley Zalis
Mar 31, 2026
12m 29s
BOSS with Steven Wolfe Pereira, CEO Alpha | No One Wants to Look Dumb About AI
Feb 12, 2026
11m 52s
BOSS with my boss, Tim Barnes, GM AWS for Advertising & Marketing
Dec 19, 2025
13m 05s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/2/26 | ![]() Terry Kawaja: 37 Years of Investment Banking, 55 Years of Comedy, and the Future of AdTech & AI✨ | Investment BankingComedy+4 | Terry Kawaja | LUMA PartnersThe Wall Street Journal+2 | — | LUMAscapeAdTech+5 | — | 13m 20s | |
| 4/7/26 | ![]() Every day feels like a shift in what's POSSIBLE - BOSS is back with Possible's Co-Founder, Christian Muche✨ | AItechnological shifts+3 | Christian Muche | POSSIBLEAmazon Web Services+1 | Miami | AIPOSSIBLE+5 | — | 12m 59s | |
| 3/31/26 | ![]() Breaking the Rules of Leadership with The Female Quotient's CEO & Founder, Shelley Zalis✨ | leadershipcommunity building+3 | Shelley Zalis | The Female Quotient | Miami | leadershipcommunity+5 | — | 12m 29s | |
| 2/12/26 | ![]() BOSS with Steven Wolfe Pereira, CEO Alpha | No One Wants to Look Dumb About AI✨ | AIbusiness strategy+3 | Steven Wolfe Pereira | AlphaBlackstone+1 | CES | AIbusiness+5 | — | 11m 52s | |
| 12/19/25 | ![]() BOSS with my boss, Tim Barnes, GM AWS for Advertising & Marketing✨ | AdTechAgentic AI+4 | Tim Barnes | Amazon Web ServicesAWS+2 | — | AdTechAgentic AI+5 | — | 13m 05s | |
| 11/19/25 | ![]() AdTech, Agentic AI, and Saying What Others Won’t - BOSS with Ari Paparo✨ | AdTechAgentic AI+5 | Ari Paparo | Marketecture Media | — | AdTechAI+7 | — | 12m 44s | |
| 10/17/25 | ![]() BOSS with Marie Han Silloway, Gartner's Executive Partner on Risk, Reward, and AI✨ | riskreward+5 | Marie Han Silloway | GartnerCoca-Cola+4 | — | resilienceAgentic AI+6 | — | 11m 25s | |
| 9/3/25 | ![]() BOSS with Peter Naylor, Advisor, Investor, & Former Netflix, Snap, Hulu, NBCU Revenue Leader as we talk AI & The Future✨ | AImedia+3 | Peter Naylor | NetflixSnap+3 | — | AImedia+5 | — | 13m 17s | |
| 7/10/25 | ![]() BOSS with Hootsuite's Social Media Strategy Lead, Trish Riswick | It's ok to feel the cringe✨ | social media strategyemployee advocacy+3 | Trish Riswick | Hootsuite | — | social mediathought leaders+3 | — | 13m 41s | |
| 5/27/25 | ![]() BOSS with Soyoung Kang, CMO eos!✨ | career journeyleadership skills+4 | Soyoung Kang | eos Products | — | careerleadership+7 | — | 11m 04s | |
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| 5/6/25 | ![]() BOSS with Chris Schmicker, Head of Marketing at Shop - Your career doesn't have to be a straight line✨ | career developmentmarketing+4 | Chris Schmicker | ShopShopify | HonoluluNYC | career growthmarketing strategies+7 | — | 10m 51s | |
| 4/17/25 | ![]() I didn't think it was POSSIBLE but Christian Muche, Co-Founder of Possible is back on BOSS | “You’re watching BOSS with Ali Levitan because if you’re not learning from the boldest leaders out there… you’re falling behind.”—Christian Muche, Co-Founder of POSSIBLEOnly two people have ever returned to BOSS for a second interview.The first? Lauren Birnbaum, one of TikTok’s earliest U.S. hires.The second? Christian Muche.Why?Because what he’s building with POSSIBLE is more than a conference.It’s a business accelerator for the entire marketing ecosystem.Here’s what we dig into:🔹 Why most marketing events feel like copy-paste🔹 What it takes to create rooms that actually move deals forward🔹 Why IRL trust is the most valuable currency in a noisy digital world🔹 And how thought leadership is no longer optional—it’s your growth engineChristian told me someone pulled him aside and said:“I’ve never been in a room with this much influence, openness, and possibility.”That line says it all.POSSIBLE isn’t about panels. It’s about access, action, and outcomes.The full BOSS interview is live.If you lead marketing, sales, brand, content, or partnerships—watch this.And then let’s talk:What makes an event actually worth your time in 2025? 👇I’ll be at POSSIBLE this April:Networking.Connecting.Running BOSS interviews.Taking in the big ideas.And yes, ordering a cocktail or two. 🍸If you’re hosting something fab or want to get a coffee or collaborate, DM me.👉 ❤️ Follow me, Ali Levitan, for more BOSS conversations on sales & marketing, executive thought leadership, and landing that dream role in 2025 (very active on that last one). | 10m 15s | ||||||
| 3/19/25 | ![]() BOSS with Erica Lockheimer, LinkedIn's former VP Engineering and now Founder & CEO of HumanizeHer made the leap from corporate into entrepreneurship | “How did I make that decision? I’ll tell you, it was scary as hell.”That’s how Erica Lockheimer, LinkedIn's former VP Engineering and now Founder & CEO of HumanizeHer, described her leap from corporate leadership into entrepreneurship.We talked about the fear, the courage, and the mindset shift it takes to bet on yourself, build a movement, and create impact.💡 Why she left LinkedIn after 13+ years💡 How she built a global community of women in tech💡 Why “If you don’t ask, the answer is always NO” became her guiding mantraThis is a must-listen for anyone navigating a career pivot, building a brand, or wondering what’s next.Watch, comment, and let me know—what’s the boldest career decision you’ve ever made? 👇👉 ❤️ Follow me, Ali Levitan, for more BOSS conversations on sales & marketing insights, networking like a BOSS, and my path to finding that dream job in 2025 (still working on that last one) 🚀 | 10m 22s | ||||||
| 3/4/25 | ![]() Whoa, there's something much bigger here in my BOSS interview with Dave Gerhardt, Founder Exit Five | I'm writing this description about my new BOSS guest, Dave Gerhardt, Founder Exit Five, while making my coffee, and I expect this post to go nuts.Prove me right!👉 ❤️ Follow me, Ali Levitan, for more BOSS conversations on marketing & sales insights, driving revenue like a BOSS, and finding my dream job in 2025 🚀 | 11m 59s | ||||||
| 1/26/25 | ![]() You won’t believe this…Becca, LinkedIn’s #1 female creator in sales and marketing, is on BOSS | You won’t believe this… Becca Chambers ✨ LinkedIn’s #1 female creator in sales and marketing, just joined me on BOSS, and she’s getting 4 MILLION impressions a month. 🤯 And she’s giving Gary Vee a run for his money Oh, and she loves talking about her ADHD. Let’s go as I release the FULL BOSS conversation here today! This conversation blew my mind. Becca is unapologetically real, insanely smart, and the kind of person who makes you want to drop what you’re doing and start building your LinkedIn voice today. Here’s just a taste of what we talked about: She’s giving Gary Vee a run for his money. Becca pulls in 4 million impressions a month on LinkedIn—not selling anything, just showing up as her authentic self. 🔥 “Say the quiet part out loud.” Becca calls out what everyone’s thinking—like how comms people are tired of being the “can you just” department. (Can you just make this pretty? Can you just clean up this email?) 🎯 Sales vs. Marketing? Sales is getting people to buy your thing. Marketing is getting people to care about your thing. 💡 Her ADHD is her superpower. Becca’s honesty about neurodiversity in the workplace is refreshing and so needed. Plus, she’s the first to admit that ADHD drives her creativity and gives her the edge in connecting authentically. 😂 Oxford comma wars? She’s ready. Becca swears it’s the most controversial topic on LinkedIn—and if you take a stance, you will break the internet. Let's test it out in the comments... Why this matters: Because Becca’s story proves one thing: you don’t need to have it all figured out to start building your brand. She began posting just to test ideas and now? She’s grown from 4K to 40K followers in a year without a formal plan, just showing up as her true self. Your turn: What’s the quiet part YOU need to say out loud? What’s stopping you from sharing your story on LinkedIn today? Drop a comment below. I want to hear it. ⬇️ 👉 🩷 Follow me, Ali Levitan, for more BOSS conversations on building brands, marketing and sales insights, and driving revenue like a BOSS. 🚀 | 12m 18s | ||||||
| 1/7/25 | ![]() Content is Queen. 👑 Lauren Birnbaum, TikTok's Head of Partnerships is BACK on BOSS | Content is Queen. 👑 Lauren from TikTok is BACK on BOSS. We’re talking content, creators, and what brands still get wrong about TikTok. Plus, her bold predictions for 2025. 🔥Let’s go! 🚀When Lauren Birnbaum, TikTok’s Head of Partnerships, first came on BOSS, her episode quickly became one of the most downloaded ever.She joined TikTok as one of the first 10 employees in the U.S. while interviewing at 8 months pregnant—and hasn’t slowed down since. 💥Now she’s back with even bigger insights:📈 Why content is still King—but good content is everything.⚡️ Why brands must let creators lead to win.🎥 Why brands should stop overproducing and start leaning into the unexpected.💡 Why experiential marketing is about to make a huge comeback in 2025.We also covered:Why some brands still get TikTok wrong.The myth that TikTok is just for teenagers. (Spoiler: It’s not.)And my favorite takeaway?If you’re not ready to lean into creative risk, you might not be ready to hit go on TikTok at all.**🎥 Watch the full interview to learn how to:Make content that connects.Build partnerships that deliver.And create momentum (not just campaigns).** 👉 🩷 Follow me, Ali Levitan, for more BOSS conversations on building brands, marketing and sales insights, and driving revenue like a BOSS. 🚀 | 11m 24s | ||||||
| 12/3/24 | ![]() Meet Aneesh Lal, the Jerry Maguire of LinkedIn—packed with lessons you’ll want to steal. | Meet the Jerry Maguire of LinkedIn—packed with lessons you’ll want to steal.Aneesh is reshaping the game for creators in the B2B space, turning LinkedIn into a goldmine for brand deals.💡 Here’s the wake-up call:If you’re not leveraging LinkedIn to build your brand and close deals, you’re leaving money on the table.In my latest BOSS interview, Aneesh reveals how he went from a cushy six-figure job to creating a movement that’s bringing in $150K a month in LinkedIn brand deals for creators.📌 What you’ll learn from this conversation:1️⃣ Why LinkedIn is becoming the go-to platform for influencers and executives.2️⃣ Aneesh’s blueprint for turning authentic storytelling into serious revenue.3️⃣ The hidden LinkedIn opportunities that could transform your business.4️⃣ Why every brand—and executive—needs to get ahead of the LinkedIn creator wave.🎉 Huge shoutout to Meredith Klein for making this intro happen—you’re the ultimate connector. 🙌💬 What’s your biggest opportunity—or challenge—on LinkedIn right now? Let’s share ideas in the comments!👉 Watch the interview, share it with your network, and follow me, Ali Levitan, for more unfiltered conversations with the leaders shaping the future of business and brand.#JerryMaguireOfLinkedIn #BOSS | 11m 32s | ||||||
| 11/19/24 | ![]() How Hilary Smith, EVP at NBCU, went from crafting comms headlines to creating social impact | Here’s how Hilary Smith, EVP at NBCUniversal, went from crafting comms headlines to creating social impact through storytelling and a bold career move.I just sat down with her on BOSS, and her journey blew me away.We talked about how she went from launching PR campaigns and hit TV shows to leading CSR initiatives that empower underserved communities. Spoiler: her story is packed with lessons you’ll want to steal.Why this interview is a MUST-watch:1️⃣ How starting in corporate comms set her up to lead with empathy and purpose.2️⃣ The moment she turned a “side hustle” into a mission-driven career.3️⃣ Why storytelling isn’t just a buzzword—it’s the secret to inspiring change and driving real results.4️⃣ A behind-the-scenes look at NBCU’s Creative Impact Lab—and how they’re helping nonprofits amplify their voices.Hilary’s story is proof that your career doesn’t have to follow a straight line—it can grow with your passions and leave a massive impact along the way.👉 Hit play, share it with your network, and let me know what resonates most with YOU.Follow me, Ali Levitan ⭐️ and BOSS for more unfiltered conversations with leaders redefining success. Let’s keep learning, networking, and paying it forward together. | 12m 16s | ||||||
| 11/1/24 | ![]() BOSS with Cheria Young - Ever wish work felt more meaningful or fun? | Ever wish work felt more meaningful and fun?In this episode of BOSS, Cheria Young—founder of Grow There—shares her inspiring journey and mission to transform how we work. From her days as a professional singer to Director of Innovation at St. Jude Children's Research Hospital and VP of Culture + Experience at Known, Cheria brings a unique perspective on aligning culture, purpose, and even fun to drive real growth. Huge thanks to [@RossMartin] for the introduction that made this inspiring convo happen!What you’ll get from this episode:How to build a company culture that inspires, energizes, and actually makes work enjoyable.Why intentional gatherings (not just meetings!) matter more than ever.The power of self-care as a foundation for leading with purpose.Tap like if you believe work should be meaningful and fun, or share a comment with your favorite takeaway!#LinkedInCreator #BOSS #Consulting #Sales #Marketing #BusinessDevelopment #Comms #ThoughtLeadership #ExecutiveInsights #BusinessStrategy #ContentMarketing #B2BMarketing #PersonalBranding | 12m 02s | ||||||
| 10/8/24 | ![]() BOSS with Lululemon's Anne Wintroub, Head of Social Impact & Engagement | Are YOU Ready to be a Catalyst for Change? If YOU want to understand how to truly lead in the worlds of social impact, mental health, and DEI, then YOU can’t miss this episode of BOSS with Anne Wintroub, Head of Social Impact & Engagement at Lululemon.This isn’t just another interview—it’s YOUR blueprint for driving real, impactful change in any organization. Anne reveals exactly how YOU can leverage empathy, influence, and purpose to be the leader who makes a difference.In this BOSS interview, Anne dives deep into: The future of mental health and well-being in the workplace, and why companies like Lululemon are leading the charge with grassroots AND large-scale global initiatives. How CSR and social impact work is reshaping corporate strategies in an age where 92% of employees face mental health challenges impacting their work and 90% of Americans feel we are in a mental health crisis (KFF/CNN survey)Stunning stats from the UN General Assembly—Did YOU know 1 in 7 adolescents currently experience mental illness? Her take on the evolving role of charm in leadership—yes, charm!—and how YOU can use it to influence cross-functional teams in YOUR organization.Want to be a future boss? Anne’s advice: Be flexible and lead with purpose.Don’t miss this conversation if YOU’RE passionate about:Social impact and DEIMental health solutions at scaleCorporate leadership with a missionWatch, share, and join the conversation on how YOU can be a catalyst for social impact, both in YOUR career and YOUR company.#DEI #SocialImpact #MentalHealth #Leadership #ERG #Lululemon #BOSS | 11m 17s | ||||||
| 9/26/24 | ![]() BOSS with Bill, former CMO/CRO at Slack, Zendesk, and Salesforce | 🚨 New BOSS episode alert! 🚨🎙️ I’m thrilled to sit down with Bill Macaitis, a "business nerd" turned powerhouse CMO and CRO who’s helped scale companies like Slack, Zendesk, and Salesforce. He’s now on a mission to help marketers level up with his latest venture: SaaS CMO Pro—a new platform designed to give marketers the insights they need to master go-to-market strategies and drive impact. 💡In this fast-paced 10-minute episode, we dive into:Building relationships with recruiters, VCs, and networks to create your own luck.Why thought leadership and social selling are crucial for today’s leaders.The power of taking risks and moving where the action is—whether physically or digitally.🌱 "There’s no perfect leader. Everyone’s learning as they go. Don’t be afraid to take risks, and always be opportunistic." — BillAnd don't forget to check out Bill’s new platform at www.saascmopro.com, where he breaks down complex marketing topics in a super practical, easy-to-understand way. Whether you're an executive or aspiring leader, this episode is packed with insights you can use right now to drive growth, sharpen your strategies, and elevate your career.💬 Comment below: What’s the biggest risk you’ve taken in your career? And who should I interview next on BOSS?#Leadership #Marketing #SocialSelling #SaaSCMOPro #ThoughtLeadership #CMO #GoToMarket #B2B #B2C #AI #GrowthMindset #BOSSWithAliLevitan #CareerGrowth #PayItForward | 8m 51s | ||||||
| 9/4/24 | ![]() 🎧 New BOSS Episode: Frank Jung—From CAA Powerhouse to FMC Visionary 🎧 | In this episode of BOSS, I sit down with Frank Jung, the mastermind behind Franchise Media Collective (FMC) and a former leader at CAA. Frank shares his journey from representing top talent at CAA to creating FMC, a curated, data-driven community for media and tech professionals.We explore:The untapped opportunities Frank identified in media and tech. 🚀The crucial role of long-term relationships in driving business success. 🤝The future of work, including the rise of fractional C-suite roles. 🔮Frank's insights are invaluable for any leader aiming to stay ahead in a fast-evolving industry. Plus, we dive into the importance of follow-up, the changing dynamics of digital media, and how FMC is setting a new standard for executive networking. 💡Tune in now to learn from one of the brightest minds in the business!#BOSS #Leadership #Tech #Networking #ThoughtLeadership #ExecutiveInsights #MediaInnovation | 11m 48s | ||||||
| 8/8/24 | ![]() From MTV to IAB to Media Advisory: Scott Schiller on Media Mastery and Career Growth | In this can't-miss episode of BOSS, we sit down with Scott Schiller, a media visionary and the original founder of the Interactive Advertising Bureau (IAB). With a career spanning MTV, NBCU, S350 Media Advisors, and beyond, Scott shares his unparalleled insights and experiences that have shaped the media and entertainment industry.🚀 What You’ll Learn:Scott's Career Principles: Discover the guiding principles that have driven Scott's success: curiosity, fun, community, results, and self-improvement.Pivotal Career Moments: Hear the story behind the creation of the IAB and how it transformed digital advertising.Advice for Future Bosses: Get actionable advice on working hard, being known for something, continually reevaluating yourself, and embracing mistakes as learning opportunities.Daily Stoic Wisdom: Learn how Scott applies Stoic philosophy to navigate life's challenges and stay grounded.Scott’s journey from MTV to founding the IAB is packed with lessons on building networks, embracing change, and thriving in the media and entertainment industry. His advice on taking risks and always aiming to be a giver is pure gold. ✨Tune in for:Game-changing media strategiesHeartfelt advice for aspiring leadersEngaging stories from Scott's illustrious career👉 Don't miss this episode! Hit play now and transform your career with insights from one of the industry's top visionaries.📣 Shoutout to Scott’s students at NYU Stern School of Business! Follow Ali Levitan and BOSS on LinkedIn for more career-shaping insights.#Leadership #Media #BOSS #Podcast #ThoughtLeadership #SocialSelling #Innovation | 11m 06s | ||||||
| 7/24/24 | ![]() BOSS with Ad Council's SVP Development, Rocco Pallatto | 🔥 New BOSS Episode Alert! 🔥 Just dropped an insightful and fun episode with Rocco Pallatto, SVP of Development at Ad Council 🎙️Rocco's journey from dreaming of being a rock star to driving impactful social campaigns is nothing short of inspiring. 🎸✨Key Highlights:☑ Work Ethic & Gratitude: "You have to have a strong work ethic and be dedicated to being the best at whatever job you're given."☑ People Matter: "Many of my past bosses are now friends and mentors. They know my strengths and weaknesses better than I do."☑ AI Trends: "We are taking a crawl, walk, run approach to rolling out AI internally and across our campaigns."☑ In-Person Connections: "Virtual meetings are great, but don't lose focus on real-life connections."Rocco's Advice:For marketers: "Take advantage of virtual meetings but find opportunities for in-person interactions."To his 20-year-old self: "Stay close to people who inspire you and have a positive influence."For future bosses: "Lead with empathy and positivity."Fun fact: Rocco and I first met at the POSSIBLE event in Miami, bonding over ice cream in the Florida heat! 🍦🌴If you're enjoying BOSS by Ali Levitan, you'll also be excited to hear that I just launched BOSS Executive Advisory & C-Suite Consulting. I'm focused on supporting your B2B GTM Revenue Strategy, Social Selling & Thought Leadership Expertise to accelerate growth 🚀 Think of me as your concierge consultant to drive sales & strategic partnerships (I might be watching too much Royal Pains!)Plus, catch up on prior BOSS episodes with Stephanie Latham Seth Matlins Erick Dominguez Jason Schulweis Ross Simmonds Leah Meranus Christian Muche Barak Turovsky and more on Apple, Spotify, or my LinkedIn feed now | 10m 25s | ||||||
| 7/9/24 | ![]() BOSS with Roblox's VP Global Brand Partnerships, Stephanie Latham | 🚨 New BOSS Episode Alert! 🚨 Hey Podcast fam! I just had an amazing conversation with Stephanie Latham, Roblox's VP Global Brand Partnerships 🚀We dove into her journey from teaching kindergarten to heading to Ogilvy to Barbarian to Global Partnerships at Meta to leading global brand partnerships at Roblox. Stephanie dropped some serious wisdom on consumer behavior, leadership, and career growth that you don't want to miss:✨ "You can't ignore consumer behavior. Early movers might have a bumpy start..but they end up with a competitive advantage."✨ "Authentic leadership is so important. Being yourself helps you connect authentically with people."✨ "Trust yourself. If you're in the role, you have nothing to prove. You already made it over the hump to get there and you're there to be you."We also explored exciting trends in tech and media, and how brands are connecting with the next generation on platforms like Roblox. This episode is packed with insights for marketers, brand strategists, sales leaders and partnership pros!🙌 Ready to get inspired? Watch the full interview and share your thoughts in the comments!Huge thanks to Stephanie Latham for sharing her journey and insights! Who should I interview next? Catch prior BOSS eps with Seth Matlins Erick Dominguez Jason Schulweis Ross Simmonds Leah Meranus Christian Muche Evan Shapīro Tiffany M. Moore and many many more.Stay tuned, and keep learning, networking, and paying it forward! 🌟 | 10m 49s | ||||||
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