What if the fastest way to grow your career is to reinvent how you work before the market forces you to? In this episode, I had the pleasure of sitting down with Caitlin Clark-Zigmond, a two-time entrepreneur and former CMO for Intel’s global software and SaaS portfolio, to map the leap from hands-on operator to AI-powered brand builder, and why clear value translation beats clever slogans every time.

Caitlin takes us from scaling a catering business to shipping Comcast Digital Voice, to leading massive B2B portfolios at Verizon and Intel. We dig into how Intel Tiber emerged to make software visible inside a hardware giant, uniting trust and security, AI and ML, edge and cloud, performance optimization, and developer workflows under a narrative customers could navigate. The result: sharper messaging, analyst clarity, and real pipeline acceleration. If your portfolio feels like a maze, her brand framework shows you how to draw a clean map.

Then we get practical with AI go-to-market. Forget tool-chasing—start with painful use cases, build on clean, connected data, and let AI amplify what already moves the needle. Caitlin explains why a CDP or an MCP layer unlocks CRM, marketing automation, analytics, billing, and customer success, enabling them to communicate effectively with each other. We cover intent data for account prioritization, conversation intelligence for coaching, predictive scoring for pipeline, and agents that handle repetitive data pulls and weekly reporting so teams can focus on thinking, not tab-hopping.

For leaders and modern marketers, the upskilling path is clear: achieve 30% fluency in core AI concepts, measurement, and understanding how your stack—HubSpot, Salesforce, GA, CDPs, and chat systems —actually works. You don’t need to code; you need to understand revenue mechanics. We also share Caitlin’s strategic networking system—the 5–5–5 method—that turns coffee chats into an operating system for your career, with value-first follow-ups that work even for introverts.

We conclude with candid insights on the value of progress over perfection, investing in relationships before you need them, and redefining success in terms of client transformation, sustainable growth, and work-life integration. Subscribe, share with a friend, and tell us: what’s the scary move you’re finally ready to make?

Resources: 

• Website: www.clarkgp.com  
• LinkedIn: https://www.linkedin.com/in/caitlinclarkzigmond 
• Upcoming LILive GTM Event: https://www.linkedin.com/events/2026gtmrealitycheck-makemisalig7393722093324107776/
• Monthly Blog: https://gtmmaven.substack.com/p/why-the-c-suite-must-work-together

AI only works at scale when the shiny demo meets the gritty realities of deployment, security, and change management. In episode #146 of the 2B Bolder Podcast, I had the pleasure of sitting down with Monica Livingston, AI Platform Lead for the Americas at Red Hat and a former Intel leader, to unpack how open source accelerates real outcomes, and why the “plumbing” behind enterprise AI matters more than most roadmaps admit. Monica shares a clear view of what platforms must do in production: version control, monitoring, governance, policy, and cost discipline, all while staying flexible enough to avoid stack lock-in.

We get candid about the two biggest misconceptions leaders hold: AI isn’t a black box you plug in once, and the most complex variable is people, not models. Monica explains how to align teams through transparency, psychological safety, and clear KPIs so pilots survive the leap to operations. She also offers practical advice for new managers under pressure, from building trust to making recognition routine, and reflects on mentors who pushed her to trade constant breadth for deep expertise that compounds.

For anyone mapping a career in AI, this conversation covers real paths forward, including accessible learning, hands-on projects, and emerging roles that are reshaping the field. We discuss early STEM exposure as a lever for agency, guidance for young women entering the tech field, and the value of calculated risk anchored in personal values such as family and health. Monica also shares her perspective on how to stand out in crowded applicant pools, the power of referrals, and why transformation often occurs on your own time before it becomes a job title.

If this resonates, follow and share with a colleague who’s building AI for the real world. Subscribe for more conversations at the intersection of open technology, human leadership, and careers with purpose, and leave a quick review to help others find the show.

Curiosity is a gift—but it only turns into momentum when it’s tied to impact. Host of the 2B Bolder Podcast, Mary Killelea, sits down with Carol Wilder, a strategic operator who helped launch the Alexa Skills Kit at Amazon, led generative AI partnerships at Dell, and now advises companies and municipalities on pragmatic AI adoption. Carol shares how aligning questions to concrete outcomes reshaped her career—and how that same shift can turn AI from a buzzword into a lever that reduces cycle time, improves resource utilization, and frees people to do higher‑order work.

We trace her pivotal moments: choosing the right team under pressure to ship Alexa skills, learning to communicate with crisp, results‑first clarity, and reinventing after hard feedback by defining what to stand for. Carol explains why so many AI programs stall, starting with tools rather than business goals, and outlines a simple framework: pick the outcome, fix process debt, unify data, then layer intelligence. She also challenges the cost of mass layoffs, noting how creative friction, hallway collisions, and institutional memory are often the real engines of innovation.

For women building careers in AI and product management, Carol offers direct, useful guidance: use automation to mute the noise, make impact legible, and build fundamentals in programming and model thinking through credible paths like Coursera and DeepLearning.AI. We explore mentorship as a multiplier, customer‑centricity as adopting a client’s aspirations as your own, and the underrated power of showing up prepared, questions ready, network engaged, and confidence primed.

If this conversation helps you refocus on outcomes and sharpen your AI strategy, share it with a friend, subscribe for more candid career playbooks, and leave a quick review to help others find the show.

Resources:
Carol Wilder on LinkedIn
Company websites: productmuseai.ca & www.atomic47.co 

What if the fastest way forward wasn’t pushing harder, but tuning in sharper? On episode #144 of the 2B Bolder podcast, I had the chance to sit down with Karina Marie Diaz, a trusted and sought-after leadership coach who explores how high-performing founders, CEOs, and senior executives create meaningful change by turning down the static and turning up their own signal. Karina’s journey from internationally published photographer to sought-after executive coach brings a rare blend of creativity, empathy, and strategic rigor to the conversation, proof that bold transitions can be both brave and practical.

Karina breaks down her coaching philosophy as a true collaboration grounded in presence and deep curiosity. Instead of prescribing fixes, she helps clients hear their own station more clearly, unlocking decisions that bring more ease without losing ambition. We dig into vertical leadership development, the Energy Leadership Index, and the mindset shifts that move leaders from overdrive to aligned performance. Her stories, from global weddings on the Nile to boardroom breakthroughs, illustrate how seeing people clearly can change how they see themselves.

You’ll learn specific strategies for navigating career pivots: how to listen for what lights you up, find the hidden map in your curiosities, and build a circle that reinforces creation over doubt. Karina shares her “Olympic-level emotional thought cardio” for designing habits backward from the future you want, plus a simple but powerful invitation: if you feel the itch to evolve, lean into it. The result is a blueprint for leadership that is clear, human, and sustainable.

If this conversation sparks something, consider that a sign. Then share the episode with a friend who’s ready for growth, subscribe for more candid career insights, and leave a quick review so others can find the show. Your next small step might be the one that changes your map.

Resources:
Karina Marie Diaz on LinkedIn

What happens when the career you’ve chased for years stops fitting the life you’re building? We sit down with attorney and founder Miriam Airington-Fisher to explore how she transformed a courtroom-centered path into a thriving, family-first immigration practice—without abandoning ambition or impact.

Miriam traces her journey from legal aid and criminal defense to launching a firm as a new single mom. She breaks down the scrappy early days, the power of a 90-day startup plan, and the mindset shift from perceived job security to true entrepreneurial control. We dive into the boundary playbook she now lives by, no email on her phone, firm hours aligned to school pick-up, and a stacked team schedule that keeps clients supported while protecting deep work. If you’ve ever felt tethered to pings after dark, her approach will feel like oxygen.

We also unpack the business engine behind a sustainable law firm: choosing a scalable practice area, building an org chart that blends attorney judgment with strong staff workflows, and fixing fragile margins by treating profit as a discipline. Miriam shares how a women-led immigration mastermind and a trusted CFO turned chaos into clarity, why retained earnings matter, and how daily revenue visibility guides calm decisions. Along the way, we talk personal brand, Lawyer Like A Mother, how authenticity attracts the right clients, and why creators shouldn’t fear a few stray critics.

You’ll leave with actionable steps to start a firm faster, set cleaner boundaries, and scale without sacrificing family life. If you’re a woman in law or any demanding field, this conversation offers a clear path from overwhelm to ownership—proof that a values-driven practice can be both client-friendly and founder-friendly.

Enjoy the story, then subscribe, share with a friend who needs it, and leave a review to tell us the boundary you’re setting this week.

Resources:
LinkedIn lawyer-like-a-mother
Instagram: @lawyerlikeamother
momsalawyer.com (Company)
airingtonlaw.com (Company)

Want a real look at how breakthrough tech actually gets built and shipped? I had the pleasure of sitting down with Samira Naraghi, Chief Business Officer at Enovix, who has held previous roles at AWS, Meta, Qualcomm, and other notable companies, to unpack a career defined by tackling challenging problems, making significant pivots, and achieving results that speak louder than titles. From growing up in post-war Iran, where power outages made technology feel magical, to leading global go-to-market strategies and launching industry-defining products, Samira shows how adaptability, curiosity, and grit compound into leadership.

We trace the through line across semiconductors, cloud, and next-gen batteries: translating deep technology into real business impact. Samira breaks down why go-to-market must start on day one, how co-building with early customers derisks product-market fit, and what it takes to prioritize nascent bets like AR when constraints around power, space, and manufacturability are unforgiving. She shares the unglamorous truth of innovation, fighting physics, supply chains, and disbelief, while still hitting commitments through decisive execution and a culture built for pressure.

For women in tech navigating ceilings and seeking visibility, the guidance is clear and actionable. Choose the messy, high-impact work others avoid. Build trust by delivering under pressure. Communicate with clarity, drop the hedging, and be overprepared. We also explore becoming future-ready with AI: learn the fundamentals, speak the language, and use the tools to amplify your work. Mentorship, peer networks, and “quiet boldness” round out a candid playbook for career growth that doesn’t wait for permission.

I hope this conversation gives you the nudge to take the harder path intentionally, and if so, share it with a friend who needs the encouragement. Subscribe for more honest, tactical stories from leaders building the future, and leave a review to tell us the bold move you’re making next.

What if the straightest line to a bigger career is choosing the uncomfortable zones? On episode #141, I had the pleasure of sitting down with Tracy Nolan, Fortune 100 executive, transformation leader, and champion of women in leadership, to unpack the choices and mindsets that turned discomfort into momentum. From retail floors to the front lines of telecom, from global negotiations to a mission-driven role in healthcare, Tracy shows how to trust your instincts, claim your seat, and bring others with you.

We dig into the moment a sponsor pushed her into a stretch role and why that single act of belief changed her trajectory. Tracy breaks down the difference between mentorship and sponsorship (and how to be a great mentee), shares a simple mental model for speaking up in intimidating rooms, and explains how demanding goals can coexist with deep empathy and active listening. Her stories, like giving a CEO-ready plan just ten days into a new job, reveal how confidence is built: not by waiting to be “A+ ready,” but by acting, learning, and iterating.

Tracy also opens up about why healthcare fits her purpose, the women-first culture she’s found at Humana, and the platform she’s building, Lift as They Climb, to make sponsorship among women the norm, not the exception. We talk board pathways, continuous learning, and the skill set that will outlast every tool in an AI-driven economy: leading people through change with clarity, process, and heart.

If boldness has been on your list, consider this your nudge. Listen, and share this with a friend who needs a push.  Additionally, if possible, please leave a review of the show. This will help us grow and increase our visibility on the streaming channels.  

Resources:
LinkedIn: https://www.linkedin.com/in/tracyenolan/
Website: www.tracynolan.com 

What if your business could actually work for your life instead of consuming it? This question lies at the heart of Tana Kramer's approach to financial strategy for women entrepreneurs.

Tana, founder of TK Solutions and a self-described "profitable strategist," joins the To Be Bolder podcast to share her journey from answering phones at her father's glass shop at age eight to becoming a fractional CFO for women-led businesses generating $1-5 million in revenue. Her path wasn't linear – after graduating with a management degree, she quickly realized corporate life wasn't for her and found her calling supporting entrepreneurs through various ventures before launching her own business.

The conversation reveals profound insights about the relationship between profitability and lifestyle design. Tana emphasizes that most entrepreneurs fail to regularly examine their financial statements, often relying on flawed memory rather than actual data. "Looking at your numbers is definitely going to be the biggest thing," she explains, noting how entrepreneurs sometimes mentally spend the same dollar multiple times. This disconnect between perception and reality leads to misalignment that manifests physically – grinding teeth, tension in the shoulders, persistent irritability – signaling something in your business model isn't working for you.

Perhaps most valuably, Tana addresses the emotional and psychological dimensions of entrepreneurship. She shares how she discovered her own inherited scarcity mindset through conversations with her mother, and offers a powerful strategy for those struggling with similar limitations: "Get yourself into rooms where people are sure it's possible and you can borrow some of their confidence while you prove it to yourself." This environment shift gradually transforms your relationship with money and profitability.

Whether you're just starting your entrepreneurial journey or looking to scale your existing business more intentionally, Tana's guidance offers a refreshing perspective on creating financial systems that support your vision rather than dictate it. Tune in to be inspired and learn two important insights about managing your money.

When Rene Madden turned 60, everyone expected her to retire. Instead, she launched her own business, pursued a master's degree, and wrote a book. "I am not retiring," she declares. "I could work till I'm 70 or 80. I am just beginning."

Renee's remarkable journey spans four decades in financial services, from her humble beginnings as a secretary who described herself as "the office butterfly" to leading transformation teams at industry giants like JPMorgan, Morgan Stanley, and Schroeders. Along the way, she discovered her talent for management, team building, and process optimization – skills that now form the foundation of her consulting business, Elevare Dynamics.

What makes Rene's story particularly compelling is her candor about the challenges she faced. Despite her impressive credentials, she admits to struggling with confidence issues throughout her career. "I'd be in a meeting thinking I don't belong in this room," she shares, acknowledging the imposter syndrome that plagues so many women in corporate settings. Her advice? "Don't be afraid to use your voice. Don't let anyone take your power away."

The conversation takes fascinating turns through discussions on AI implementation (she warns against "automating a bad process"), the dangerous trend of eliminating middle management positions, and the importance of developing the ability to pause, reflect, and respond rather than being emotionally hijacked by workplace challenges.

Whether you're early in your career journey, contemplating a major professional pivot, or simply inspired by stories of reinvention, Rene's perspective offers valuable wisdom: "If you have passion for something, don't be afraid, do it." Her example proves that with courage and clarity, our most fulfilling work can begin at any age.

Resources:
Rene’s Profile linkedin.com/in/renemadden
Rene's book: Crush It!

Websites
https://www.elevaredynamics.com (Business)
upliftcareercoaching.com (Personal)

Meet Cassandra Chin, a remarkable young woman who began teaching tech workshops internationally at just 13 years old. Now 22, she's authored "Raising Young Coders," speaks at global tech conferences, and champions inclusivity in the technology field with wisdom beyond her years.

Cassandra shares her unconventional journey into tech, debunking the myth that coding requires strong math skills. "Programming is more about logic and creativity," she explains, offering a refreshing perspective that could open doors for creative minds hesitant to explore coding. Her approach focuses on making technology fun and accessible rather than intimidating—a philosophy that shines through in her book's projects like "Squishy Circuits," where children create art with conductive Play-Doh and LEDs.

What stands out most is Cassandra's approach to navigating male-dominated tech spaces. When asked how she maintains confidence at conferences where women are underrepresented, her strategy is brilliantly simple: "I start by introducing myself and telling them my biggest accomplishment, and then after that we're equals." This straightforward method of establishing credibility offers valuable wisdom for women of all ages. Cassandra's parting advice for parents? "Give your kids an opportunity to try technology without biases. Just let them experience it and decide if they like it." For anyone interested in making technology more inclusive—especially for young girls—this conversation provides both inspiration and practical strategies to break down barriers in tech education.

Listen now to hear Cassandra's full story, and use her special discount code for 20% off her book "Raising Young Coders." Have you been approaching technology with unconscious biases? This episode might change how you think about coding education forever.

Springer: https://link.springer.com/book/10.1007/979-8-8688-1393-1
Springer Discount Code: APAUT

Amazon: https://www.amazon.com/Raising-Young-Coders-Teaching-Programming/dp/B0DVBQZ483/

Cassandra Chin | LinkedIn, X

Latest Book: Raising Young Coders: A Parent’s Guide to Teaching Programming at Home