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2B Bolder Podcast : Career Growth and Insights from Women in Business, Tech & Sports

Advertise on podcast: 2B Bolder Podcast : Career Growth and Insights from Women in Business, Tech & Sports

Rating
★★★★★
5
from
30 reviews
This podcast has
162 episodes
Language
English
Explicit
No
Date created
2019/12/22
Latest episode
2026/10/10
Average duration
42 min.
Release period
22 days

Description

The 2B Bolder Podcast brings you into real conversations with women leaders in business, tech, and sports. Going deep into what helped them succeed, shine and stand out as leaders. Hosted by Mary Killelea, a former Intel marketing strategist and career visibility coach, the show shares real stories and practical insights from women who have built meaningful careers and leadership paths. Each conversation provides guidance on: • Building your personal brand with intention • Speaking with confidence and clarity • Strengthening leadership presence and influence • Navigating career transitions with purpose • Advocating for your value in rooms where decisions are made If you’ve ever felt overlooked despite the work you deliver, this podcast will help you show up, speak up, and step forward — with clarity, confidence, and a strong sense of who you are.   Learn more at www.2BBolder.com The 2B Bolder Podcast ranks in the top 3% of 3.5 million podcasts globally (Listen Score).

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Check latest episodes from 2B Bolder Podcast : Career Growth and Insights from Women in Business, Tech & Sports podcast


What are good career pivot strategies with Ashley Stahl
2026/10/10
How do you change careers when your job looks perfect on paper but feels wrong? In Episode 162 of the 2B Bolder Podcast, host Mary Killelea talks with Ashley Stahl, career coach, two-time TEDx speaker, bestselling author of You Turn, and CEO of Wise Whisper Agency. Ashley left counterterrorism work at the Pentagon after realizing she had built a future that didn’t fit. She turned a side skill in job searching into a career in coaching, speaking, and entrepreneurship. Ashley explains how to make a career change when you feel stuck, and how to job search in an AI-driven market without panic. She shares why chasing a fast answer backfires, how to move from fear back to alignment, and how to “notice what you’re noticing.” Her core advice for finding your career path is simple: don’t do what you love, do what you are. Separate your hobbies and interests from the natural gifts you’re meant to use at work. Mary and Ashley also cover personal branding for women in business and tech. They discuss how to find original ideas for a signature talk, how to land a TEDx talk, and what AI can’t replace in public speaking: conviction, humanity, and a story with real stakes. Ashley also talks about building visibility when self-promotion feels uncomfortable. 🎧 Subscribe to the 2B Bolder Podcast for more conversations like this. Share this episode with a friend who’s mid-pivot, and leave a review so more women can find the show. Connect with Ashley: ashleystahl.com | wisewhisperagency.com
Build the Career You Can't Predict with Tracey Miller
2026/07/28
The best careers rarely follow a straight line. They evolve through curiosity, calculated risks, unexpected opportunities, and the courage to keep moving forward, even when the destination isn't clear. In this episode of the 2B Bolder Podcast, host Mary Killelea sits down with Tracey Miller, co-owner and Managing Partner of 9iFX, an award-winning creative visual studio that helps some of the world's most recognizable brands tell unforgettable stories through visual effects, animation, immersive experiences, and cinematic storytelling. But this conversation isn't just about visual effects—it's about building a career with intention, embracing uncertainty, and creating opportunities instead of waiting for them. Tracey shares the unconventional path that led her from backpacking through South America at 18 to graduating into the 2008 financial crisis, launching an entrepreneurial venture, earning a Fulbright Scholarship to complete her MBA in Madrid—in Spanish—and ultimately co-founding 9iFX with her husband. Her journey is a powerful reminder that resilience, adaptability, and a willingness to take thoughtful risks often lead to the most rewarding careers. Mary and Tracey also explore what it really takes to grow a creative business—from balancing entrepreneurship with marriage and leadership to hiring employees, building client relationships, and navigating the realities of running a studio in an industry that's constantly evolving. The conversation also dives into one of today's biggest topics: AI and the future of creativity. Tracey shares her perspective on how artificial intelligence is changing visual storytelling, where it creates new opportunities, and why human creativity, taste, collaboration, and craftsmanship remain essential. Together, they discuss the growing importance of originality, copyright, client trust, and creating work that genuinely connects with people. Whether you're building your career, considering entrepreneurship, leading a creative team, or wondering how AI will reshape the future of work, this episode offers practical insights and inspiration for embracing change with confidence. In this episode, you'll discover:  Why the most fulfilling careers are rarely linear  How curiosity and calculated risk create unexpected opportunities  What it really takes to build a successful creative business  Lessons from partnering with your spouse while growing a company  Why the best visual effects are often the ones you never notice  How great storytelling creates emotional connection  The opportunities—and challenges—AI is bringing to creative industries  Why human judgment, creativity, and craftsmanship still matter  Advice for women considering entrepreneurship or their next bold career move  What it means to build a career you couldn't have predicted, but wouldn't trade for anything If you've ever questioned whether you're on the "right" career path, this conversation is a reminder that some of the best opportunities come from following your curiosity, saying yes to the unknown, and trusting yourself to figure it out along the way. 🎧 Tune in to Episode #161 of the 2B Bolder Podcast with host Mary Killelea, and discover how embracing uncertainty can lead to a career that's more meaningful than you ever imagined. If you enjoyed this episode, subscribe to the 2B Bolder Podcast, leave a review, and share it with someone who's ready to take their next bold step.
AI, Leadership, and Building a Career That Evolves with Intention; Episode 160: Leigh Felton
2026/07/14
AI is already shaping who gets noticed, who gets hired, and who gets promoted. The question is: are you ready for what's next? In Episode 160 of the 2B Bolder Podcast, I sit down with Leigh Felton, President and Chair of the AI for Job Security Foundation and former leader of Responsible AI Enablement at Microsoft, for a conversation that goes far beyond artificial intelligence. We explore how to build a career with intention while the rules of work continue to evolve. Leigh shares her non-linear career journey and the turning points that came from staying open to unexpected opportunities. We also get practical with a 30-60-90 day approach that starts with listening, moves into pattern recognition, and ends with testing meaningful improvements. Whether you're starting a new role, stepping into leadership, or making a career pivot, this framework can help you build confidence without feeling like you need to have all the answers on day one. We also pull back the curtain on what an executive Chief of Staff really does, how influence is built behind the scenes, and why authentic leadership is far more powerful than trying to fit a leadership mold. Then we dive into one of the most important conversations facing professionals today: responsible AI, AI literacy, and AI bias. Leigh explains why no AI system is completely unbiased, why it's critical to question AI-generated outputs rather than blindly accept them, and what every professional can do to become a more informed and responsible user of AI. If you're wondering how AI will impact your career, how to stay relevant as technology reshapes the workplace, or how to lead with confidence through change, this is an episode you won't want to miss. 🎧 Tune in to Episode 160 of the 2B Bolder Podcast, and if you enjoy the conversation, please subscribe, share it with someone navigating their own career journey, and leave a review to help others discover the show.
Monique Kelley, author of Redefining Networking, Discusses How to Embrace This Critical Skill #159
2026/06/23
Networking gets a bad reputation. And honestly? It's earned it. For most people, the word conjures images of awkward small talk, business cards nobody keeps, and conversations that feel more like auditions than actual human connection. It feels transactional. It feels fake. And for a lot of women, especially, it feels like a game they were never taught how to play. But what if the problem isn't networking itself — it's the way we've been taught to think about it? On the 2B Bolder Podcast, host Mary Killelea sits down with Monique Kelley — professor, consultant, and author of Redefining Networking: How to Lead with Your Unique Value, an Amazon #1 Bestseller in Business Ethics — to completely reframe what networking is, what it isn't, and why getting it right might be the single most important career move you make. Monique is a two-time PRNEWS Top Women in PR award recipient, a founding member of CHIEF, and has been featured in FOX and Fast Company. She's built a career working with some of the biggest names in biopharma — Pfizer, Roche, Lilly, Johnson & Johnson — not by chasing opportunities, but by building meaningful relationships that opened doors long after the conversation ended. Today she teaches the only Career Readiness course at Boston University's College of Communication, shaping how the next generation of professionals show up, connect, and lead. This conversation covers it all — her career journey from a pre-med detour into communications and healthcare PR, the moment she stepped in to present to a major client when her boss was out and realized that relationships matter just as much as the deck, and the pivots that took her from agency life to in-house roles to fractional consulting and eventually the classroom. Mary and Monique dig into the real stuff: What most people fundamentally get wrong about networking — and why that misunderstanding is costing them real opportunitiesWhat "leading with your value" actually means in practice, not just as a concept but as a daily behaviorA clear, three-step framework for defining your unique value, choosing the right audience, and showing up consistently — on LinkedIn and beyondWhy your network isn't a list of contacts. It's a living system of people who understand what you bring and actively want to advocate for youHow to build a network from scratch when you feel like you have nothing to offer and nowhere to startWhy remote work and meeting overload are making organic connection harder than ever — and what to do about itThe truth about "I don't have time to network" (spoiler: it's a prioritization issue, not a time issue)What Monique is seeing right now across executives, students, and mid-career professionals — and the specific behaviors she notices in women who are actually building momentumWhat she teaches her Career Readiness students at BU that experienced professionals desperately need to hearAnd the one thing she wishes she had understood earlier about building a career that lastsWhether you're in the middle of a career transition, feeling stuck in a role that no longer fits, or just dreading the next industry event — this episode will completely shift how you think about connection, value, and what it actually means to build a career on your own terms. 🎧 Listen now on the 2B Bolder Podcast. Share it with a friend who's making a move. And leave a review so more women can find this show.
Tracy Brower, PhD. discusses connection, community, and what actually makes work and life feel meaningful. #158
2026/06/02
Your career doesn’t grow in isolation, and neither does your confidence. When we feel overlooked, stuck, or burned out, we often blame skills, strategy, or a lack of a personal brand. But what if the real lever is connection and community and the quality of the relationships around us? On episode #158 of the 2B Bolder podcast, I sat down with Dr. Tracy Brower, a sociologist, author, and the VP for Workplace Insights at Steelcase, and got practical about what makes work and life feel meaningful. We talked about why sometimes the  “work is a grind” narrative misses something human and important: we all have an instinct to matter, and work is one of the biggest places we’re seen, supported, and shaped. Tracy breaks down the modern pattern of having more connections but fewer fulfilling relationships, plus how distraction, social media, and post-COVID habits can leave us with shallow “empty calorie” interactions. We also get tactical about networking for women in business and tech without the icky, transactional vibe. Tracy shares how giving can be asynchronous, why you should build your network before you need it, and how to walk into coffee chats with less pressure by focusing on learning. If visibility is your challenge, she offers a clear framework for the kinds of people you need around you: advocates, honest challengers, and safe-harbor colleagues. You’ll also hear memorable data points from her latest book, Critical Connections, including how long it really takes to make a friend and why diverse relationships boost joy and fulfillment. If you found this helpful, subscribe, share with a friend, and leave a review so more women can build careers with stronger connection and real belonging. Resources: tracybrower.com Connect with Tracy on LinkedIn Order Critical Connections Here
From Urban Farmer to AI SAAS Co Founder Maggie Pounds Shares Her Journey #157
2026/05/19
Most people don’t fail at sales because they’re “bad at sales.” They fail because fear hijacks their brain at the exact moment they need clarity. That’s why I loved talking with Maggie Pounds, co-founder of Salescoach Pro, an AI-powered sales training platform that helps sales reps practice real conversations before they ever get on the phone with a real customer. If you’ve ever frozen, rambled, or felt your heart rate spike during an objection, you’ll recognize what she describes: even simulated role play can feel shockingly real, and that realism is what builds true confidence. On episode #157, Maggie shares her unconventional path from urban farming and farmers markets to building an AI product alongside her husband, plus how a simple Thanksgiving dinner conversation with her sister sparked the core idea. We get into what makes effective sales coaching work, why repeated reps matter more than generic advice, and how tailored feedback, scoring, and structured scenarios can improve onboarding and sales enablement without draining a manager’s time. We also talk about the practical question everyone asks: why not just use ChatGPT, and what a purpose-built voice role play experience does differently. Beyond the product, Maggie brings a refreshing perspective on AI hype and fear, especially for people who worry they’re “behind.” She argues for curiosity, moving slowly, and using technology as a tool to enhance human skill, not replace it. We close with a candid look at intentional living, homeschooling, presence, and giving yourself permission to pause projects in different life chapters, plus what “to be bolder” really means when you listen to yourself and take the next step. If this conversation helps you rethink confidence, sales practice, or building a business that supports your real life, subscribe, share the episode with a friend, and leave a review so more listeners can find the show. Resources: Maggie Pounds on LinkedIn SalesCoachPro
Kellyn Gorman talks about building a career in tech : Databases, AI Advocacy, Mentoring, PDXWIT and more. #156
2026/05/05
You can spend your whole career waiting to feel “ready,” or you can do what Kellen Gorman did: jump in, learn fast, and let results speak. Kellen is an engineer and advocate at Redgate Software with nearly three decades across databases, cloud, and AI, plus experience at Microsoft, Oracle, and Delphix. Her path into tech starts with a brutal curveball, recovering from five strokes and rebuilding her work life from the ground up, then turning the hardest, least popular tasks into standout opportunities. On episode #156, we get concrete about what career boldness looks like in practice: taking on the database no one wants, refusing to be boxed into a single platform, and staying technical even in an advocacy role by working directly with product teams and customers. Kellen shares why “AI exhaustion” is real, how duct-taped AI features can hurt usability, and how to experiment with generative AI without blowing up your cloud bill. If you’re trying to upskill in AI, cloud, or cybersecurity, you’ll leave with sane starting points and a clear warning about AI snake oil salesmen. We also talk about visibility and personal branding for women in tech: blogging, books, GitHub, and public problem-solving as proof that travels when you’re not in the room. The episode closes with community and support, including the revival of PDX Women in Tech in Portland, and why mentorship alone isn’t enough without sponsorship and real networks. Subscribe to this podcast for more conversations on topics that matter to women in tech and business, skills, being in the right rooms, gaining opportunities, confidence, visibility, and meaningful career growth, then share this episode with a friend and leave a review so more women can find it. Resources: DBAKevlar website Kelly’s LinkedIn Profile Pdxwit.net
Dr. Fern Halper, Shares Her Brilliance, From Oceanography to AI Leader #155
2026/04/07
On episode #155 of the 2B Bolder Podcast, I got to sit down with someone I could have honestly talked to for hours — Dr. Fern Halper. And if you've been feeling overwhelmed by all the AI noise out there, this one is for you. Fern has been working in data and AI for over 30 years — long before it was a headline — and she is the real deal. What struck me most wasn't just her brilliance or depth of knowledge; it was her warmth, her wisdom, and the genuine human kindness she brings to everything she does. It was such an honor to have her on the show, and I walked away inspired. We got into all of it — data foundations, governance, trust, and the career skills that keep you valuable as AI tools and agents move faster than most organizations can keep up with. No fluff, just real talk. Here's what we covered: Fern's unexpected path from oceanography research to data and AI leadershipThe career forks that shaped her journey and why speaking up is everythingWhat companies are actually coming to her for: strategy, starting points, and governanceThe new roles emerging around responsible AI, ethics, stewardship, and operationsWhy so many enterprises are lagging behind and what "building a foundation" really meansWhat feels genuinely different about this AI moment — and why it comes with real risksWhere agentic AI and multi-agent systems are taking businesses in the next 3 to 5 yearsThe skills that stay valuable no matter what: critical thinking, risk, communication, and literacyThe mistakes leaders keep making — skipping the business need and treating governance like a choreWhy trust isn't just technical — it's the change management your people can actually believe inWhy we need more women's voices at the table when it comes to AI governance and ethicsIf this resonates with you, please share it with a friend who needs to hear it — and don't forget to like and subscribe! Resources: 📖 Data Makes the World Go 'Round: The Data, Tech, and Trust Behind AI Success by Dr. Fern Halper🔗 Connect with Dr. Fern Halper on LinkedIn🌐 aifoundationsgroup.com
Monica Nassif Shares Lessons From Building a Household Brand #154
2026/03/31
"Different is better than better." It's the belief that drove Monica Nassif to build one of the most beloved household brands in America, and in the latest episode of the 2B Bolder podcast series, she sat down with me to share exactly how she did it. And this was a conversation I didn't want to end. Monica didn't stumble into entrepreneurship. She grew up the oldest girl in a family of nine kids, all born within 10 years, running the household when her mom needed backup, holding jobs from age 10 onward, babysitting, waitressing at a truck stop (where she lied about her age at 15!), and typing in an ER at 16. Her mom's mantra? "Learn to work with people." That stuck. What I love most about Monica's story is the boldness of her strategy. She built a beautiful, high-end cleaning brand called Caldria, and then deliberately set out to compete with herself before anyone else could. That's how Mrs. Meyer's was born, inspired by her real Midwestern mom, Thelma Meyer, the original recycler who wasted absolutely nothing. We cover so much: Why she trusted trend-spotting over focus groups How packaging and fragrance turned cleaning products into something people wanted on their countertops The two "belly flops" and the financial guardrails she used to shut one down before it became a sinkhole Building an up-tempo culture with office badminton, ornament contests, and talent showsWhy authenticity and storytelling are your biggest competitive advantages right now, especially in the age of AIAnd she's got a book coming late April, I Bottled My Mother: The Mrs. Meyer Story, Grit, Grime, and Growing a Business, part love letter to her mom, part startup manual. It's the business book that's actually funny and emotionally honest. I cannot wait to get my hands on it. I'm sure it will be a very popular business book. Her advice to her younger self? Slow down and listen more. Mine too, Monica. Mine too. 😄 🎧 Please check out this episode, drop a review, and share it with a founder or dreamer in your life! Resources: I Bottled My Mother: The Mrs. Meyer Story Monica Nassif on LinkedIn
#153 Gina Riley, Executive Career Strategist and Author, Shares Insights On Managing a Career Transition
2026/03/17
Interviews can feel overwhelming if you're not prepared, or worse, they can feel discouraging when you know you’re qualified, yet you keep hearing “we went another direction.” In episode #153 of the 2B Bolder podcast, I’m joined by Gina Riley, a former Fortune 50 HR leader turned executive career strategist and author of Qualified Isn’t Enough, to discuss what’s really happening behind the scenes in executive hiring and why great résumés still fall flat without the right story. And yes, even if you're not an executive, this show has great takeaways for you! We dig into the hiring manager’s reality: a requisition is funded to solve a specific business problem, and the candidate who wins is the one who positions themselves as the clearest solution. Gina shares how to “read the room” across every touch point, why every stakeholder is effectively a decision maker, and how to build a tight set of interview stories that prove leadership, judgment, and results without sounding like everyone else. We also talk about executive presence, including the subtle communication habits that can weaken confidence and decisiveness, especially for women navigating competitive leadership roles. Gina walks us through her Career Velocity Framework: clarifying your unique value proposition, capturing wins in a career data vault, tightening your “tell me about yourself,” then translating it all into a stronger LinkedIn profile, interview prep, and a relationship-driven job search strategy. We also get practical about today’s job market, layoffs, and how informational interviews can guide AI skill building when the landscape changes too fast for generic advice. If you’re planning a career transition or you’re in the middle of one, stop what you're doing and listen now, then subscribe, share this with a friend, and leave a review so more women in business and tech can find these career strategy tools.  Gina is amazing at knowing the ins and outs of navigating these waters, so you don't have to go it alone. Resources: Gina Riley on LinkedIn Gina Riley Consulting
#152 Elaina Dulaney Shares the Power and Value of Experience and Relationships in Career Resilience
2026/02/17
Want a masterclass in credibility, change communications, and career resilience without the fluff?  I had the opportunity to sit down with senior communications leader Elaina Dulaney to unpack how strategic storytelling, trusted relationships, and a servant leadership mindset can carry you from small software gigs to agency depth and into the halls of Big Tech on episode #152 of the 2B Bolder podcast. Elaina shares the early principle that shaped her career arc, build experience before kids to create future choice, and the unexpected phone call that turned into an agency, Microsoft work, and eventually a corporate leadership role right before the world shifted. She and I get candid about today’s market: how budgets are tighter, rates are pressured, and job boards can feel like a black hole. Elaina breaks down a practical system for job seekers, 10% applications, 25–30% AI upskilling, 25–30% brand building, and the rest on targeted networking, plus the one constant that still moves mountains: relationships. We talk through “overqualified” bias, why great managers hire strategic doers, and how to spot roles where scope expands but recognition lags. You’ll hear real tactics to surface referrals, maintain momentum, and protect your mindset when you face rejections, even though you are quite capable of the role. For leaders, we dig into the communication blind spots that quietly sink trust: last-minute reviews, skipped rehearsals, and messages that forget the audience. Elaina outlines a change comms playbook built on consistency across stakeholders, durable truth, and live Q&A that shows transparency under pressure. And because AI is changing the craft, we frame it as a copilot, not the pilot, so strategy, ethics, and empathy stay human. We also explore executive presence on LinkedIn, balancing authenticity with professionalism without slipping into performative posts. If you’re building a career in communications, marketing, or tech, or you lead teams through complexity, you’ll leave with a sharper toolkit and renewed conviction that reputation and community are your edge. If this conversation sparks ideas or you want more on these topics, connect with us on LinkedIn, share the episode with a friend, and leave a quick review so we can keep the conversations you care about coming. Tune in as Mary and Elaina talk openly about today's job market and share how they both face it with grace and optimism. Resources: Connect with Elaina Dulaney on LinkedIn
#151 QuantumBloom's Andrea Mohamed on Redesigning Work So Women Stay And Thrive
2026/02/03
Ever feel like you did everything “right” and still got sidelined? We sit down with Andrea Mohamed, COO and co‑founder of QuantumBloom, to unpack why so many women exit tech and what it takes to build workplaces they won’t want to leave. Andrea traces her journey from first‑gen college student to strategy executive and founder, sharing how an MBA unlocked confidence and how glass-cliff roles, nitpicky performance feedback, and unspoken power dynamics still got in the way. The message is clear and practical: stop blaming individuals and start redesigning systems, while equipping women early with the skills that make influence, advocacy, and staying power feel natural. We dig into the critical inflection points where women quietly disengage: the first year after a STEM degree, the leap to management, and the jump to senior leadership, where relationships and influence matter more than output. Andrea explains why the school playbook fails at work, how to unlearn “merit-only” thinking, and what durable skills, communication, negotiation, and cross-functional trust look like in real roles. We talk about psychological safety, manager capability, and pro-family flexibility that benefits everyone, not just mothers, and how these choices change retention. The conversation turns tactical for leaders and HR. Learn to quantify turnover, model retention ROI, and speak the CFO’s language so talent programs no longer get cut. Andrea outlines how HR can evolve, as modern marketing did, moving from “arts and crafts” to a revenue partner, by connecting programs to profit. We also address DEI headwinds, the tall poppy problem, and the courage it takes to be values-aligned and visible without burning out. If you care about keeping women in STEM, building fair systems, and turning excellence into advancement, this one gives you the data, the playbook, and the push. If this resonates, follow, share with a colleague who leads teams, and leave a quick review so more people can find the show. Your feedback helps us keep these conversations bold and useful. Resources: Quantum Bloom is helping companies retain and advance women in STEM by fixing the systems that push them out Andrea Mohamed on LinkedIn
#150 How Tamara Day Built Her Brand From Driveway Sales To HGTV
2026/01/13
Confidence radiates from doing something you're passionate about. Doing it for a living and building talent and vision over time is magic. I had the best time sitting down with award-winning designer and Bargain Mansions TV host Tamara Day to talk about her life before stepping onto the national platform of the Magnolia Network and HGTV. The successes are only part of her story; the heart of her commitment, grassroots community, and her choice of integrity over shortcuts really make her unique. Tamara shares the unlikely chain of moments that led to television, plus the practical habits that kept her grounded once the cameras arrived. We get real about the early fear of filming, the shift from “we” to “I” without losing team spirit, and the tough but necessary rebrand from Growing Days to “Tamara Day” for SEO and discoverability. If you’re building a business around your name or wondering when to pivot a beloved label, this is a masterclass in listening to the data and keeping meaning in the details. We also dig into her love for product design as a second act: creating shallow, wide fixtures for low ceilings, weaving scallops and soft curves across categories, and maintaining a cohesive color story across multiple manufacturers. Tamara explains how she balances creative intuition with business strategy, when to pause a collaboration that doesn’t feel right, and why long-term brand trust beats short-term hype. You’ll leave with usable design ideas: set up a simple drop zone, add a front-door catchall, and try color drenching, one saturated hue across walls, trim, and even ceilings, for big impact on a budget. Tamara’s approach proves that patience compounds, partnerships multiply reach, and the best definition of success includes the freedom to step away for a month with your family. Subscribe to 2B Bolder, share this with a friend who loves design and has ever wondered what it would be like to be a designer on HGTV. See the full library of Women in Business and Tech Career podcasts Episode Title: #150 How Tamara Day Built Her Brand From Driveway Sales To HGTV Transcript
#149 Sandy Carter on How Bold Leadership And Smarter AI Choices Create Real Opportunity
2025/12/23
In this episode of 2B Bolder, I sit down with Sandy Carter, Chief Business Officer at Unstoppable Domains, former AWS and IBM executive, Forbes contributor, and author of AI First, Human Always. We talk about what it really means to take smart risks, build influence through visibility, and lead in fast-moving spaces like AI and Web3, even when you don’t feel 100 percent “ready.” Sandy shares pivotal career moments, including a $5 billion bet that didn’t seem obvious at the time, and the lessons she learned about arriving early, staying late, and taking ownership before permission is granted. We reframe visibility, not as self-promotion, but as credibility, narrative control, and leadership when the stakes are high. We also dig deep into what an AI-first, human-always mindset actually looks like in practice. Sandy explains why AI should start with business outcomes, not tools, and how leaders can redesign workflows, decisions, and customer experiences with AI as the lever, while keeping human judgment firmly in control. From pressure-testing arguments to accelerating research, we talk about where AI adds leverage and where humans must always own voice, values, and accountability. This conversation gets refreshingly real. Sandy shares stories about AI agents quietly changing their own limits, robots learning the wrong behaviors by watching humans, and why simple guardrails, human-in-the-loop oversight, logging, and escalation paths matter more than flashy demos. We also explore why building your own agents, not just relying on ChatGPT, is becoming essential for leaders who want real control and resilience. Finally, Sandy walks through the origin of Unstoppable Women of Web3 and AI and the powerful three-part formula behind it: education, tribe, and recognition, a model that has trained tens of thousands of women and dismantled the tired excuse of “we can’t find qualified women.” If you’re a senior leader navigating responsible innovation, or a rising builder wondering if now is the moment to step forward, this episode offers a clear message: lead while you learn, act before consensus, and put guardrails in place so innovation compounds instead of derails. If this conversation resonated, share it with someone who needs a nudge to be bolder, and leave a review telling me the bold move you’re committing to this week. Resources:  Sandy’s Profile linkedin.com/in/sandyacarterBooksBySandy.comsocialmediasandy.wordpress.com/  See the full library of Women in Business and Tech Career podcasts Sandy Carter's Career Tips for Women Transcript The 2B Bolder Podcast provides first-hand access to some amazing women. Guests will include women from leading enterprise companies to startups, women execs, coders, account execs, engineers, doctors, and innovators.
#148 From Engineer To COO: Catherine Wong On Leading With Empathy And Scale
2025/12/08
What if the fastest way to grow your career isn’t a straight climb but a series of smart, sideways moves that sharpen your empathy and judgment?  In this episode, I had the pleasure of sitting down with Catherine Wong, COO and CPO at Entrata, to unpack how she scales products and people by shaping cultures where every voice is invited, and the best ideas surface early. From engineering during the dot-com downturn to leading global teams through acquisitions and hypergrowth, Catherine shares the habits that turn uncertainty into momentum: practice your voice, ask for real feedback, and reward behaviors that build trust. We go deep on how product and operations intersect when you’re building an operating system for real estate. Catherine explains why diverse perspectives improve outcomes and how leaders can intentionally signal what matters by recognizing thoughtful execution, not just loud opinions. Her take on the future of work is refreshingly actionable: AI changes the “how,” not the “why.” Whether you specialize or stay broad, treat curiosity like a muscle. Run small experiments, unlearn out-of-date tactics, and stay anchored to clear business outcomes. You’ll hear practical frameworks for deciding under ambiguity. widen inputs, seek data, welcome dissent, and iterate with agility. Catherine also breaks down visibility tactics for women who are competent but overlooked: volunteer for updates, lead slices of complex projects, and request precise post-meeting feedback. Her story of integrating a UK acquisition while battling imposter syndrome reveals a simple truth: courage plus clarity compounds into trust, scope, and impact. If you care about culture design, product leadership, AI fluency, and building a resilient career in tech, this conversation is a blueprint you can use today. Follow along, share it with a friend who needs a nudge, and subscribe to get more candid, practical conversations. Loved this one? Leave a review and tell us the bold step you’re taking next. Resources: Catherine Wong on LinkedIn Entrata See the full library of Women in Business and Tech Career podcasts Catherine Wong's Career Tips for Women Transcript The 2B Bolder Podcast provides first-hand access to some amazing women. Guests will include women from leading enterprise companies to startups, women execs, coders, account execs, engineers, doctors, and innovators.

Podcast reviews

Read 2B Bolder Podcast : Career Growth and Insights from Women in Business, Tech & Sports podcast reviews


5 out of 5
30 reviews
★★★★★
Claudia I. P. 2025/08/11
Authentic inspirational conversations
Mary’s podcasts delivers inspiration through authentic conversations. She has created a fantastic space where dynamic female leaders can share and com...
★★★★★
AllisonLane 2025/05/30
So fierce!
Absolutely love Mary’s take on navigating career turns and pivots and wins!
★★★★★
Niikki Burla 2022/02/28
Love this podcast
A must listen!
★★★★★
miss lyss222 2022/01/10
changing my major to business
i am in the process of switching my major to buisness and i feel so stressed and had no idea where this is going to take me this makes me feel so much...
★★★★★
cou0007 2020/09/26
Love this podcast.
Mary does a great job on her interviews. Love the variety of topics!
★★★★★
SwagCobra 2020/07/01
Love all the different industry perspective
This is incredible, love getting the insights from such strong, intelligent, powerful women.
★★★★★
lisahawleylove 2020/03/10
Various perspectives and informative!
Successful female leaders share personal stories and offer advice for young women interested in careers in business and tech.
★★★★★
Kylie 2019/12/31
Excellent!
Very informative and interesting!
check all reviews on apple podcasts

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