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Should I Quit My Job? Chuck Blechman on Bridging Tech, Coaching, and Radical Honesty, Ep. 561
This week, Take It from the Iron Woman sits down with Chuck Blechman — part-time CTO, ACC coach, and proud New Yorker — who's spent his career scratching two itches at once: technology 💻 and human connection 🤝. Chuck shares how decades of delivering over 1,000 software projects taught him to build models, challenge assumptions, and — most importantly — name the truth 🗣️, a skill that translates directly into his coaching work.
The conversation turns tender when Chuck traces his signature warmth back to his 98-year-old grandmother, Grandma Lilly, whose answering machine message simply said "I love you" 💛. Her joy, food, and hosting spirit shaped a five-year-old Chuck who declared he'd "wanted to perspire" his whole life — and never stopped running since 🏃♂️.
Speaking of running — Chuck gets real about injury, rest, and rebuilding: Achilles and calf setbacks that taught him sustainability over stubbornness 🦵⏳. He weaves this into a "postmortem" mindset borrowed straight from software development — when something breaks, ask what you can learn, not just how to push through 🔧📉.
The episode closes on Chuck's provocative new project, a "Should I quit my job?" decision-support tool 🤔💼 — designed not to hand out a yes-or-no, but to help people uncover the deeper question underneath their restlessness. A rich mix of tech, tenderness, and truth-telling 🌟.
28 Sept 2026
The Making of Dr. Molly: Purpose, Culture, and Authentic Leadership, Dr. Molly Stillwell, Ep. 560
🌍 Dr. Molly Stillwell's leadership work across eight countries, with a focus on Morocco, Kenya, South Africa, and the UAE
👩🔬 Her PhD research on how humans find purpose through life transition, and founding The Uprising Collective
🚇 Cultural observations on gender and safety abroad from women-only train cars in Dubai
🤝 Building trust across cultures through curiosity, humility, and small gestures like learning a few local words
🇲🇦 Her deep personal connection to Morocco through her fiancé, and its blend of tradition and modern ambition
💻 Where women in tech and leadership stand in Morocco today, and the opportunity to bring more women to the table
🩹 Her own journey with burnout, and fully claiming the title "Dr. Molly" as an act of authenticity
🛑 Boundaries and self-care as recharge practices for protected time, self-care Sundays, and staying aligned
21 Sept 2026
The Emotional Triathlon: Christine Nobles on Turning Illness Into Impact, Ep. 559
🏆 Christine Nobles' is the winner for "Entrepreneur of the Year" for Women in Cloud and her amazing story
🩺 Her personal health journey: breast implant illness (BII), 2,200+ hospital days, two lymphoma diagnoses, and a recent breast cancer diagnosis
💥 Founding Sick Titties / SickKitties.org and turning a personal crisis into a movement and brand
🤖 Building "Karen," an AI initiative with City of Hope to advance the science behind BII
🚐 The Stand Up For Sick Titties Tour — a multi-city (and international) fundraising and awareness campaign with a $10M goal
⚠️ The care-coordination gap: misdiagnosis, lack of research, and doctors who don't yet recognize the disease
🤝 Relationship capital — the mentors, investors, and partners who opened doors along the way
🎨 How she sustains herself through treatment: yoga, swimming, family, art therapy, and community
Who has been a guest on Take it from the Ironwoman
Names identified in recent episode analyses. Showing up to five guests.
Ian Saville
Andrew O'Brien
Lydia Hall
Shoe Shoemaker
Eve Weinberg
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
10,493
Score snapshot 15 Sept 2025
Apple Podcasts (US)
5.0 / 5
9 ratings
Spotify
5.0 / 5
1 ratings
Podcast Authority Score: 74 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
92
Social presence
0
YouTube
72
Engagement
68
Host of Take it from the Ironwoman?
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