エピソード

  • The Future of Work Has AI Agents in It. Payroll Isn't Ready. | Eynat Guez, Papaya Global
    2026/08/07
    The future of work has AI agents in it — and payroll isn't ready. Eynat Guez, co-founder and CEO of Papaya Global, joins Meg and Amy to explain why the 2030 workforce is humans and agents side by side, and why your compliance infrastructure better be ready. Eynat bet the company on owning the payment rails instead of expanding into HCM — and she did it "regulated by choice," taking on seven financial regulators globally. She breaks down why payroll sits at the intersection of HR and finance, why "move fast and break things" actively destroys value in regulated categories, and how she rolled out AI inside her own company by limiting usage first to protect employees from costly mistakes. ⏱️ In this episode: 00:00 Introduction and Open Water Swimming 03:16 The Strategic Bet: Payments Over HCM 06:14 Why Payroll Companies Don't Actually Pay People 08:00 Global Payroll Complexity and the Compliance Gap 11:00 Agentic Compliance Knowledge Base and AI Tools 12:32 How Papaya Tackles Cross-Border Payment Transparency 15:00 Fintech Regulation, KYC, and Anti-Money Laundering 16:35 Building Direct Local Bank Networks Across 150 Countries 18:50 Compliance as a Competitive Differentiator with Fortune 500 20:23 The End Worker Experience and Pay Date Liability 23:06 CyberArk Case Study: Same-Day Expert Support 28:07 AI Transformation Inside Papaya 30:24 Building the AI Infrastructure and Measuring 3x Efficiency 33:18 Change Management: Change the People or Change the People 34:46 Managing AI Token Costs and Usage Limits 37:29 The AI Maturity Self-Assessment Tool 40:28 AI Agents as Workers: The 2030 Workforce Vision 43:49 Real-Time Pay, Fractional Work, and Individual HR Systems 49:23 Where the Name Papaya Came From 50:13 Leadership Corner: Getting Your Team to See What You See 59:46 When You Know Your Vision Has Landed 01:01:11 Takeaways: The Translator Role and Systems Thinking Key insights you'll walk away with: 🎯 Why payroll companies don't actually pay people — and where the real value lives 🏦 The "regulated by choice" strategy that turned compliance into a moat 🤖 How to roll out AI to your team without letting it fail them 📈 Why the 2030 workforce means ten employers per person 🔑 Leadership Corner: How to know when a new idea has actually landed inside your organization Meg is a board member of Papaya Global. 📚 RESOURCES: Papaya Global: https://www.papayaglobal.com/ 🔗 CONNECT: Eynat Guez: https://www.linkedin.com/in/eynatguez/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show https://www.linkedin.com/in/megbear/ https://www.linkedin.com/in/amy-wilson-insight/ #AILeadership #FutureOfWork #ExecutiveLeadership #MegAndAmyShow #AIStrategy #HRTech #globalpayroll
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    1 時間 5 分
  • ⭐ We Tried GLP-1. Here's What Actually Happened. | Meg & Amy
    2026/07/31
    🚀 Two years in, and Amy and Meg bring the data. GLP-1 results, body composition breakthroughs, the metabolic reframe no one told them about — and the leadership question hiding inside every health conversation: are you building a life you don’t need to take breaks from, or just managing to survive the one you’re in? ⏰ TIMESTAMPS: 00:00 Introduction 01:59 Announcements: Textio Board & HR Tech 1000 8:42 Health Journey: Year-Two Check-In 11:32 GLP-1 — What Actually Changed 22:32 Body Composition Results & The Cost Question 28:18 Community, Trust & Staying the Course 31:20 Leadership Corner: How Much Should I Care? 39:27 Energy Systems & Sleep as a Leadership Metric 45:32 Closing Thoughts & Patty Azzarello’s Question 🔑 KEY INSIGHTS: - GLP-1 didn’t just drive weight loss — it unlocked the performance Amy had been building toward for two years. The drug and the habits compound; neither works as well alone. - For women, hormonal reality means “cut calories and work out” often doesn’t produce the results it promises men. GLP-1 can level the metabolic playing field. - Sleep is Meg’s #1 performance input — above exercise, body fat, or any other metric. When cognitive fitness goes, everything else follows. - The people who celebrate you when things are good (not just support you when things are hard) are the ones worth keeping close. Community isn’t optional on a health journey — it’s infrastructure. - Self-care isn’t what you do on vacation. It’s building a life you don’t need to take breaks from — one decision, one habit, one honest conversation at a time. 📚 RESOURCES: Weightless by Dr. Rocio Salas-Whalen (the GLP-1 protocol book Meg references): https://weightlessthebook.com/ Why Is SHE Still Here? by Patty Azzarello (the memoir with the question Meg had to write down): https://pattyazzarello.com/books/ Remedy Meds (Amy’s GLP-1 source — online, out-of-pocket, $299/month): https://remedymeds.com/ 🔗 CONNECT: Meg Bear: https://www.linkedin.com/in/megbear/ | https://megbear.com Amy Wilson: https://www.linkedin.com/in/amy-wilson-insight/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show YouTube: https://www.youtube.com/@TheMegandAmyShow #GLP1 #WomensHealth #HealthJourney #WeightLossJourney #Biohacking #HealthyLiving #Leadership #Burnout #MegAndAmyShow
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    50 分
  • You’re not broken. The system is. | Laurie Ruettimann
    2026/07/24
    🚀 Laurie Ruettimann has been saying the things HR won't say for twenty years — and she's starting to wonder if any of it worked. In this conversation, she argues that most advice is projection, financial freedom is the foundation of authenticity rather than a brand strategy, and AI isn't what's making work unbearable. She also gets emotional on mic. And tells us about the thank-you notes she wrote after putting her cat down. ⏰ TIMESTAMPS: 00:00 Introduction — Laurie Ruettimann 04:33 Inventing a life you can actually control 11:19 Financial freedom, overwork, and detachment at work 16:54 Reading outside your industry and the empathy gap 25:41 Personal brand, haters, and authenticity as a class issue 36:57 The honest question: has this work been worth it? 44:28 AI anxiety vs. what's really making work hard 49:59 The Roxy letters — why people keep showing up 52:01 Leadership Corner: restructuring, lesser roles, and severance 🔑 KEY INSIGHTS: - Most advice is projection. When Laurie sits with clients now, she rarely gives advice — she witnesses. And she tells them what they actually need to hear: "It's not you. You're not broken. The system is broken." - Financial freedom isn't a brand strategy — it's a precondition. You can't be authentic when you're still paying student loans. "Be yourself" only lands once you can afford to leave. - Career advice was built for whoever got into power first. Most of it doesn't work the same for women or people of color — because it reflects the tactics of a cohort that was mostly male. - The number one thing working parents worry about isn't AI. It's the cost of childcare. Blaming AI for workplace anxiety misses the structural problems that were already there. - The secret to being a more empathetic leader isn't a leadership course. It's reading outside your industry — geopolitics, historical fiction, stories from contexts nothing like your own. 📚 RESOURCES: Betting on You by Laurie Ruettimann: https://laurieruettimann.com/books/betting-on-you/ Incorruptible by Eric Ries: https://www.incorruptible.co/ 🔗 CONNECT: Laurie Ruettimann: https://www.linkedin.com/in/laurieruettimann/ Meg Bear: https://www.linkedin.com/in/megbear/ | https://megbear.com Amy Wilson: https://www.linkedin.com/in/amy-wilson-insight/ Instagram: https://www.instagram.com/megandamyshow/ LinkedIn: https://www.linkedin.com/company/the-meg-amy-show YouTube: https://www.youtube.com/@TheMegandAmyShow #CareerAdvice #FinancialFreedom #WorkplaceTruths #Leadership #HRLeadership #CareerDevelopment #WomenInWork #AuthenticLeadership #MegAndAmyShow
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    1 時間 4 分
  • Episode 50 | Your People Don't Have Change Fatigue. They Have Failure Fatigue | Jess Von Bank
    2026/07/17
    🚀 Jess Von Bank has spent 20+ years on every side of the HR tech problem — vendor, buyer, analyst, practitioner. She co-founded Now to Next to close the distance between an AI strategy and human outcomes, and she's writing her way through it publicly with the Human Thesis, a seven-part Substack series, and her forthcoming book Work Like a Mother. In this conversation, Jess makes the case that most organizations are running AI adoption programs when what they need is embodiment — and those are not the same thing. Handing out licenses, counting logins, and calling it transformation is a procurement decision. Embodiment is when someone in a call center starts imagining the insurance products she could build from the data AI just unlocked. The gap between those two conversations is the gap between cutting costs and finding new markets. ⏰ Timestamps: 00:25 Guest Introduction: Jess Von Bank 01:24 Racing, Ragnar and Finding Your Amy 05:14 Founding Now to Next: No Old Answers 08:52 Why AI Transformation Keeps Failing 14:50 What Is Different About This Transformation Cycle 16:04 Automation vs Reinvention: The Hands, Heads and Hearts Framework 17:43 Where AI Goes Wrong in Talent Acquisition 21:36 Hiring Without Job Descriptions: A First Principles Experiment 24:23 Adoption Is a Procurement Decision: Defining Embodiment 27:18 From 5% to 30% Improvement: The Telecom Case Study 30:35 Too Much Choice and the Danger of Scattershot AI Rollouts 31:54 Paving the Path: Change Leadership and Cognitive Dissonance 34:14 Change Is the Strategy: Reframing Change Fatigue 37:21 Workforce Representation in AI Decisions 39:18 Human Gaps Are Transformation Gaps: Diagnosing the Wounds of Change 43:00 Skeptics, Pragmatists and Power Users: No Winners and Losers 44:25 Retaining Work Experts Over Tool Experts 47:12 Workshop Story: Innovation vs Substitution in a Call Centre 49:03 Writing, Storytelling and The Human Thesis Substack 51:58 Dear Daughters: Ten Years of Private Journals 54:34 Training Claude on Her Voice: The One Rule She Never Breaks 55:46 Work Like a Mother: The Book 59:56 Leadership Corner: Should I Take the Stretch Role? ⭐ In this episode: - The adoption vs. embodiment distinction — why your ROI is missing and what actually closes the gap. - The hands, heads, hearts framework for sorting work: what AI should own entirely, what it should augment, and where you need to create more human capacity, not less. - Why "failure fatigue" is the real diagnosis behind what most leaders are calling change resistance — and what changefulness (adaptability as a default state, not a crisis response) looks like inside an organization that has actually built for it. - The five wounds of change your AI rollout is landing on whether you're tracking them or not: fear of replacement, loss of mastery, decision fatigue, trust erosion, and identity disruption. - Amy's take on the highest-stakes paradox of this moment — outsourcing your imagination to the very tool you're trying to imagine with. - And the one rule Jess gave Claude when she trained it on her voice, and what happened the day she asked it to break it. Jess Von Bank joins hosts Meg Bear and Amy Wilson for Episode 50. If you're leading an AI transformation and measuring success by adoption rates, this episode names what's actually in the way — and what it looks like when an organization builds for changefulness instead. #AITransformation #ChangeManagement #HRTech #WorkforceTransformation #Leadership #MegAndAmyShow
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    1 時間 8 分
  • Episode 49 | The Skill AI Can't Do For You — And the Career It Builds
    2026/07/10
    🚀 AI didn't add a new chapter to the software story — it restarted the book at page one. In this solo episode, Meg and Amy explain why that makes sensemaking the scarce skill right now, who earns the role that survives every era of disruption, and what it actually looks like to stop waiting and build. 🔑 IN THIS EPISODE: - The agentic HR moment: NovaWorks and SOL just came out of stealth — two agentic HCM platforms, both founded by women Meg and Amy know and have worked with. Meg (a NovaWorks board member) and Amy (whose former Workday colleagues founded SOL) make the case for why this moment is architecturally necessary, not just exciting: current HR systems were built on the assumption that work structure is static. That assumption is now wrong, and no amount of configuration fixes it. - Meg's EDS theory: how Ross Perot predicted today's AI moment, and why we're back where it all started - The leadership gap: "ready-fire aim" rollouts, mass dysregulation, and why sensemaking is the missing piece - The Golden Job: the translator who bridges what work used to look like and what's now possible — and why sensemaking is the missing ingredient - Personal vs. enterprise token strategy: Amy's two-gear system (Pro vs. Max 5x, CoWork vs. Code, Ethan Mollick's "spikiness") + Meg's enterprise framework — 3 buckets, 80% margins going to 50-60% or upside down - Leadership Corner: a PM who thought he needed a new job — turns out he needed to start building ⏰ TIMESTAMPS: 00:36 Welcome + agentic HR: NovaWorks and SOL out of stealth 04:17 Meg's EDS theory: AI restarted the software lifecycle 15:23 Sensemaking: the leadership gap hiding in plain sight 22:33 The Golden Job — the translator IS the sensemaker 26:40 Amy's personal token strategy 36:48 Meg's enterprise token strategy (embedded hot take) 47:04 Leadership Corner: "He thought he had a job problem" 58:35 Closing Thoughts 📚 LINKS FROM THIS EPISODE: ▸ Meg's newsletter Issue 21, "Coming of Age" — https://www.linkedin.com/pulse/meg-amy-show-newsletter-issue-21-the-meg-amy-show-dgghc/?trackingId=nPX2o4GahAvkl5vguIYJtg%3D%3D ▸ Amy's article: "A Love Letter to Product Managers: This Is Your Moment Don't Blow It" — https://www.linkedin.com/pulse/love-letter-product-managers-your-moment-dont-blow-amy-wilson-f2mqc/ ▸ NovaWorks (Kelley Steven-Waiss, CEO) — https://novaworks.ai ▸ Sol (Erin Yang, CPO/COO + founding team) — https://www.meetsol.com/ ▸ Ep 47 — David Blake (naps and nervous system regulation) — https://youtu.be/GGO-Ggr4yOQ 🔗 CONNECT WITH US: 📸 Instagram: https://www.instagram.com/megandamyshow/ 💼 LinkedIn: https://www.linkedin.com/company/the-meg-amy-show https://www.linkedin.com/in/megbear/ https://www.linkedin.com/in/amy-wilson-insight/
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    1 時間 1 分
  • Episode 48 | You're not unmoored. You're unchained. | Nick Mehta
    2026/06/27
    🚀 You're Not Unmoored. You're Unchained. | Nick Mehta on identity, reinvention, and the AI reckoning hitting every SaaS company. After stepping down as Gainsight CEO, Nick joins Meg & Amy to reframe what comes after the title ends — and breaks down forward deployed engineers, "token maxing," and why AI-native startups generate 10x the revenue per employee. ⏰ TIMESTAMPS: 00:00 Cold open: unmoored vs. unchained 01:25 Nick's mom, arm wrestling, and the immigrant-parent comparison trap 04:57 Why he stepped down as Gainsight CEO after 13 years 08:43 Handing off well: the "Project Washington" succession plan 11:27 Feeling unmoored by AI vs. feeling unchained 17:24 Why the SaaS CEO has the hardest job in tech right now 23:37 The New Work Foundation and Gen Z's future of work 27:09 Amy's contrarian take: why it's good for kids to reject AI 31:52 Forward deployed engineers and the new customer success 39:00 "Token maxing," the CFO reckoning, and AI's real economics 44:13 Leadership Corner: stay, jump to an AI startup, or downshift? 🔑 KEY INSIGHTS: - Every leader has a shelf life — treat succession as a structural inevitability, not a personal failure. - "Unmoored vs. unchained": the same upheaval can be two opposite stories. The work is getting to the unchained side. - Low valuations create transformation freedom — when there's less to lose, it's easier to reinvent. - Forward deployed engineers are customer success rebuilt for AI — and consumption pricing finally aligns the vendor's incentives with yours. - "Token maxing" was the hot-dog-eating contest; the CFO reckoning is the hangover. AI in the enterprise has to be a business case, not a tech demo. 📚 RESOURCES: The Trevor Project (our Pride Month dedication — please consider donating): https://give.thetrevorproject.org/campaign/797408/donate New Work Foundation (Nick + Clara Shih): https://www.newworkfoundation.com/ Larridin: https://larridin.com/ Ben Horowitz, "Nobody Cares" (a16z): https://a16z.com/nobody-cares/ "Chop Wood, Carry Water" by Joshua Medcalf (h/t Doug Merritt): https://www.amazon.com/Chop-Wood-Carry-Water-Becoming/dp/153698440X 🔗 CONNECT:Nick Mehta: https://www.linkedin.com/in/nickmehtaInstagram: https://www.instagram.com/megandamyshow/LinkedIn: https://www.linkedin.com/company/the-meg-amy-show #AILeadership #AITransformation #CustomerSuccess #SaaS #FutureOfWork #ForwardDeployedEngineers #Leadership #MegAndAmyShow
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    54 分
  • Episode 47| The AI Rush of 2025 Set the Skills Agenda Back. Here's What Comes Next | David Blake
    2026/06/19
    🚀 The AI rush of 2025 didn't move the skills agenda forward — it stalled it. That's the contrarian read from the founder of Degreed, the company built to make skills the currency of the workforce. David Blake walks us through why he thinks 2026 is the most important year of your career, what leader-led learning looks like when agents can actually run it for managers who were never trained to teach, and why he survives the SaaSpocalypse by remembering Degreed has always been an education company — not a software company. Plus the disarming answer to how he's run this thing for 14 years: naps. David is the co-founder and CEO of Degreed, the learning and skills platform he started in 2012 with a mission to "jailbreak the degree" — recognize the skill, not the credential. He's the co-author of The Expertise Economy and the co-creator of the Skills Quotient framework. He recently opened the Top of the Hill All Girls Secondary School in Kenya with Mary Murimi. ⏰ TIMESTAMPS: 00:00 Cold open — "Showing your soft underbelly" 00:31 Welcome and intro 01:39 The Kenya school — Mary Murimi and Top of the Hill GSS 06:01 The 12th Amendment, the VP election, and VICE.RUN 07:18 "Learners will inherit the earth" — Eric Hoffer and the original bet 10:11 The contrarian read — AI set the skills agenda back in 2025 13:13 Amy: AI has skills too — the human + AI hybrid 13:42 Meg: AI fluency to do what? + the simple-simple-simple skills trap 20:14 Sending agents through your corporate training — the corpus as guardrails 21:42 The most important corporate training is "who are we as a company?" 25:40 Edge cases: Singapore, Waymo, and the Disney complexity frontier 27:54 Three quick thoughts — full employment, "2026 is the most important year of your career," dynamic teams 32:29 The Degreed team call — showing your soft underbelly to your whole company 34:54 Parenting kids in the AI tidal wave — set a goal, work backwards 37:26 Meg: "Our experiences are not helpful for our children" 44:17 Maestro, Degree.ai, and the competing narratives on AI wrappers 48:00 Leader-led learning — agents for managers who were never trained to teach 50:30 The Murdoch sale, Vox Media, and where the economic rents actually go 52:00 Why Degreed is an education company, not a software company 56:15 The disarming answer to running this for 14 years: naps 58:01 Wrap 🔑 KEY INSIGHTS: - AI didn't move skills forward in 2025. It sucked the oxygen out of the room — IT had to roll out AI, attention moved on, and the skills agenda paused across most enterprises. - The most important "corporate training" content most companies are missing is their own mission. L&D's next role is custodian of organizational context — the corpus your agents actually need. - Leader-led learning is the agentic system's biggest unlock. Line managers (who were never trained to teach) can now run training-on-demand for their teams. - Economic rents in SaaS migrate back to the LLMs. The wrappers are exposed. Survival means knowing what kind of company you actually are. - For kids navigating this: maintain a love of learning AND the meta-skill of knowing how to learn. Your maps don't apply to their territory. 📚 RESOURCES: Degreed: https://degreed.com David Blake's LinkedIn post on Learning Rewired: https://www.linkedin.com/in/davidblake/ The Expertise Economy (book): https://www.amazon.com/Expertise-Economy-Smartest-Companies-Succeed/dp/1473677009 Top of the Hill All Girls Secondary School: https://topofthehillgss.org/ Mary Murimi (Top of the Hill founder): https://www.linkedin.com/in/mary-murimi-9402b82a/ Patti Constantakis (Walmart.org, on the skills cold-start): https://www.linkedin.com/in/patti-constantakis/ VICE.RUN — bipartisan VP election reform: https://vice.run/ Eric Hoffer — "Learners inherit the earth": https://en.wikipedia.org/wiki/Eric_Hoffer Sangeet Paul Choudary's Reshuffle (referenced by David — see our Ep 18 conversation with Sangeet): https://www.youtube.com/@TheMegandAmyShow NYT on the Vox Media / James Murdoch sale: https://www.nytimes.com/2026/05/20/business/media/vox-media-james-murdoch-sale.html 🔗 CONNECT: David Blake: https://www.linkedin.com/in/davidblake/ Submit Leadership Questions: megandamyshow@gmail.com Instagram: @megandamyshow LinkedIn: https://www.linkedin.com/company/the-meg-amy-show YouTube: https://www.youtube.com/@TheMegandAmyShow #SkillsAgenda #AIStrategy #LeaderLedLearning #SaaSpocalypse #Degreed #EdTech #FutureOfWork #LeadershipInTheAIEra #MegAndAmyShow
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    1 時間
  • Episode 46 | Are You Making Me Money or Saving Me Money? | Maria Colacurcio
    2026/06/12
    🚀 Maria Colacurcio asked her own AI agent to pull a code repository. Three times. It refused — and directed her to men on her team. That moment is the throughline of an episode about what's actually breaking in compensation, what AI buyers will spend on now, and the org-design conversation every founder is dodging. Maria is the CEO of Syndio — the company that defined the market for pay-equity software and is now pioneering Decision Intelligence for Pay. Customers include Walmart, Microsoft, and Salesforce. ⏰ TIMESTAMPS: 00:00 Cold open 00:41 Welcome 01:38 The Starbucks origin story — Rob Porcarelli and the 150-page crosstab report 04:32 The Pay Fairy: governing the pay decision at the moment of decision 10:55 "Be a little reckless" + you cannot cram AI learning in 15-minute gaps 14:42 The ClickUp read — wide bands, $1M packages, and systemic underleveling 21:20 The leapfrog: skills-based pay → outcome-based pay → outcome-based pricing 22:51 Anthropic's pricing change and Maria's 4-bucket hard-ROI framework 27:38 Glass box, not black box — the pay-decision audit trail 30:28 Market data is one input — not the anchor 33:33 Cindy the agent + "fluid, not full-time" domain expertise 40:21 The $40M → $100M reset: "Am I still the right person for this job?" 47:19 The LinkedIn moment — what Maria's own AI agent told her, three times 51:34 Leadership Corner — laid off, networking, and the market that moved past you 59:05 Wrap 🔑 KEY INSIGHTS: - AI vendors face a new bar: "Are you making me money, or saving me money?" The era of AI-for-AI's-sake is ending. - Pay decisions belong in a glass box, not a black box — every input, model version, override, and human-in-the-loop adjustment logged. - Wide pay bands don't break pay equity by themselves. They raise the stakes — every $1M package needs a defensible "why." - "You cannot cram AI learning in 15 minutes between meetings." Leaders modeling AI fluency need real headspace, on weekends and evenings. - The org reset from $40M to $100M needs specialists, not all-around athletes. And the founder question every sitting CEO is dodging is "am I still the right person for this job?" - Domain expertise has to be fluid, not full-time — hire your AI vendor SMEs forward, not in-house. 📚 RESOURCES: Syndio: https://synd.ioZev Eigen (Syndio co-founder): https://synd.io/authors/zev-eigen/ Steve Magness (Man in the Arena): https://www.stevemagness.com/ Trung Phan (referenced in the LinkedIn story): https://www.readtrung.com/ 🔗 CONNECT: Maria Colacurcio: https://www.linkedin.com/in/mariacolacurcio/ Instagram: @megandamyshow LinkedIn: https://www.linkedin.com/company/megandamyshow #PayEquity #PayGovernance #AIBias #AIROI #ResponsibleAI #LeadershipInTheAIEra #FoundersJourney #MegAndAmyShow
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    1 時間 1 分