Stacks on Deck

Nicolle Weeks

Stacks on Deck is a limited series podcast that asks a big but important question: How do we make work better for all of us? Most conversations about AI and work are about the work: which tasks get automated, what the productivity numbers say, which roles are safe. This show asks who absorbs the cost of the transition, who the tools were built for, and how the answer changes depending on who you are. If you're a knowledge worker trying to work out what AI means for your job, or a parent wondering what your kid should study, this is for you. Hosted by Nicolle Weeks, a journalist and author of Human+AI, a newsletter for workers trying to figure out how AI is changing the world around them. Nicolle has written for the Globe and Mail, Chatelaine, Today’s Parent, Channel 4 and CBC. She writes Human+AI for people who want a future with AI, but not at the cost of human agency. nicolleweeks.substack.com

Episodes

  1. 2d ago

    Jen Benford: We are not lazy (Stacks on Deck #6)

    In the Stacks on Deck season 1 finale, brand strategist and coach Jen Benford, diagnosed with ADHD at around 30, talks with me about what work asks of people whose brains don’t match the workplace, and why it’s not laziness. Learn three things you can use tomorrow: 1) A prompt for the task you can’t start2) Two columns for the feedback that sends you spiralling 3) What to say before you answer that urgent request For most of my life I had a set of words for myself: Scatterbrain, space cadet, and the one people call you when you’re smart but you can’t do a thing they think is simple: lazy. The problem was that, over time, I started believing it about myself. In this, the last episode of Stacks on Deck Season 1, I’m joined by brand strategist and coach Jen Benford, who writes The Divergent Talent Alchemist. She was diagnosed with ADHD at around 30. I was diagnosed a few years ago, as an adult, and I found her the same way I found every guest on this show: by reading her. I told Jen a story about an email I was trying to write. I’d finished a whole project. It was done and ready to send, but I couldn’t press send. Jen had a name for that: task initiation. AI can be the voice of reason in those moments when you are too scared to hit send. I thought my habit of saying yes to everything and my need for clear, direct instructions were two separate flaws. Jen’s answer is that they’re one brain. I get vibes. I also need the brief in writing. Both are pattern recognition, and most workplaces weren’t built for that. Six episodes, six writers I read. Thank you for listening to all of them. There’s a bonus episode still to come, and after that a new season about another kind of future. Can’t get enough of this conversation? I’m joining Jen for a Substack Live on Friday, November 20 at 1:00 p.m. ET: Human AI: Making space for how our brains work 💜. Save your spot here. What you’ll learn Why the job feels like it needs mind reading I read Jen a line from her own newsletter: “Apparently the job now includes clairvoyance. Compensation has not been adjusted.” Jen starts with the grief of a late diagnosis a lot of ADHDers feel, and then talks about the neurotypical system that neurodiverse people live within: moving goalposts hurt nonlinear thinkers most, and hierarchical workplaces are where “you’re just supposed to go along with things.” In her words: “You don’t get the best work out of people if you, one, don’t get to know them, and two, if you keep changing the goalposts and changing the expectations.” (3:49) Interest based nervous system Jen brought this term up and it I hadn’t heard of it. Neurotypical people have Importance-Based Systems: People without ADHD can typically generate motivation based on a task’s theoretical importance, future rewards, rules, or long-term consequences. They can engage with important tasks on demand. ADHDers have Interest-Based Systems: People with ADHD don’t lack willpower or discipline. Instead, their dopamine-driven brain engages primarily when a task triggers specific emotional or mental sparks. Although I knew about how we’re differently motivated, hearing it put this way was a bit of breakthrough for me. (11:08) AI as an executive assistant, and the risk of using it too much Jen’s version: “AI helps me. It doesn’t think for me.” It shortens the time from idea to execution, and on the days executive dysfunction is working against her, it keeps her organised. She’s honest about the other side. When she first started using AI she was using it “a little too much for too many things,” and mentors in her corner nudged her to walk it back. As a small business owner she says she wouldn’t be where she is without it, and she still holds the line: she does the thinking. (10:21) The email you can’t send My experience. I’d done a whole project, it was ready to go, and I could not press send on the email. What finally worked was a prompt I now use for any task my brain won’t start: “I have ADHD, I’m having trouble sending the email. Tell me step by step what to do.” Jen uses it the same way. “It’s so helpful for coaching in the task initiation space.” (13:52) We are not lazy “I think especially as ADHDers, we receive a lot of negative feedback. You must be lazy, or you’re too much, you’re too high energy. Okay, go find less. I don’t know what to tell you. I think that’s the thing. I’m done shrinking myself for other people’s comfort. We are not lazy.” (17:00) Rejection sensitivity at work: what to do RSD is rejection sensitivity dysphoria: someone says something to you that isn’t a compliment and you take it as proof they hate you. Jen’s tools for it: * Two columns. Get a piece of paper and “have a column for what’s reality versus what are you thinking.” (She references automatic negative thoughts, or ANTs) * Space. Put “space between you and your next interaction with the person or people.” She says it takes her a couple of days to work out what somebody meant. * Don’t act on impulse. Where it backfires: “when we don’t give ourselves the space and we act on impulse.” My own version is a pause: “let me get back to you.” (17:26) Clear instructions vs good vibes I asked Jen about a contradiction I couldn’t explain. I need clear, direct instructions. I also get vibes, I can intuit things. How do those two live in the same person? Her answer is pattern recognition, which she thinks “many of us possess,” and which may be tied to giftedness, ADHD, or both. From there we get into boundaries. “When you set a boundary with a healthy person, it’s typically received with love and care, and there’s some sort of compromise involved.” The people who get angriest at a boundary are the ones who benefited from you not having one. She’s clear she didn’t make that line up. (22:55) When everything is “urgent” The payoff I promised in the intro. “If everything is a fire drill, then nothing’s a fire drill.” Her script for the next ASAP: “I’m working on X, Y, and Z. So if this comes on, then Z needs to come off.” Two more things she says to notice: sometimes “we put more pressure on ourselves. In our head, it’s due right away.” And some leaders expect everything right away on purpose, and “it drips into the culture.” (26:26) What to look for in an ADHD-friendly workplace Jen starts with safety and nervous-system regulation, then the inner work of “getting to know yourself intimately and your triggers.” Then the practical questions: what type of boss, what team culture, “Is it open concept? Do I have an office? Is it really loud? Are the lights super bright? What do I have to wear?” Her bottom line: “you can accommodate yourself.” On disclosing a diagnosis at work, she’s careful: “it’s not always the best choice. It’s situation dependent.” Mine: noise-cancelling headphones and ambient music, and the dress I wanted to cut off with scissors. (29:59) Just diagnosed? Start here I asked what she’d tell a woman who has just been diagnosed later in life. Her first answer is one word: “Rest. It sounds funny, but rest.” Then: “nobody knows you better than you know yourself.” She knows most people will research first (“fifty hours of research on yourself”), so: rest after you research, too. Two people she follows for ADHD content: Dr. Kojo Sarfo and Dr. Sasha Hamdani. (34:08) The best part of having ADHD “The creativity and the ingenuity and the special interest.” She once started a business over a weekend. On capacity: “One day I could give 200%. The next day I might be able to give 10.” And: “I wouldn’t trade my ADHD, actually. I really wouldn’t.” (37:39) Get full access to Human+AI at nicolleweeks.substack.com/subscribe

    Jen Benford: We are not lazy (Stacks on Deck #6)
  2. Oct 27

    Before you ask AI, ask yourself this.

    In this episode of Stacks on Deck, behavioural scientist Dr. Leigh Christopher breaks down why agreeable AI feels so trustworthy, and who ends up doing the labour of pushing back. What you'll learn: The one question to ask yourself before every AI prompt, how trust debt builds before anyone notices, and a simple check-in to run on yourself when your AI tool agrees with you all day. This episode of Stacks on Deck made me think differently about how I use AI. Dr. Leigh Christopher is a behavioural scientist with a PhD in cognitive neuroscience. She writes Behavior Tools, where she writes about why people do what they do and how products shape the decisions we make. In the conversation, Leigh lists some of the questions people ask AI: Am I approaching this the right way? How should I talk to my boss? Am I right in this personal conflict? And I found myself thinking, I do that all the time. Leigh walks through a Stanford study published in Science this March (Cheng et al., 2026). People discussed a past conflict with AI models tuned to be more or less agreeable. She’s written about this at length in Sycophantic AI Is a Design Choice. So Is Fixing It. Chapters 0:00 Do you ask AI if you're right? 2:03 The two questions employees are asking3:37 Will I lose my skills?6:15 What you can do without permission9:28 What's behind the workslop11:19 Trust debt, explained13:33 Swap "customer" for "employee"15:59 A quiet meeting is a red flag17:21 The cost of staying18:42 Why the discomfort is the point21:39 The one question to ask before every AI prompt23:40 When your gut works, and when it doesn't27:02 How a behavioural scientist decides29:54 The Stanford study on agreeable AI32:25 Felt trust, and the friend who compliments everyone34:00 Who does the work of pushing back?37:29 Who these products are designed for40:34 A test you can run on yourself42:29 The magic wand: be present45:20 What I'm taking from this one Know someone who needs to hear this? Share this episode with them. Links and resources Follow Dr. Leigh Christopher: * Substack: Behavior Tools * LinkedIn: https://www.linkedin.com/in/leigh-christopher Leigh’s frameworks: * Trust debt: the small moments that erode trust before anyone notices. * Micro disengagements: the small check-outs that can look like contentment. * Felt trust vs. trust built on evidence: feeling reassured in the moment is not the same as trust you’ve earned. * Her one question: am I using AI because I’m not confident in my own decision, or because I need information or an easier task? Get full access to Human+AI at nicolleweeks.substack.com/subscribe

  3. Oct 20

    Corporate pick-me girl no more with Melonie de Guzman

    Melonie de Guzman: Corporate pick-me girl no more Told she “wasn’t there yet,” Melonie de Guzman built a spreadsheet of every man she had worked with. Careers, bias and AI at work. Melonie de Guzman spent fifteen years in digital media and tech before she became a career strategist for mid-career women. The turning point was a spreadsheet. Told by leadership that she “wasn’t there yet,” she built a four-page matrix comparing herself with every man she had worked with: promoted at year four, she waited until year seven. Certifications, industry involvement, awards: she beat all of them. “If that was the bar, I passed it a long time ago.” In this episode: why she doesn't love the phrase imposter syndrome, being a corporate pick-me girl, and the yearly review where the potluck didn't count, how to build career infrastructure that does not belong to your employer, the layoff that turned into a job in 45 days, what careers run on in the AI era (judge, connect, trust), and her magic wand: rework the leadership playbook, because the old one was not written for women. Melonie’s free Career Path Audit prompt Melonie on LinkedIn: https://www.linkedin.com/in/meloniedeguzman Chapters: 0:00 The spreadsheet that proved it 2:03 Why nobody is managing your career 4:44 Do the gap audit (them vs. you) 6:38 Was it you, or was it them? 8:39 Stop giving away the credit 13:00 What to do when you’re “at your cap” 14:10 Are you the corporate pick-me girl? 17:30 Build infrastructure your employer doesn’t own 22:28 Turn a contact into a relationship 29:34 What a layoff looks like when you’ve done the work 32:42 Answer the interview question before the interview 33:30 What AI is taking, and what it can’t 41:31 Use it so you get a say 48:16 The magic wand: rework the playbook 51:41 Your Monday morning to-do list Stacks on Deck is a podcast from Human+AI hosted by Nicolle Weeks. https://nicolleweeks.substack.com/s/stacks-on-deck Get full access to Human+AI at nicolleweeks.substack.com/subscribe

    Corporate pick-me girl no more with Melonie de Guzman
  4. Oct 13

    A dangerous 10 to 20 years with Dinah Davis

    For twenty five years, computer science was a golden ticket. Dinah Davis had one. She started at BlackBerry in 2004, spent 8 years there, and when she left, having BlackBerry on her resume in Waterloo opened any door she wanted. She walked through one of them into 10 months with a boss she describes as a bully and a misogynist, who took her self esteem apart. That’s the job the ticket bought her. She’s now certain the ticket has expired. Companies that ran 20 person development teams are planning for 3 to 5. The degree that used to be enough is no longer enough, and no one (including Dinah), knows how it plays out. Her forecast isn’t a soft landing: a very interesting, potentially dangerous 10 to 20 years while this gets sorted out. The people doing the work will absorb most of the shock. Dinah isn’t a pessimist about technology. She’s an early adopter who plays with AI constantly. In this episode: the awards that are all theater, the one folder Claude is allowed to touch, a safe word, and Costco. Dinah writes Code Like a Girl and Being Fearless, Being Me on Substack. “My magic wand would be investors go bye bye.” What you’ll learn in this episode: * Why the computer science golden ticket expired, and what replaces it * What a dangerous 10 to 20 year transition looks like for the people living through it * How to check a workplace before you join: the sideways reference, and what to ask someone who already left * The awards tell: why a company can win diversity awards and still be one of the worst places to work * Why she burned herself out, and what it cost * How to use AI for writing without letting it write for you, and her one folder rule * What she makes her family read before they use technology * Why the fix she wants is not a better tool or a better policy, but a different set of people in the room Chapters0:00 Intro1:07 Introduction to Dinah Davis and Her Journey2:54 The Birth of Code Like a Girl5:20 Experiences as a Woman in Tech7:56 Navigating Workplace Challenges10:27 Identifying Red Flags in Workplaces11:27 The Impact of AI on the Tech Industry13:56 Burnout and Career Decisions16:22 The Future of Women in Tech18:44 Concerns About AI and Society23:26 The Impact of AI on Society24:03 Navigating the Transformation of Work24:26 Careless People: Big Tech and Teens24:56 Conversations About Social Media and Algorithms26:41 The Dichotomy of Tech Optimism and Cynicism29:51 Using AI as a Tool in Writing33:53 Preparing the Next Generation for Future Careers39:43 A Vision for a Better Work Environment Links and resources Follow Dinah Davis:Substack: Code Like a Girl, codelikeagirl.substack.comSubstack: Being Fearless, Being Me, dinahbeingme.substack.comLinkedIn: linkedin.com/in/dinahdavis Referenced in the episode: * Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism, Sarah Wynn-Williams, Flatiron Books, 2025. The book Dinah made her sister-in-law read, and the one that shocked a twenty year tech cynic. * The Social Dilemma, 2020. The algorithm documentary Dinah made her daughter watch before she was allowed Snapchat. She misremembers the title on tape, so there is an on-screen correction. * Dr. Sam Illingworth’s post on needing a safe word for phone calls, theslowai.substack.com. Sam was the guest on Stacks on Deck #1. * The article we refer to through the episode: https://codelikeagirl.substack.com/p/organize-substack-multiple-topics Get full access to Human+AI at nicolleweeks.substack.com/subscribe

    A dangerous 10 to 20 years with Dinah Davis
  5. Sep 29

    Your job is making you dumb with Hannah Busby

    Ten years ago, Hannah Busby wrote an award-winning master’s thesis on how organizations break people. Then she went and worked inside one for a decade, and it broke her. She has a word for it: job-rot, the loss of intellect that comes from a workforce running on empty. Her job took the one thing she loved, writing, and set her to training AI agents to write like her so her output could double. The output never doubled, because the agents could not write like her. So she did both jobs: the writing, and the training of the thing meant to make the writing unnecessary. In this episode: the panopticon with a salary, the one question to ask in every job interview, a grapefruit, and a party ring. Hannah writes Over Capacity on Substack. What you’ll learn in this episode: What job-rot is and how it differs from burnout How someone who wrote an award-winning thesis on toxic organizations walked into one anyway, and why the alarm system fails for all of us Questions to ask in a job interview The panopticon with a salary: being assigned a number, monitored, and told it is healthy The feedback test: the question that tells you whether feedback is real or a personal attack How and why bad managers are made Why there is no such thing as job security, and what to build instead How to divorce a job like an abusive partner: document everything (from post-its and emails to texts, and the exact script for asking to record a meeting with your boss) The one question to ask in every job interview, and the red and green flags in the answer Chapters 1:52 From org psychology to the algorithm 7:00 Fired for posting about it 11:33 Screaming into the void 12:31 They had me train the AI to write like me 15:40 Job-rot: your job is making you dumb 18:52 The thesis they never published 19:55 A descent into hell 22:09 The panopticon: 1984 with a salary 23:21 The feedback test: is it toxic, or is it me? 26:53 Do you need me, or do you need to control me? 28:02 It’s not what you know, it’s who you know 28:41 How bad bosses get made 29:23 Who gets hired, who gets excluded 31:37 The magic wand 33:38 Time is the real currency 34:39 The millennial career crisis 35:46 The wand answer: listen, and believe them 36:29 No such thing as job security 38:04 When you can’t just leave 40:04 You cannot perform your way out of burnout 41:17 Keep the receipts 41:48 Document everything 42:46 Build your evidence file 43:30 HR is not on your side 44:52 Plan your exit 46:09 Healthy workplaces exist 46:53 Your CV is a living document 48:03 Red flags before you sign 48:27 The question to ask in every interview 49:55 Red flags, green flags 51:27 Interview them back 52:18 What kind of biscuit are you? 54:58 Never be silent Links and resources Follow Hannah Busby: Substack: Over Capacity - overcapacity.substack.comInstagram - https://www.instagram.com/hannahanniex/LinkedIn - https://www.linkedin.com/in/hannahwriteswords/ Referenced in the episode: The Seven Deadly Sins of Organisation: a post-positivist, poststructuralist manifesto for management education, Hannah’s award-winning master’s thesis, now being serialized on Over Capacity. Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism, Sarah Wynn-Williams, Flatiron Books, 2025. The Facebook memoir Hannah read and kept thinking “that’s quite tame.” Physics and Philosophy, Werner Heisenberg, 1958. Nineteen Eighty-Four, George Orwell, 1949. The Bolt CEO who fired his HR department: Ryan Breslow, Fortune, 19 May 2026. Fortune’s follow-up, 21 July 2026: he rebuilt it under another name. Hannah’s coinages: Job-rot: loss of intellect directly linked to the over-exhaustion of a workforce. Not burnout, which names a feeling. The Amazon primification of a workforce: next-day delivery expected of people. Get full access to Human+AI at nicolleweeks.substack.com/subscribe

    Your job is making you dumb with Hannah Busby
  6. Sep 22

    The #1 Skill AI Can’t Replace with Dr. Sam Illingworth | Stacks on Deck

    University and college are where we send young people to get ready for the working world. Whatever’s happening there determines the future of workers, and right now, it’s being redesigned by people improvising in real time. Dr Sam Illingworth is a full professor of critical AI literacy at Edinburgh Napier University. He writes Slow AI here on Substack, and he wrote a book of the same name. He also has a PhD in atmospheric physics, a decade of published poetry, and a board game about decarbonizing a city. Sam’s argues that our institutions measure the wrong thing. We built assessment around output because output is what we knew how to mark. AI produces output beautifully, so output is now a measuring instrument that no longer works. “You cannot tell a student not to use AI and then use AI to write your curricula, grade their papers and edit your feedback.” That applies to work, too. What you’ll learn in this episode * Why assessment has measured output for decades, and what Sam thinks it should measure instead * What happens to a graduate who was told for three years not to touch the tool their first interviewer asks about * Why the 9-5 job Sam was promised growing up does not exist any more, and why he does not think that is a bad thing * Why communication, judgement, critical thinking and empathy are learned skills * Why smartphones in the lecture hall are probably not doing what you assume * What Sam tells a parent whose kid is choosing their path at age 14, and what he would no longer say about “study what you love” * The one thing he would change about universities tomorrow * How a decade in climate research left him optimistic rather than paralyzed Chapters 0:00 Ten percent cheat, and why that’s not the story 1:09 The future of workers, not the future of work 2:33 Don’t call him doctor 3:13 Slow AI: when to use it, when to leave it alone 4:17 Poetry, board games and a city at carbon zero 6:12 Why ChatGPT made him pivot everything 8:23 Process over output: the case for pausing 9:14 We assess output. We should assess change. 10:10 “AI cheating is a red herring” 11:42 Don’t tell them no while you use it to grade them 12:29 The graduate who was never allowed to use AI 14:15 The nine to five I was promised doesn’t exist 16:09 Do we still need university? 20:00 Palantir’s founders and what they studied 22:07 Translating between human and machine 23:39 Nobody is born good at this 25:11 The phones in the lecture hall 27:25 Ask the students, they’ll tell you 30:14 Choosing at 14 32:39 The apprenticeship is the way forward 33:40 The magic wand: Put students in the room 36:18 What the Montreal Protocol proves 38:40 Who’s next? Links and resources Follow Sam Illingworth:Website - https://www.samillingworth.comBluesky - https://bsky.app/profile/samillingworth.comLinkedIn - https://www.linkedin.com/in/samillingworthSubstack - https://theslowai.substack.comTikTok - https://www.tiktok.com/@theslowai Referenced in the episode: Slow AI: Knowing When to Use AI and When to Leave It Alone, Sam Illingworth, self-published, 2026. Carbon City Zero, the deck-building game Sam co-designed with Paul Wake, published by 10:10 Climate Action, 2020. The student survey: Findings are presented in Gow and Illingworth for Advance HE, 9 April 2026. A paper on the survey itself is in preparation and has not been published or peer-reviewed. * The headline number, in Sam’s own write-up: more than 10% of students admit using generative AI for all or most assessments even when told not to, with a further 20% sometimes. The habitual share is around 1 in 10, and roughly 30% admit breaking the rule at least sometimes. The MIT report: Final report of the MIT Ad Hoc Committee on AI Use in Teaching, Learning, and Research Training, released 13 August 2026. Graduate apprenticeships, and the Canadian answer * Canada has no national degree-apprenticeship system. Ontario’s apprenticeship system covers skilled trades and ends in a Certificate of Qualification, not a degree. Co-ops are paid, but you still have to pay tuition. * The closest genuine match is York’s Lassonde Digital Technologies BASc, which York describes as Canada’s first fully work-integrated degree: an employer hires you on a renewable full-time contract for up to four years, you earn a salary, roughly 80% on the job and 20% academic, and you finish with a bachelor of applied science. It launched in 2023. Also named: * Lev Vygotsky and the “more knowledgeable other” * Yann LeCun on world models * Entrepreneurial Campus at Edinburgh Napier * John Brewton, who writes Operating Full transcript and resources: [LINK NEEDED: Substack episode post URL, once published] If this made you think of a parent asking what their kid should study, send it to that parent. Next weeks on Stacks on Deck: Hannah Busby, who writes Over Capacity, on toxic workplaces and why your job may be making you dumb. Get full access to Human+AI at nicolleweeks.substack.com/subscribe

    The #1 Skill AI Can’t Replace with Dr. Sam Illingworth | Stacks on Deck

About

Stacks on Deck is a limited series podcast that asks a big but important question: How do we make work better for all of us? Most conversations about AI and work are about the work: which tasks get automated, what the productivity numbers say, which roles are safe. This show asks who absorbs the cost of the transition, who the tools were built for, and how the answer changes depending on who you are. If you're a knowledge worker trying to work out what AI means for your job, or a parent wondering what your kid should study, this is for you. Hosted by Nicolle Weeks, a journalist and author of Human+AI, a newsletter for workers trying to figure out how AI is changing the world around them. Nicolle has written for the Globe and Mail, Chatelaine, Today’s Parent, Channel 4 and CBC. She writes Human+AI for people who want a future with AI, but not at the cost of human agency. nicolleweeks.substack.com