Afleveringen
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đď¸ Episode 12: Guest Series - John Mathias' GenAI Journey â From feeling behind to expert
In this episode of Practical Prompting, Alex is joined by longtime collaborator John Mathiasâlaw degree from Regent University, a stint at a think tank in DC, and now years of startup building.
Act I: Dives into Johnâs personal journey with GenAI: his first experiments, everyday wins, and the âahaâ moments that made AI feel less like a toy and more like a tool.
Act II: Zooms out to the professional side: how those same skills translated into legal research, policy analysis, and startup workflows, plus the challenges and opportunities heâs uncovered along the way.
đŻ Your Challenge: Email [email protected] with how many questions you ask GenAI each day.
Connect with John: [email protected], website-lololai.com, linkedin-johnmathias.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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đď¸ Episode 11: Why GenAI Feels Scary â Driving clarity through the foggy fear
GenAI feels like quicksand: kids are already using it for schoolwork, headlines scream that most enterprise pilots flop, and âstrategyâ sounds like a buzzword. In this episode, we name the fearâand shrink it. Youâll get a simple, repeatable way to turn ambiguity into choices you can prove in 30 days.
Act I: We start at the kitchen table (why getting started is daunting, what kids are actually doing with GenAI, and why that matters.
Act II: We'll then jump to the workplace where strategy often stalls due to fear. Along the way, youâll hear practical, real-world examples leaders face every weekâlike creating a âMonday Ops Pack,â and a starter GenAI strategy to get you started.
đŻ Your Challenge: Email [email protected] with your Top-3 fears you feel or see with your own GenAI adoption.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Zijn er afleveringen die ontbreken?
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đď¸ Executive Series â Episode 10: Objection Anticipated â Turning AI Into Your Toughest Opponent
In this Executive Edition of Practical Prompting, Alex and his AI co-host, Practically Speaking, turn a tactic into a habit: use AI to surface objections before your stakeholders doâso decisions get faster, safer, and sharper.
Act I: The Couch Dilemma â The Hidden Criteria Play Alex walks through replacing a couch in hours, not months, by converting âvibesâ into ranked constraints (back height, seat depth, dog-proof leather) and reframing the use case (reading + tea, not home theater). The result: fewer, better options and a cleaner ask. Lesson: many âobjectionsâ are your own unspoken criteria. Name them, and the noise falls away.
Act II: AI as Your Objection Simulator We zoom out to leadership. Before your deck leaves your desk, run an AI premortem: simulate CFO/COO/Legalâor whichever roles are actually in the roomâmerge duplicates, and return only the top three objections with evidence and a two-sentence counter. Package it in a one-slide âLikely Objectionsâ box and a Decision Card (Goal, 90% plan, Top-3 risks + counters, Clear Ask). This reframes prep from defensive to proactive and trims approval latency.
đŻ Your Challenge: Run the meta-prompt on one live proposal today. Email [email protected] with your Top-3 objections and the single riskiest assumption youâll test this week.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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đď¸ Executive Series â Managing Up with AI Episode 9: From Two Pages to 100 Words (and Why Timing Beats Brevity)
In this Executive Edition of Practical Prompting, Alex and his AI co-host, Practically Speaking, dig into one of the most overlooked leadership skills: managing up.
Act I: We put a two-page update on the chopping blockâdistilling it into a high-impact, 100-word brief for a senior leader. Youâll hear why âshorterâ isnât the goalâdecision-ready isâand how to use meta-prompts and guardrails (âwith high accuracyâ) to get AI-generated summaries that hit 97% of the mark in seconds.
Act II: We zoom out to the strategy: managing up as timing, not just content. From building a âpriority heat mapâ to experimenting with digital twins of senior leaders, Alex and PS explore how to align updates with whatâs actually on the radar. We close with three AI-powered tactics you can use today to make your bossâs decisions easier, faster, and saferâplus a challenge to rethink objection handling as a daily habit.
Whether youâre reporting to a VP or briefing the C-suite, this episode will help you shift from proving your teamâs worth to steering leadershipâs focusâat the right moment, with the right message.
đŻ Your Challenge: Email [email protected] or tag Alex on LinkedIn with the next executive pain point you want decoded.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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đď¸ From 0 to 30 Prompts a Day (Executive Edition) â feat. Promptly Speaking
What happens when you go from never touching AI to using it 30 times a day? In this Executive Edition of Practical Prompting, we break it down step-by-stepâwithout adding a single new chore to your calendar.
Act I: We tackle a pain point every executive knows too well: being looped into a sprawling, weeks-old email chain with zero context. Youâll hear exactly how to turn that time-sink into a 3-minute AI-powered âemail chain autopsyâ that leaves you with clarity, an agenda (if needed), and the right people in the room.
Act II: We unpack the Spark â Scaffold â Flywheel system for building AI habits that stickâstarting with small, high-impact wins, adding structure to make them repeatable, and scaling until AI is a genuine business partner in strategy, decision-making, and execution.
And this week, thereâs a twistâmeet Promptly Speaking, my new AI co-host. With an English accent, a dry wit, and a knack for asking the questions you didnât know you needed answered, sheâs here to challenge my thinking, keep us grounded, and sneak in a joke or two.
Whether youâre an AI skeptic, a curious exec, or already halfway to 30 prompts a day, this episode will leave you with practical tacticsâand maybe a laughâto accelerate your own AI adoption.
đŻ Your Challenge: Email [email protected] or tag Alex on LinkedIn with the next executive pain point you want decoded.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Episode notes
đď¸ Guardrails & Governance â From Kitchen Table to Boardroom
Why does âgovernanceâ sound scary when itâs really just handing your kid scissors â plus the rule âonly at the kitchen table, blade downâ? In this Executive Edition of Practical Prompting, host Alex Kalish shows how the same guardrails that protect family photos can save your company millions in breach fines.
Act I: Tiny Guardrails, Big Impact
Kid-Friendly Content Policy â A 150-word, emoji-powered house rule that keeps kids (and their data) safe in AI chats.Voice-Assistant Auto-Delete Drill â One prompt, three taps, and every Alexa recording purges itself after 90 days.Skip the buzzwordsâsee how consent, clarity, coverage, and quick checks turn abstract âAI safetyâ into a fridge-magnet rule.
Act II: Risk & Compliance at Enterprise Scale
âTeaâ App Meltdown â Viral women-only dating app shipped Firebase keys in its code; 72 k selfies and 1.1 M DMs splashed across the internet.What to do Today â Changing thought processes from "we need a plan" to "we carved out an enterprise license."Good intentions arenât a defense; if an intern can git push an API key at 2 a.m., you need guardrails yesterday.
Youâll learn how to đ
Translate âgovernanceâ into simple, repeatable household habits.Recognize potential issues before they hit the headlines.Establish governance without sacrificing speed.đŻ Your Challenge: Email [email protected] or tag Alex on LinkedIn with the next executive pain point you want decoded.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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đď¸ Half-Budget, Full Impact
What if your ops budget was cut in halfâtodayâbut your KPIs stayed the same?
In this Executive Edition of Practical Prompting, host Alex Kalish turns a high-pressure constraint into a strategy accelerator.
Act I: Household Constraints, Executive Mindset
What can GenAI do with 4 mouths to feed, $80, and a week of dinners? More than you'd think. Alex walks through how a simple one-liner prompt turned into a full dinner plan, shopping list, and prep scheduleâin seconds. But the real lesson isnât about food. Itâs about constraint-stacking as a forcing function for smart trade-offs and AI-powered planning.
Act II: Strategy Under Pressure
Alex zooms out to the boardroom: what happens when you treat headcount plans, SLAs, or revenue goals the same way? Hear how one VP used a reusable GenAI prompt chain to simulate outcomes, cut FTEs by 30%, and accelerate throughputâall with KPI integrity intact.
Youâll learn how to:
Frame goals in messy human languageâand let GenAI structure the strategy.Generate decision-ready artifacts like vendor matrices, risk maps, and KPI deltas.Use GenAI like a co-strategist, not just a summarizer.đŻ Your challenge: Take one constraint thatâs been keeping you up at night, and throw it at GenAIâno polish, no perfection. Just start. Screenshot what you get and tag #PracticalPrompting.
Listen, rate, & review: Email [email protected] or tag on LinkedIn with what topic you'd like to see covered. The first ones who do will get a complementary stop sign sticker with "Ask AI First".
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Grab your coffee and your passport: this episode shows how GenAI can plan a multi-city European getaway and become the everyday co-pilot you didnât know you needed.
Act I: Vacation Wizardry
Tabs everywhere, brain in overdrive? Alex demonstrates a repeatable prompt that turns loyalty-point juggling and must-see lists into a polished 10-day itinerary in seconds. Learn the simple role â task â constraints template, the art of micro-iterations, and why youâll never spreadsheet a trip again.
Act II: The 30-Prompt-a-Day Journey
Follow the progression from âI barely open ChatGPTâ to firing off 30+ prompts a day. Youâll hear:
Phase 1 â Sporadic: recipes and random dad jokes.Phase 2 â Discovery: âWait, it can do that?â resume rewrites, SQL assists, meeting agendas.Phase 3 â Habitual: email drafts, stand-up notes, voice-to-prompt workflows, and a five-minute guardrail to stay focused.Alex shares a habit-stack blueprint and a daily âAsk AI Firstâ trigger that transforms friction points into instant leverage.
Listen, rate, & review: Track your prompts for one week. If you hit 10+ per day, post a screenshot with #PracticalPromptingPodcast and tag @Alex Kalish on LinkedIn. The first 50 listeners get the limited-edition stop-sign âAsk AI Firstâ sticker for your laptop.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Episode Description â âYou Can Fix Itâ Grab your phone and your repair tools: this episode turns GenAI into both a pocket-size repair walkthrough and the uses at the workplace.
Act I â The Litter-Robot Lifesaver: A pre-coffee catastrophe: the self-cleaning litter box is flashing red and stinking up the house. Instead of YouTube rabbit holes, Alex snaps one photo, feeds it to GenAI, and gets a three-step repair plan that realigns a wayward sensor and restores feline glory in minutes. The segment breaks down the exact âphoto + promptâ recipe so listeners can troubleshoot any household gadget on the fly.
Act II â Scaling the Snapshot Superpower: Now swap the litter clumps for conveyor belts, espresso machines, or HVAC units. Alex shows how the same image-first workflow slashes mean-time-to-repair on the shop floor:
Listen, rate, & review: Send a screenshot of your review to get free access to Alexâs Udemy mini-course Crafting High-Leverage Prompts. Or post a screenshot of your next GenAI winâtrip itinerary, killer email, anythingâwith #PracticalPromptingPodcast and tag on LinkedIn @Alex Kalish. First 50 get the stop sign "Ask AI First" sticker.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Grab your phone and your curiosity: in this episode we turn everyday snapshots into AI-powered wins.
Act I guides you through a photo-based household walkthrough from using GenAI to meal-plan from your fridge, untangle to-do list chaos, self-diagnose that leaking faucet, and more.
Act II scales the magic with a repeatable individual 2-step ritual and a team-based 5-step ritual. It talks about a âone-GenAI-cool-use-per-personâ sync format that transforms casual tests into measurable business ROI. One photo, one experiment, one culture shift. Tune in and start compounding your AI gains with Practical Prompting.
Listen, rate, & review: Send a screenshot of your review to get free access to Alexâs Udemy mini-course Crafting High-Leverage Prompts.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Episode 02 â âMy First 90 Days with GenAIâ
Follow host Alex Kalishâs leap from curious AI tourist to daily power-user.
Act I: turns GenAI into a pocket coach with mood-ring journaling, five-line reflections, CBT ladders, and future-you postcards that slash mental load .
Act II: maps the exact four-phase rampâfrom early fumbling to a workplace flywheelâserving up copy-and-paste prompts so you can shortcut the curve tonight . Tune in for relatable missteps, concrete wins, and a challenge to spark your own AI adoption.
Listen, rate, & review: Send a screenshot of your review to get free access to Alexâs Udemy mini-course Crafting High-Leverage Prompts.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
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Everyoneâs hunting for the perfect GenAI platform, an awesome Agent, some perfect tool. Meanwhile, opportunity is passing them by. In this debut episode, Alex dismantles the âperfect-toolâ myth and shows how off-the-shelf apps like ChatGPT can slash hours off operational workflows today. Youâll hear a real-world story from the Pennsylvania government pilot that cut policy-drafting and HR classification time to minutes, and learn the âRule of 10â ideation playbook for sparking 1,000 GenAI use-cases in two weeks.
Listen, rate, & review: Send a screenshot of your review to get free access to Alexâs Udemy mini-course Crafting High-Leverage Prompts.
Disclaimer: Views expressed are Alexâs own and do not represent any employer; no confidential information is shared.
Connect: [email protected]
