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Technically Speaking with Harrison Wheeler

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by Harrison Wheeler

5.0(16 reviews)
86 episodes
Updated Weekly
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67

Podcast Authority

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GoodBased on show quality, social media presence, reviews, charts, and more
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Quality83
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YouTube76
Engagement51
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Podcast Overview

Conversations for design managers and aspiring leaders, delivering real stories and ready to use tactics to help you build confidence and credibility. I sit down with top voices in design, tech, and business to open the black box of leadership. I'm your host, Harrison Wheeler, with 20 years in design and a decade leading teams from scrappy startups to global giants. It's time to get technical. <br/><br/><a href="https://technicallyspeakinghw.substack.com?utm_medium=podcast">technicallyspeakinghw.substack.com</a>

Language

🇺🇲

Publishing Since

3/29/2020

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67

Podcast Authority

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GoodBased on show quality, social media presence, reviews, charts, and more
Pod Engine
Quality83
Social0
YouTube76
Engagement51
Learn more
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44 minutes
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Recent Episodes

Episode thumbnail for Green flags over red flags: Navigating today's brutal job market with Jermaine 'The Jobfather' Murray

August 12, 2025

Green flags over red flags: Navigating today's brutal job market with Jermaine 'The Jobfather' Murray

<p>Back in spring 2024, I recorded a handful of episodes with no idea they’d take the scenic route to your inbox. Life had other plans, but the conversations held up beautifully, maybe even better with a little time to breathe. This is the first in a short run of those spring episodes, and I think you’ll find it worth the wait.</p><p>In this episode of Technically Speaking, I'm joined by Jermaine Murray also known as The Jobfather. He's a career coach and founder of Jupiter HR, who's vision is to help 500 Black professionals land jobs in tech (he’s currently at 448).</p><p>We get into the state of today's job market from employer indifference toward DEI to the rise of AI, and what it actually takes to future-proof your career. Jermaine shares his approach to identifying green flags when evaluating companies, how to avoid burnout while doing meaningful work, and why now is the time to invest in yourself even when the odds feel stacked against many.</p><p>This one's part motivation, part strategy, and packed with sharp insights for anyone navigating change. We also had a few moments of laugh out loud laughter from his stories.</p><p>Key Takeaways</p><p>* <strong>Leverage Your Past Skills</strong>: Don't abandon previous experience when transitioning to tech - assess what you're good at, what you like, and what you've had success with to find the right tech role</p><p>* <strong>Job Market Reality Check</strong>: Current tech job searches take 9-18 months (vs. 2-3 months previously) due to increased competition and fewer opportunities - timing and referrals are crucial</p><p>* <strong>DEI Shift</strong>: Companies have moved from active diversity requirements to "indifference" - focus on finding places where you're appreciated, not just tolerated</p><p>* <strong>Embrace AI as a Tool</strong>: You won't be replaced by AI, but by someone leveraging AI better than you - adapt and use it as a productivity multiplier rather than fear it</p><p>* <strong>Ask the Hard Questions</strong>: Always interview to know your market value, and directly ask about things that make you anxious (company stability, layoff history, diversity support) - how they respond matters more than what they say</p><p><strong>Notable Quotes</strong></p><p>"Ask them the most awkward things. The things that make you feel anxious. Ask them... what happens with disruptions or new technologies."</p><p>"Taking an interview is not the same as job hopping... you should always be interviewing so that you know what your real time value is and whatever decision that you make is an informed decision."</p><p>"You can't be scared of AI... you will be replaced by somebody that is leveraging AI rather than AI itself."</p><p>"Why do you think that your employer owns the skills that you carry with you in your body? They own the time that you work for them, but all the skills you carry with you."</p><p>Resources</p><p>* Follow Jermaine on <a target="_blank" href="https://www.linkedin.com/in/jermainelmurray/">LinkedIn</a>, <a target="_blank" href="https://x.com/thejobfather__">Twitter</a>, <a target="_blank" href="https://www.instagram.com/jermainethejobfather/">Instagram</a>, <a target="_blank" href="http://tiktok.com/@thejobfather">TikTok</a></p><p>* <a target="_blank" href="https://jupiterhr.ca/">JupiterHR</a></p><p>* Harrison on <a target="_blank" href="http://www.linkedin.com/in/hmwheeler">LinkedIn</a>, <a target="_blank" href="http://instagram.com/technicallyspeakinghw">Instagram</a></p><p>Timestamps</p><p>00:00 Introduction</p><p>00:30 Meet Jermaine Murray "The job father"</p><p>00:47 Jermaine's mission and success stories</p><p>02:05 Balancing work and health</p><p>03:01 Gaming talk: from Final Fantasy to Nvidia</p><p>04:30 Current obsessions: fitness journey</p><p>07:41 Unusual jobs and memorable stories</p><p>11:59 The origin of 'The job father'</p><p>17:54 Defining tech and career advice</p><p>24:29 Understanding career motivations</p><p>25:10 Leveraging past skills in new roles</p><p>27:35 Recruitment strategies and market trends</p><p>30:51 The impact of DEI in the workplace</p><p>35:02 Navigating AI and technological advancements</p><p>40:18 Identifying green flags in job opportunities</p><p>47:25 Final thoughts and contact information</p><p></p> <br/><br/>Get full access to Technically Speaking at <a href="https://technicallyspeakinghw.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_4">technicallyspeakinghw.substack.com/subscribe</a>

Episode thumbnail for Human-centered AI: Ovetta Sampson on design risks and rewards

May 5, 2025

Human-centered AI: Ovetta Sampson on design risks and rewards

<p>This episode of AI Product Builders is a must-listen. I’m joined by <a target="_blank" href="https://www.linkedin.com/in/ovettasampson/">Ovetta Sampson</a>, founder of Right AI and one of the sharpest minds in the AI and design space. With a career that spans leadership roles at Google, Capital One, and IDEO, Ovetta brings a powerful, context-driven lens to the hype around generative AI.</p><p>We get into:</p><p>* Why she left Google to build Right AI</p><p>* The risks no one’s talking about in AI product development</p><p>* What MoviePass, the Black Death, and Silicon Valley have in common</p><p>* The real environmental and economic costs of running LLMs</p><p>* What design leaders need to unlearn now</p><p>* Her “Mindful AI” framework for building responsible, people-first experiences</p><p>* Why systems thinking beats wireframes, and what it really takes to design for the future </p><p>Ovetta breaks it all the way down, history, economics, tech, and the human cost of innovation. This one’s part philosophy lesson, part design critique, part wake-up call.</p><p>Timestamps</p><p>02:09 Origins of Ovetta's company Right AI</p><p>05:15 Moving fast and breaking things...again</p><p>10:20 The risks of funding with no business models</p><p>18:56 Enviornmental sustainability</p><p>30:18 Principles of building a responsible experience</p><p>34:01 What's top of mind for design leaders?</p><p>43:24 Closing</p><p>Mentions</p><p>* <a target="_blank" href="https://www.rightainow.com/">Right AI</a></p><p>* <a target="_blank" href="https://www.linkedin.com/in/ovettasampson/">LinkedIn</a> - Follow her on LinkedIn for hot takes and sharp truths</p><p>* <a target="_blank" href="https://www.abc.net.au/radionational/programs/philosopherszone">The Philosopher’s Zone (Podcast)</a> – She references a philosophy podcast about the Dark Ages</p><p>* <a target="_blank" href="https://en.wikipedia.org/wiki/Johannes_Gutenberg">Gutenberg & the Printing Press</a> – Used as a metaphor for today’s AI hype</p><p>* <a target="_blank" href="https://en.wikipedia.org/wiki/MoviePass">MoviePass</a> – Referenced extensively as an analogy for unsustainable business models</p><p>* <a target="_blank" href="https://en.wikipedia.org/wiki/Black_Death">Black Death / Plague</a> – Referenced in historical parallel to today's societal reset</p><p>Follow Harrison Wheeler and Technically Speaking</p><p>* <a target="_blank" href="http://technicallyspeakinghw.substack.com">Newsletter</a></p><p>* <a target="_blank" href="http://www.linkedin.com/in/hmwheeler">LinkedIn</a></p><p>* <a target="_blank" href="http://youtube.com/technicallyspeakinghw">YouTube</a></p><p>Technically Speaking is where I share reflections, insights, and conversations to help you lead with confidence, clarity, and community. Are you looking to level up your design leadership and management craft? Spend an hour with me for personalized <a target="_blank" href="https://calendly.com/harrison-wheeler">1:1 coaching</a> to help you thrive in your role.</p> <br/><br/>Get full access to Technically Speaking at <a href="https://technicallyspeakinghw.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_4">technicallyspeakinghw.substack.com/subscribe</a>

Episode thumbnail for Vibe coding: A beginner's guide with Kyle Zantos

May 5, 2025

Vibe coding: A beginner's guide with Kyle Zantos

<p>I’m joined by the imaginative Kyle Zantos, a Seattle-based designer, builder, and musician with over a decade of experience across UX, product, and brand. Kyle’s worked at startups and consultancies, but lately he’s been diving into AI through deeply personal, playful projects that blend creativity, tooling, and experimentation.</p><p>We get into:</p><p>* Why he shifted from music to design, and now from design to building AI tools</p><p>* How he used AI to build a Figma plugin without any coding background</p><p>* The tools in his AI stack and how he actually uses them (Claude, Cursor, Lovable, Vercel, and more)</p><p>* What MCPs are and how they help Claude "remember" his context across chats</p><p>* Why rapid prototyping now beats hours in Figma</p><p>* His framework of “Software as a Gift,” building custom apps just for friends</p><p>* A look at the Jeopardy-inspired app he built for his trivia-loving best friend</p><p>Kyle brings curiosity, technical scrappiness, and real heart to everything he builds. Whether you’re a designer figuring out how to start with AI or just looking to rekindle some joy in your craft, this one’s for you.</p><p>Timestamps</p><p>00:00 Introduction</p><p>02:07 Kyle's musical interests and background</p><p>06:41 Kyle's journey into "vibe coding"</p><p>13:02 From an early course to building som ething functional</p><p>20:59 Leveraging MCPs to build smarter</p><p>26:26 Software as a gift</p><p>36:49 Where AI has influenced Kyle's design process</p><p>38:59 How can design org incentivize to close the skills gap</p><p>41:29 How to get started with AI</p><p>43:15 Closing</p><p>Follow Kyle</p><p>* Website: <a target="_blank" href="https://kylezantos.com">https://kylezantos.com</a></p><p>* Twitter:<a target="_blank" href="https://twitter.com/kylezantos"> https://twitter.com/kylezantos</a></p><p>* LinkedIn:<a target="_blank" href="https://www.linkedin.com/in/kylezantos">https://www.linkedin.com/in/kylezantos</a></p><p>Mentions</p><p>* <a target="_blank" href="https://chat.chatbotapp.ai/claude?utm_source=GoogleAds&#38;utm_medium=cpc&#38;utm_campaign=%7Bcampaign%7D&#38;utm_id=21151825605&#38;utm_term=173957219737&#38;utm_content=737256588220&#38;gad_source=1&#38;gbraid=0AAAAA9X0Rz31MIJUkjn1Sv0Lr5dUjcHoZ&#38;gclid=Cj0KCQjw2tHABhCiARIsANZzDWpAenE-k8VmoVD4uuXgeXZgilst5lG50ErjIdShV6MXoblgzSyezpIaAlQ_EALw_wcB">Claude</a> (by Anthropic) — AI assistant used throughout Kyle's workflow</p><p>* <a target="_blank" href="https://www.cursor.so">Cursor</a> — AI-first code editor forked from VS Code</p><p>* <a target="_blank" href="https://lovable.dev/?gad_source=1&#38;gbraid=0AAAAA-iIxGfRAOtU9uLxEsY8PXvSWWVK3&#38;gclid=Cj0KCQjw2tHABhCiARIsANZzDWo1twRmFZDjMq2l9BDlUhcOQ3dviJY8mwwZXQ4IS6Elxra2mSqBzooaAqZ3EALw_wcB#via=nb">Lovable</a> — No-code AI app builder Kyle uses for software-as-gift experiments</p><p>* <a target="_blank" href="https://vercel.com">Vercel</a> — Deployment platform for full-stack apps</p><p>* <a target="_blank" href="https://superwhisper.com/?utm_term=speech%20to%20text&#38;utm_campaign=&#38;utm_source=adwords&#38;utm_medium=ppc&#38;hsa_acc=4558579452&#38;hsa_cam=21017895584&#38;hsa_grp=161847276860&#38;hsa_ad=696458472633&#38;hsa_src=g&#38;hsa_tgt=kwd-24563891&#38;hsa_kw=speech%20to%20text&#38;hsa_mt=b&#38;hsa_net=adwords&#38;hsa_ver=3&#38;gad_source=1&#38;gbraid=0AAAAAC-RAnNx2HY0-CJvipugx7Yq-seMB&#38;gclid=Cj0KCQjw2tHABhCiARIsANZzDWrvhyfTSLEutQqg9nmRgzcsavJoG6rUPPaaSgbSVS4g7lpFpX-qPfcaAnm8EALw_wcB">SuperWhisper</a> — Voice-to-text transcription tool</p><p>* <a target="_blank" href="https://ammaar.me/">Ammaar Reshi</a> — Design leader at DeepMind; inspired Kyle's early AI builds</p><p>Follow Harrison Wheeler and Technically Speaking</p><p>* <a target="_blank" href="http://technicallyspeakinghw.substack.com">Newsletter</a></p><p>* <a target="_blank" href="http://www.linkedin.com/in/hmwheeler">LinkedIn</a></p><p>* <a target="_blank" href="http://youtube.com/technicallyspeakinghw">YouTube</a></p><p>Technically Speaking is where I share reflections, insights, and conversations to help you lead with confidence, clarity, and community. Are you looking to level up your design leadership and management craft? Spend an hour with me for personalized <a target="_blank" href="https://calendly.com/harrison-wheeler">1:1 coaching</a> to help you thrive in your role.</p> <br/><br/>Get full access to Technically Speaking at <a href="https://technicallyspeakinghw.substack.com/subscribe?utm_medium=podcast&#38;utm_campaign=CTA_4">technicallyspeakinghw.substack.com/subscribe</a>

86 total episodes available with 7 transcripts

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What is Technically Speaking with Harrison Wheeler?

Conversations for design managers and aspiring leaders, delivering real stories and ready to use tactics to help you build confidence and credibility. I sit down with top voices in design, tech, and business to open the black box of leadership.

I'm your host, Harrison Wheeler, with 20 years in design and a decade leading teams from scrappy startups to global giants. It's time to get technical. <br/><br/><a href="https://technicallyspeakinghw.substack.com?utm_medium=podcast">technicallyspeakinghw.substack.com</a>

How often does this podcast release new episodes?

This podcast updates weekly.

Where can I listen to this podcast?

This podcast is available on 10 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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