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The Work Item - Real Talk on Tech's Toughest Career Choices - Podcast

The Work Item - Real Talk on Tech's Toughest Career Choices

The web is full of podcasts that dole out generic career advice - “Follow your passion!”, “Keep learning!”, “Set clear goals!” This is all good if you're just starting out, but the pointers start to lose their luster quickly as you progress and start hitting invisible walls in your growth.


All of a sudden, it's harder to get promoted, opportunities to advance become more ambiguous, and the choices in front of you aren't as obvious as they were when you first started your job.


What does it take to get to the Staff engineer level? If you want to become an executive in the future, what should you do now to maximize your chances of hitting that goal? Should you have a time-bound career map or focus on unique opportunities that pop up serendipitously? Should you try your hand at entrepreneurship, and if so - how do you build a robust safety net?


For these questions and more, The Work Item is the podcast where I attempt to answer them with help from folks that went through trial by fire. They are not social media thought leaders - they are actual practitioners who have first-hand experience dealing with some of the more thorny challenges in this industry.


With folks like Jason Lengstorf (Founder, Learn With Jason), Craig Hewitt (Founder, Castos), Saron Yitbarek (Founder, CodeNewbie), Rob Walling (Founder, MicroConf), Cedric Chin (Founder, CommonCog), Jason Fried (CEO, 37signals), Gennadiy Korol (CEO, Moon Studios), Mayuko Inoue (iOS Engineer, Apple), Camille Fournier, and many, many more you will get extraordinary insights that will help you unlock your career potential beyond the basics you'll learn elsewhere.

Growth Science Entrepreneur Business Technology Learning Ai Career Discussion Tech
Update frequency
every 13 days
Average duration
51 minutes
Episodes
93
Years Active
2020 - 2025
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#33 - Engineering In A News Organization And Beyond, with Nicole Tibaldi

#33 - Engineering In A News Organization And Beyond, with Nicole Tibaldi

What lessons can you take away from a music degree and bring into engineering management? How do engineers work with folks in the newsroom at one of the biggest news organization on the planet? Nicol…
00:55:41  |   Sun 16 May 2021
#32 - Camille Fournier on Engineering Management Paths

#32 - Camille Fournier on Engineering Management Paths

Setting your sights high for a career in engineering management might be an appealing endeavor, but it also means that you will be making a lot of assumptions about future roles without really knowin…
00:54:08  |   Sun 09 May 2021
#31 - Lessons In Leadership, with Chad Fowler, VP of Technology at DEVCON

#31 - Lessons In Leadership, with Chad Fowler, VP of Technology at DEVCON

Talking to Chad Fowler, you quickly realize what true leadership means. Chad has extensive experience leading large technical organizations such as LivingSocial and 6Wunderkinder, being a venture par…
01:02:06  |   Sun 25 Apr 2021
#30 - Creativity in Code and Beyond, with Monica Dinculescu, Engineer Extraordinaire

#30 - Creativity in Code and Beyond, with Monica Dinculescu, Engineer Extraordinaire

Folks often forget that engineering is inherently a very creative process. Monica Dinculescu found her own niche where she can build impactful things and do it in some of the most unusual ways possib…
00:58:32  |   Sun 18 Apr 2021
#29 - Building Things You Love, with Ben Sandofsky, Head of Development for Halide

#29 - Building Things You Love, with Ben Sandofsky, Head of Development for Halide

From Pascal, to writing image processing code, if there is one word you absolutely can't use to describe Ben Sandofsky‘s career, it would be “uneventful.” He was one of the first mobile engineers at …
01:14:47  |   Sun 11 Apr 2021
#28 - The Art of Engineering Management, with Rebecca Murphey, EM at Stripe

#28 - The Art of Engineering Management, with Rebecca Murphey, EM at Stripe

Rebecca Murphey tried a lot of things on her way to becoming an engineering manager at Stripe - from journalism to advertisement, and even learning how to fly. In this episode, I sit down with Rebecc…
01:01:27  |   Sun 04 Apr 2021
#27 - How to Build a Career in Human Resources, with David Daniels

#27 - How to Build a Career in Human Resources, with David Daniels

There is a certain air of mystery around careers in Human Resources (HR), and David Daniels, who is a veteran HR leader in tech, is here to bring some clarity about the work. David has extensive expe…
00:47:08  |   Sun 21 Mar 2021
#26 - How to Grow as a Product Manager, with Dan Olsen

#26 - How to Grow as a Product Manager, with Dan Olsen

There is no single, well-defined path to becoming a product manager. There are more questions than answers when it comes to figuring out which skills are necessary, what books or blog posts to read, …
00:58:40  |   Sun 14 Mar 2021
#25 - How to Build a Career in Design and Pitch Gary Vee, with Jack Zerby

#25 - How to Build a Career in Design and Pitch Gary Vee, with Jack Zerby

Jack Zerby is not your typical designer. His experience producing music, working at Pentagram and Frog, building startups, pitching to Gary Vee, and now - building tools for creators at Gumroad, puts…
01:01:17  |   Sun 07 Mar 2021
#24 - Building Communities with Jess Lee

#24 - Building Communities with Jess Lee

Jess Lee is the co-founder of dev.to - a developer community that emphasizes the importance of a friendly approach to guiding folks through the tumultuous waters of software development. In this epis…
00:52:00  |   Sun 28 Feb 2021
#23 - From Servers, Phones, and Voice Assistants to Space with Charlie Kindel

#23 - From Servers, Phones, and Voice Assistants to Space with Charlie Kindel

Charlie Kindel is a tech industry veteran who helped bootstrap, grow, and manage teams that built home servers, phones, voice assistants, home automation software, and hopefully soon - space technolo…
00:58:37  |   Sun 21 Feb 2021
#22 - Paige Bailey on Building a Career In Artificial Intelligence and Machine Learning

#22 - Paige Bailey on Building a Career In Artificial Intelligence and Machine Learning

Paige Bailey is one of the few Artificial Intelligence (AI) and Machine Learning (ML) experts who is able to convey complex technical topics in an easy-to-understand and relatable language. Her Twitt…
01:07:26  |   Mon 01 Feb 2021
#21 - Mayuko Inoue on Building a Content Creator Career Path

#21 - Mayuko Inoue on Building a Content Creator Career Path

Mayuko Inoue made a bold step by defying the stereotypical career path of a software engineer, and became a full-time content creator. Her videos on YouTube answer some of the more salient questions …
01:01:16  |   Sun 17 Jan 2021
#20 - Scott Hanselman on Intentionality

#20 - Scott Hanselman on Intentionality

Our first episode of the year is with the one and only Scott Hanselman. We tried to come up with a catchy title, but the entire episode could be summarized in one word - intentionality. We discuss Sc…
00:54:17  |   Sun 10 Jan 2021
#19 - Wrap Up Episode For 2020

#19 - Wrap Up Episode For 2020

Den and Courtny reflect on the year we just went through, and discuss our plans for 2021. There is a lot to be thankful for, and we had quite a year kickstarting a new podcast from scratch. This also…
00:41:26  |   Sun 20 Dec 2020
#18 - Megan Risdal on Building a Career at the Intersection of Data Science and Product Management

#18 - Megan Risdal on Building a Career at the Intersection of Data Science and Product Management

Right before the Thanksgiving break, we are releasing a fresh new episode with Megan Risdal, Product Lead at Kaggle. Megan took the multi-talented route to the career she has today, and enjoys every …
00:59:04  |   Sun 22 Nov 2020
#17 - Christos Matskas on Going From Consulting to Corporate and Building Identity Tools

#17 - Christos Matskas on Going From Consulting to Corporate and Building Identity Tools

In a surprising twist, this week we chat with Christos Matskas on two topics - transitioning from consulting life to a corporate life, as well as about building identity tools and services in the clo…
01:02:46  |   Sun 15 Nov 2020
#16 - Bill Kenney on Building Brands That Last

#16 - Bill Kenney on Building Brands That Last

This weekend, we go outdoors with Bill Kenney, co-founder of Focus Lab, a branding agency that is entirely remote. We talk to Bill about the importance of a good brand and what distinguishes professi…
01:02:45  |   Sun 08 Nov 2020
#15 - Tarun Gangwani on Innovation, Navigating Product Decisions, and Building Growth Engines

#15 - Tarun Gangwani on Innovation, Navigating Product Decisions, and Building Growth Engines

We sit down to chat with Tarun Gangwani, Senior Product Manager at Sanity.io. Tarun is a seasoned PM with tons of expertise to share about the product management domain. With previous experience at T…
00:51:17  |   Sun 01 Nov 2020
#14 - Interview with Richard Lander

#14 - Interview with Richard Lander

In this episode of The Work Item we interview Richard Lander, Principal Program Manager on the .NET team at Microsoft. Richard does a deep dive on communication, being a generalist vs. specialist, an…
01:03:30  |   Sun 18 Oct 2020
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