Tiago Forte (Ep.17): First principles of workflow design (part 2/2)

Tiago Forte is our resident productivity guru and he interviews me in Part 2 of our workflow series. We nerd out on our productivity toolkits and blockages and I dive into my passion around human connection – and the systems I use to accelerate serendipity and build community.

 

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Tiago Forte (Ep.17): First principles of workflow design (part 1/2)

Tiago Forte is our resident productivity and workflow guru and the founder of Forte Labs. This is part 1 (of our 2 part series) in which we geek out on our First Principles (i.e. building blocks) of workflow, productivity, and personal knowledge management. Tiago approaches these questions through the lens of design thinking and also reflects on some of the blind spots in his system.

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+ SHOW NOTES: bit.ly/radpod17

Bart Lorang (Ep.16): The world’s gonna have its way with you

Bart Lorang is the founder and CEO of FullContact. FullContact is a high-growth, venture-backed company (having raised $50 mm) with 250 employees and multiple offices across the world. Bart and I discuss work-life balance and how Bart balances self-care, spending time with two young kids, while being a devoted father/husband. Bart drops amazing CEO wisdom on how empathy can be learned, thwarting your team’s fight or flight reflex and how culture is meaningless if it doesn’t terrify people.

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Mark Pollard (Ep.14): Creativity is an act of rebellion

Mark Pollard is a straight up OG: he created Australia’s first Hip Hop zine and designed web sites during the early days of Web 1.0. Mark is the founder of Mighty Jungle, where he helps founders make their brands make sense — through brand strategy and mental workouts. Mark’s fiercely analytical and left-brained, but also “rebelliously creative” with a strong understanding of human biases.

In this episode we reminisce about the 90s, chat about the chaos of his teenage years, which really influenced how he thinks about masculinity and its toxic elements. Mark’s got a phrase: “We know men through their deeds and ideas” which launches us into the challenge of separating achievement and identity. And finally, Mark shares the Mighty Jungle playbook, conducting a master class in storytelling, ideation, and writing. And for those building a personal brand, heed his advice on cliched buzzwords such as joy and empowered.

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MORE ON MARK

+ Mighty Jungle Website

+ Mark’s Blog: Life. Then Strategy.

+ Social Media: Instagram / Twitter / LinkedIn

Cara Thomas (Ep. 13): From breakdown to breakthrough

Today’s guest, Cara Thomas, dared me to buy a coffee for the person in line behind me. I was terrified of the awkwardness and possible rejection – yet once I did it, felt truly alive. Cara created Serenflipity to spark that feeling in each of us after a seven year career as an innovation consultant. The simple flip of a card throws you into wonder and serendipity, feelings that often vanish as we “grow up.” Cara’s journey into entrepreneurship has (literally) taken her around the world and in this episode we discuss the importance of experiencing both positive and negative emotions, how the body breaks down when the mind breaks down, and why entrepreneurship is not for the faint-hearted.
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Show Notes: bit.ly/radpod13
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Richard Hughes-Jones (Ep. 12): That wasn’t in the business plan

Richard Hughes-Jones did it. After 10 years as a management consultant, he took the plunge to start his own practice – fueled in part by his love for backcountry skiing. Then on a routine check up, his doctor states “That’s not supposed to be there.” Stage 3 Colorectal cancer. It’s the news we all dread – what happens next? Do you take the Anti-Fragile approach of “that which does not kill me only makes me stronger” or the Buddhist approach of “relinquishing control.” How do you deal with experts (i.e. doctors) and is information your ally in the battle? And do you ever get “closure?” Richard is a kind, open, and warm spirit. We talk mortality, second-guessing your prior lifestyle, decision-making, his 26 line item sneaker collection, and making it back to the mountains he loves.

Skillshare is this week’s sponsor: Join the online learning community with 16,000+ classes in business, design and more. Get one free month of unlimited access. http://skillshare.com/rad
Show Notes: bit.ly/radpod12
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Scot and Jacq Tatelman (Ep. 11): Doing What You Love, With Who You Love

Imagine building a business with a heart, with the person who shares your heart. Scot and Jacq Tatelman are the founders of State Bags, a mission-driven company building on the 1-for-1 model for school kids in need. Why backpacks? Because they “represent where you’ve been and where you’re going.” Their bags are *fire* and they’ve partnered with Chance the Rapper, Beyonce, Kevin Durant and the White House. The love, admiration, and pride they have for one another is truly energizing (note the episode’s “happy tears”). But they’re honest about the challenges of co-founding and co-parenting: how pre-emptive couples therapy helped realign their roles, creating boundaries with their two energetic young kids, and how the heck you achieve work-life balance when Beyonce’s peeps are calling while Jacq’s in labor. (tl;dr You don’t!)

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Sam Polk (Ep. 10): I am Enough

Imagine getting a $3.6 million bonus at age 30? The dream scenario, right? This episode’s guest, Sam Polk made more money in that a single bonus than his parents had earned over their entire lives. Yet he still needed to repeat the mantra “I am Enough” to reaffirm his own self-worth. Sam was a senior trader at King Street, one of the most successful hedge funds in the world. But behind his rocket-ship trajectory was a story of rage, addiction, arrests, and loneliness – the result of a strained relationship with his parents, especially his dad.

Sam began his healing through regular therapy beginning at age 22 (over 400 sessions) to which he attributes some of his Wall Street success. Today, he’s a social entrepreneur and founder of Everytable, a mission-driven company delivering healthy meals affordable to everyone. Sam is truly an open book and we discuss masculinity, “the Number,” what he’d tell his 20 year old self, fatherhood, and how to forgive.

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Ashley Feinstein Gerstley (Ep.9): Stop the Money Madness

Whether you’re an entrepreneur, college grad or retired Goldman partner, you’ve probably experienced some form money anxiety. For a tiny piece of paper, money possesses this incredible power to trigger intense feelings such as FOMO, envy, inadequacy and outright fear (aka the poverty mindset). And it never ceases to amaze me how rational people (and many finance professionals) turn a complete blind eye to this important area of their lives.

Today’s guest, Ashley Feinstein Gerstley coaches people (like me) out of their own money madness. Ashley’s a coach and creator of the Fiscal Femme blog. But our listeners will relate to her story: she started as an Investment banker and grew the Fiscal Femme as side hustle until finally jumping off into entrepreneurship. Her advice is particularly spicy for entrepreneurs, and we discuss how much runway is enough, “death by a thousand small withdrawals” (my personal favorite), the dangerous belief that we can out-earn our expenses, and how avoiding the topic is really avoiding accountability.

FULL SHOW NOTES
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Lisa Shalett (Ep. 8): You are Where You’re Supposed to Be

This week’s episode is a story of career agility, embracing change, and living with intention. Lisa Shalett is a former Goldman Sachs partner, now board director and startup investor/advisor. At Goldman, Lisa held numerous leadership roles, including Japanese Equities, Global Compliance and Brand Marketing/Digital Strategy. She shares with us her approach to these transitions or “reinventions:” the danger of viewing your skills in narrow contexts (such as your current job); controlling your narrative as you change roles; or simply, asking your boss “What’s keeping you up at night?”

We then discuss post-retirement life, driven in part by family considerations. Yet retirement isn’t as worry free as we perceive it to be, especially when identity and career are so intertwined. One must navigate FOMO, the (perceived) loss of relevance, maintaining one’s “edge,” and yes — even for retired Goldman partners — the emotional irrationality of negative cash flow burn arising from entrepreneurship. And her advice to those currently in the grind, make sure you carve out the space to call “time out” — so that a minimum you can reflect on the trifecta of life, family, and career.

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