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Here Be Dragons Podcast

Sean Howard and Jasmin Cheng

Here Be Dragons Podcast

A weekly Business, Careers and Society podcast
Good podcast? Give it some love!
Here Be Dragons Podcast

Sean Howard and Jasmin Cheng

Here Be Dragons Podcast

Episodes
Here Be Dragons Podcast

Sean Howard and Jasmin Cheng

Here Be Dragons Podcast

A weekly Business, Careers and Society podcast
Good podcast? Give it some love!
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Best Episodes of Here Be Dragons Podcast

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In this episode, Jasmin shares her journey behind the secret "thing" she launched. In this journey, Sean plays her business coach and they discuss some of the fundamental challenges that entrepreneurs face when they are in the process of bringi
In this episode, Sean diagnoses Jasmin with "Back to School Syndrome". Symptoms include insecurity, desire for validation, craving for formal structure in life. Show notes at: herebedragons.fm
In this episode, Sean talks about how difficult it can be to ask for help, especially from the person he loves the most. Jasmin helps him explore why it's so hard to do, and also why it's so worthwhile. Show notes at: herebedragons.fm
In this episode, Jasmin talks about the skydiving accident which derailed her 6 month travel plans and sent her on a new and unexpected journey of self discovery. Show notes at: herebedragons.fm
In this episode, Jasmin and Sean talk about how the fear of failure can prevent us from even starting a new project. And we can be extremely creative in how we avoid facing our fears. Jasmin likes to literally hide under the covers, and Sean wi
In this episode, Jasmin gets judged by her wedding dress designer and Sean reflects on why we judge each other for not having a job. Whether we go freelance or live as an artist, living outside the 9-to-5 takes sacrifice and thick skin. What do
In this episode, we discuss the truth about time. Everyone agrees that time is more valuable than money, and yet why do we consistently choose to waste it with distractions? What is so scary about time? And how does our experience of life chang
In this episode, we confess to being undercutting bastards. Jasmin shares her undercutting strategy on Airbnb, and Sean talks about the conflicting feelings about undercutting in the photography community. What we’re really talking about is the
In this episode, Sean grills Jasmin about her plans to be homeless and jobless for 8 months as she and her partner travel around south-east Asia. We realize that when we cut away ties with work and home, we are forced to change the way we think
In this episode, we admit to making rookie mistakes when it comes to negotiating contracts. Jasmin learns what “net 90” means and Sean discovers an unsettling hidden clause that could allow one of his clients to never pay him. As more people st
In this episode, Sean and Jasmin discuss the big and small things that can throw us off our daily practice. For Sean, it was a roadtrip with his mother across the United States. For Jasmin, it's disrupting Airbnb guests. Today, we talk about al
Chris Guillebeau is the New York Times best-selling author of "The $100 Start Up", and he just published his latest, "Born for This". We first discovered him when he published his manifesto, “The Art of Non-Conformity” back in 2010. Today, he i
In this episode, Jasmin confesses that she hasn't made anything in 6 months after graduating from Fab Academy. It turns out that our fear of not being good enough can prevent us from practicing our craft. Learn more at: herebedragons.fm
In this episode, Jasmin and Sean talk about how they keep track of all their projects. As freelancers, they have to juggle a variety of different projects from photography to digital strategy. They discover there's a thin line between staying o
In this episode, Jasmin does her best to call Sean out on his avoidance behaviours. She tries to demonstrate how avoidance is actually a psychological symptom, while Sean tries to rationalise his way out of it. In the end, it's one of Sean's ow
In this episode, Sean and Jasmin discuss the nature of work and how the word "work" is not the same as the word "job". We discover that reciprocity and structure are what separates the two concepts, and that we need to reframe the way we think
In this episode, Sean and Jasmin ask Mark Manson's Most Important Question of Your Life: what do you suffer for? Sean discusses his ongoing belief that he never worked "hard enough." Jasmin brings things back to practicing mindfulness. In the e
In this episode, Sean and Jasmin share their 2016 resolution: to say no. But how do you decide what to say no to? Learn more at www.herebedragons.fm
Kamara Toffolo is a badass business coach in Toronto, and a self-proclaimed “Freedom Fighter". Intimidation is one of the biggest reasons why we fail to start our own businesses. Kamara wants to change the way we tell the entrepreneur story bec
In this episode, Jasmin calls Sean out. In Episode 03, The Thing About Money, Sean claims he’s solved all his financial woes by turning his house into an asset. But then Jasmin discovers the truth, and it’s not pretty. Learn more at www.herebed
In this episode, we explore the difference between levelling up in an hierarchical organization vs a non-hierarchical network. If we don’t have a job title, how do we know we’re progressing? Jasmin shares her experience of switching from digita
In this episode, Jasmin and Sean put on their citizen economist hats to debate the job crisis: are we creating an economy that replaces humans with machines? Or will the ingenuity of humanity prevail? And perhaps, more importantly for us, how d
In this episode, Jasmin is accused of being retired by an Airbnb guest, and Sean shares his sister-in-law's strategy for financial independence. It turns out that what we believe about retirement changes dramatically depending on whether we wor
In this episode, Jasmin asks Sean about the conflict between her desire to make money and her desire to do work that she believes in. They explore two camps in this argument: people who say you should always get paid to work, and people who say
In this episode, Sean confesses his financial woes and Jasmin volunteers to be his Chinese mother. Money is not a topic most people like to talk about, but we dive right into it because it’s often the thing that holds us back from changing the
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