62 episodes

Why are entrepreneurs driven to do what they do? Put in endless hours and endure countless failures in pursuit of their dreams. Ilan Jacobson is one of those entrepreneurs. He's built businesses in sectors ranging from finance to axe-throwing. He's endured his share of failures, but he, and the entrepreneurs he interviews each week, wouldn't go down any other path. Hear their stories: how they conceived of their ideas, cleared hurdles, endured failure, and ultimately, achieved success, on A Dealmaker's DNA with Ilan Jacobson.

A Dealmaker's DNA with Ilan Jacobson Ilan Jacobson

    • Business

Why are entrepreneurs driven to do what they do? Put in endless hours and endure countless failures in pursuit of their dreams. Ilan Jacobson is one of those entrepreneurs. He's built businesses in sectors ranging from finance to axe-throwing. He's endured his share of failures, but he, and the entrepreneurs he interviews each week, wouldn't go down any other path. Hear their stories: how they conceived of their ideas, cleared hurdles, endured failure, and ultimately, achieved success, on A Dealmaker's DNA with Ilan Jacobson.

    Episode 61: Allen Lau

    Episode 61: Allen Lau

    How does a person become an entrepreneur in the entertainment verticals? Today’s guest can share his experience. Allen Lau is the executive advisor for WEBTOON and Wattpad. He’s a serial entrepreneur, a speaker, and an authority on entrepreneurship, the innovation economy, and the benefits of a diverse workforce. He’s also a leader in Canada’s tech community.
    Listen to the episode to hear what Allen has to say about how an introvert can succeed as an entrepreneur and leader, how Wattpad came to be in the first place, and what lessons Allen has learned about very high growth. 
     
    Topics Discussed in This Episode

    Allen’s origin story and what led to his entrepreneurial journey
    How an introvert can be a leader or entrepreneur
    What Allen’s startup journey looked like
    What happened after Allen left IBM
    How Wattpad came to be
    What network effect means and what people get wrong about it
    When Allen transitioned Wattpad from a mobile reading app
    The first lessons Allen learned about really high growth
    Why some people are great at storytelling but others are not

     
    Related Links
    Allen Lau
     

    • 31 min
    Episode 60: John Asher

    Episode 60: John Asher

    There are a lot of buzzwords out there. One that you may or may not be familiar with is “proptech” what does it mean? You’ll learn more about it by listening to today’s guest, John Asher. John is the president and co-founder of Konfidis. Listen to the episode to hear what John knows about self-teaching, what brought him to the world of startup tech, and what Konfidis is all about.
     
    Topics Discussed in This Episode
     

    John’s origin story
    How John’s childhood growing up on a farm shaped him
    How John was taught to self-teach
    Why John decided to study accounting
    When John concluded that accounting wasn’t for him
    What big companies do well
    Why John decided to move into the world of startup tech
    What Konfidis is all about
    The big goal for Konfidis
    What John is seeing gain traction in the proptech world
    Sorting through the different factors that affect housing
    Shifts in who owns residential real estate in Canada

     
    Related Links
     
    John Asher
    Konfidis
     
    Quotes From the Show
     
    “You’ve got to put in the work if you ever actually want to see output.” 
     
    “This company is my midlife crisis, how about that?”
     
    “Whatever happens in the U.S. seems to find its way to Canada eventually.”

    • 34 min
    Episode 59: Michael Brown

    Episode 59: Michael Brown

    Why are you working? That’s something that Michael Brown has been thinking about lately: what he’s working for and what his legacy is going to be.
     
    In today’s episode, you’ll hear from Michael Brown, the CEO and co-founder of Swept. Michael has a somewhat unusual background as an entrepreneur and has managed to do many different things with it. Listen in to hear what Michael has to say about where he got the motivation and determination to hustle, why he decided to go into the kinds of companies he chose, and what his background as a mechanic has to do with his entrepreneurial career.
     
    Topics Discussed in This Episode
     

    Michael’s origination story
    Where Michael’s hustle came from
    Understanding the value of a dollar
    What Michael did after high school and studying abroad
    Why Michael decided to go into the kinds of companies he did
    Whether Michael’s background in mechanics impacts his entrepreneurial career
    Michael’s purpose right now
    What Michael wants his legacy to be

     
    Related Links
     
    Michael Brown
     
    Quotes From the Show
     
    “My summer was very different from everybody else’s” 
     
    “It’s very rare to have a professor who’s actually done it, successfully, who is teaching you. One of her classes is: You have to start a business for $10”
     
    “I want to work hard so I can give more.”

    • 31 min
    Episode 58: Drew Green

    Episode 58: Drew Green

    When Drew started out, he had goals of creating things and finding good people to work with, and he’s managed to achieve those goals and more. He’s the CEO and president of INDOCHINO and a serial entrepreneur, and today he brings his story to the podcast.
     
    Listen to the episode to hear what Drew has to say about building confidence from childhood, learning lessons from fear, and connecting with people in an authentic way that’s not all about networking.
     
    Topics Discussed in This Episode
     

    Drew’s origin story
    How to build a child’s confidence
    Lessons that can be learned from fear
    How to hack the skillset for meeting and connecting with people
    What Drew’s first few years as an entrepreneur looked like
    Drew’s thesis for what he’s doing and how he spends his time
    What Drew learned about finding fraud
    Why gratitude is so important
    Embracing the feeling of uncomfortableness
    Economic themes to double down on today

     
    Related Links
     
    Drew Green
     
    Quotes From the Show
     
    “Luckily, I just had the most wonderful grandparents in the world.” 
     
    “In order to grow, in order to make stuff happen, there has to be movement.” 
     
    “I don’t want to meet people inauthentically.”
     
    "I’ve embraced the desire to be uncomfortable, because when you’re uncomfortable you have to figure things out, you have to solve, you have to create."

    • 37 min
    Episode 57: Mo Lidsky

    Episode 57: Mo Lidsky

    Today we revisit an interview with Mo Lidsky that took place in early 2020. Mo is the CEO of Prime Quadrant and is a man with many accomplishments. He is an entrepreneur, an investor, advisor, and author. In a replay of this episode, Mo takes the time to explain how he got to where he is today and what his views are on nature vs. nurture. Listen to the episode to hear what Mo has to say about self-awareness, inspiring children, and promoting alignment among critical people inside of an organization. 
    Topics Discussed in This Episode

    What Mo’s early life was like
    Mo’s first business
    Mo’s view on whether success boils down to nature or nurture
    Times when some influence or shift changed Mo’s trajectory
    Mo’s views on self-awareness
    Tools that young people can use to figure out what they should be doing
    How Mo puts his ideas into practice with his children
    Tools that promote alignment among the most critical people in the organization
    How Mo got into his current business
    What Mo loves about what he does
    What is enough
    How philanthropy has influenced Mo’s non-philanthropic ventures

    • 45 min
    Episode 56: Sean Morrison

    Episode 56: Sean Morrison

    Today’s guest invented the concept of the top-line royalty fund after years of experience in his field. He explains today that entrepreneurship is just in his DNA.
     
    Sean Morrison is the President and CEO of Diversified Royalty Corporation. In more than 20 years working with franchises and finance, he has a lot to say about his experiences, skills, and how he’s operated in various roles. Listen to the episode to hear what Sean has to say about transparency, how to access skillsets related to door-knocking and cold-calling in the modern environment, and how he developed the idea of a top-line royalty fund.
     
    Topics Discussed in This Episode
     

    What Sean does
    Sean’s childhood and background
    The value of transparency
    The ways to hack the skillsets of door-knocking and cold-calling
    Sean’s CFO role and what came after that
    Sean’s desire to use his fact-based sales pitch skills
    Sean’s idea for a top-line royalty fund
    When Diversified Royalty Group really got started
    How the advisory council Sean was a part of connected to Boston Pizza
    Lessons Sean learned from dealing with the government in 2008
    What Sean thinks about government spending in the past few years
    The best way to find Sean online

     
    Related Links
     
    Sean Morrison
    Diversified Royalty Corporation
     
    Quotes From the Show
     
    “I think entrepreneurialism has always been in my DNA.” 
     
    “I’ve always wanted to be the institutional salesperson versus the retail salesperson, and the institutional one has to have a fact-based sales pitch.” 
     
    “I would say that if they didn’t spray the firehose, we would have been doomed. Did they overspray? Of course, cause it’s not their money, who wouldn’t overspray?”

    • 36 min

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