PODCAST · business
Seeking Wisdom with David Cancel
by Drift
Want to get better every single day? Tune into Seeking Wisdom, a podcast hosted by Drift's David Cancel. You'll hear about the leadership principles that have changed his personal and professional outlook and the hard-earned lessons he's learned over his 25+ year career as a 5X startup founder.
Episodes
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#179 Focusing on the Four Main Buckets with Sara Blakely and Jesse Itzler
One of the youngest self-made billionaires and an entrepreneur/author/ultra marathoner get married and have four kids, yet they still manage their own businesses and try new adventures daily. How do they manage it all? In this from-the-vault episode of Seeking Wisdom, DC sits down with founder of...
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#178: Will Anything Top El Cap? With Alex Honnold
What do you do after you accomplish your biggest professional goal at age 33? That’s the question DC asked professional climber Alex Honnold in this exclusive HYPERGROWTH episode of Seeking Wisdom. Alex was the first, and remains the only, climber to free solo El Cap, a 3,000ft granite face in...
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#176: Why Technology Isn’t the Reason You're Distracted with Nir Eyal
Ever blame your unproductive day on too many emails, Slacks, and phone calls? Us too. But on this never-before-released episode of Seeking Wisdom, author, investor and lecturer, Nir Eyal, debunks the myth of technology’s influence on distraction. Because it’s not the technology’s fault you’re...
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#175: Bridging the Gaps Between Skiing, Climbing & Filmmaking with Jimmy Chin
What do skiing, rock climbing, and photography have in common? They can all become part of one story – if you seek the parallels. For this episode we went back into the crates to bring you an exclusive episode with the one and only Jimmy Chin. Jimmy, who is a professional climber, photographer…
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#174: Never Stop Iterating
Leo Tenenblat (Drift's Chief Product Officer) is back to talk with DC about iteration. Leo shares what iteration is like at Drift and how it compares to other companies he's worked at – from the big ones (like Salesforce where he drove the Einstein platform) to the small ones (like the startup he...
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#173: Replacing Yourself
DC's goal in life? To replace himself. On this episode, he's joined by Leo Tenenblat (Drift's Chief Product Officer) to talk through what this means in the context of a scaling company. Together, DC and Leo talk about their approaches to hiring and team building, projecting yourself into the...
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#172: Brand Love with Rebecca Messina
The world of marketing is constantly evolving, but understanding people? That will always be fundamental. Today, marketing expert Rebecca Messina joins David to share her biggest learnings from the 22 years she spent at Coca-Cola, what it was like to be Uber's first-ever CMO, and how she's…
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#171: Working Backwards with Amazon's Colin Bryar and Bill Carr
There's a saying at Amazon: "Good intentions don't work. Mechanisms do." For well over a decade, Colin Bryar and Bill Carr worked in tandem with Jeff Bezos, building out the mechanisms and leadership principles that shaped the company into what it is today. How'd they do it? They started with a...
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#170: Avoid Consensus (Unless You Want Average Results)
You have to pick an edge, pick a side. You can't be in the middle. Because the middle is where there's consensus. This week on Seeking Wisdom, DC and Adam talk about why consensus is dangerous for companies – and why you need to avoid it at all costs. Like this episode? Be sure to leave a ⭐️ ⭐️…
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#169: Introducing The American Dream with Elias Torres
To kick off the first episode of Drift's newest podcast, DC sits down for a special episode with Elias Torres – Drift co-founder, CTO, and now the host of The American Dream. In an unfiltered chat with Dena Upton (Drift's Chief People Officer) Elias and DC open up about their backgrounds and...
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#168: Seek Arbitrage Opportunities
This week on Seeking Wisdom, David and Adam talk about arbitrage opportunities. And we're not talking about paying for clicks on Google or looking for a spread. For DC, arbitrage means finding bigger opportunities. It means being contrarian. It means looking for value where others see none. In...
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#167: The Culture Episode
This week on Seeking Wisdom, DC talks about the five aspects of culture at Drift. Who better to join the discussion than our very own Chief People Officer, Dena Upton. The two of them dive right into why these five aspects help the team at Drift thrive. Dena says it perfectly, “We need to be...
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#166: Why DC Went on a News Fast and How You Can Too
DC and Adam are back to talk about... the news?! That's right. In a year that's been dominated by the news, DC has figured out how to tune it out. But not in favor of ignorance. Instead, he does it for his own sanity and productivity. In this episode, you'll learn about DC's eight-year-long news...
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#165: How We Think About Storytelling at Drift
On this episode of Seeking Wisdom, DC and Adam dive deep into one of DC's favorite topics: storytelling. DC comes from a very analytical, framework-driven way of thinking and for many, including him, storytelling can seem arbitrary. It's a topic that's hard to get your arms around. So until DC...
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#164: The Most Important Question to Ask as a Founder
DC is often asked why he started Drift when he started Drift. As his fifth company, a lot went into the decision. But it boils down to a simple question – Why now? – with a simple answer– undeniable shifts. In this episode, DC explains why “Why now?” is the most important question any…
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#163: Drift Is Going Digital First!
On this episode of Seeking Wisdom, DC sits down with Dena Upton, Drift's Chief People Officer, to discuss the company's recent decision to go digital first. Together, they talk about what this means for company culture, hiring, and the fate of our office space (hint: Conversation Spaces are…
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#162: 5 Sales & Marketing Predictions for 2021
On this episode of Seeking Wisdom, DC breaks down his top five sales and marketing predictions for 2021. We know... these are usually a dime a dozen, but DC's predictions are anything but predictable. A sneak peek: CMOs will be held accountable for revenue, the CRM as we know it is dead, AI AI…
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#161: Go All in with Great Opportunities (They Are Rarer than You Think)
Great opportunities are much rarer than you think. When they do come your way, go all-in. That's the takeaway DC shares on this episode of Seeking Wisdom and it's just one secret behind Charlie Munger's success. Tune in for more wisdom plus lessons from Jeff Bezos and Bill Ackman. And, is this…
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#160: The Psychology Episode (Essential Listening for Marketers)
If you only listen to one episode of Seeking Wisdom, this should be it. Why? Because this next lesson is essential to understanding everything else. Here, DC and Adam dive into psychology – the science of how and why we make decisions. Together they unlock how to gain influence, how to persuade,...
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#159: Learning from History (AKA You Aren't Special)
On this episode of Seeking Wisdom, DC and Adam dive into the lesson that inspired the show – why we all need to learn from history. Unfortunately, this is a lesson that's hard to learn and one that DC found especially difficult to internalize. Despite what we're told as children, we're not...
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#158: Prioritize the Biggest Rocks (and Don't Feel Guilty if You Never Get to the Small Ones)
On this episode, DC and Adam dig into the next lesson DC wishes knew when he was younger – how to prioritize what matters most and why it doesn't actually matter if you never get to any of the "the small rocks." In other words, do the one thing that will move you closer to your goal. That might...
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#157: Scaling & Selling a $100M Company with Kyle York (Former Dyn CRO)
On this episode of Seeking Wisdon, DC sits down with Kyle York, former CRO, CMO, and General Manager of Dyn and current founder and CEO of York IE. Together they discuss Dyn's path to becoming a $100 million business and its ultimate sale to Oracle. Plus, the importance of working through "the...
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#156: The Optimization Trap (and How to Avoid It)
On this episode of Seeking Wisdom, DC and Adam touch on one of DC's vices – shiny distractions. In fact, it's DC's self-proclaimed weakness. As an eternal optimist, DC is always optimizing. But that puts your outlook only a day, week, or month out. So he's learned to set guardrails to help him...
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#155: The Importance of Selecting the Right Mentors (and How to Do It)
Show me your friends and I'll show you your future. It's a common refrain because it's true – you are the average of those you spend the most time with. That's why it's so important to choose your personal and professional mentors wisely. DC and Adam tell you how to choose the best mentors, where...
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#154: Double Down on What's Working
As an eternal optimist, DC believes in the power of ideas. Which is one reason he’s always jumping to that next ‘shiny object’. In this week’s episode, DC and Adam talk about how to avoid shiny object syndrome (spoiler alert, you’ve got to sleep on it) and instead double down on what’s working....
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#153: Read Every Day
DC and Adam are back on Seeking Wisdom to talk about the importance of reading every day – one of DC’s favorite topics. But he’s changed his tune a bit. Since COVID, DC understands that so much of the important stuff happens in the “space in between” – when you’re not reading or writing or...
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#152: Seeking Wisdom Is Back: How Disruption Leads to Opportunity
Seeking Wisdom is back! During this 25-episode season, David Cancel shares what he wishes he knew when he was younger – and the stories behind the lessons – to help you avoid making the same mistakes. But first, in this very special episode, DC shares his thoughts on the COVID pandemic, how to…
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A Very Special Message from DG: We're Bringing You More
We've got some exciting news for you! If you're looking for the Growth and Operations podcasts, you can now find them in their very own feeds everywhere you listen to podcasts. Simply search Growth by Drift and Operations by Drift or follow the links in our show notes to subscribe everywhere....
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#Operations 5: The Math Gives You the Data, but the Magic Comes from the People
On this episode of #Operations, host Sean Lane talks with Auvik Network's CMO, Jacqui Murphy. Jacqui and Sean talk about how she's scaled from a marketing team of one to now oversee marketing and business development teams totaling more than 50 people. Plus, why she's banished vanity metrics for...
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#Growth 11: Is this the future of personalization?
On this episode of #Growth, host Matt Bilotti sits down with Greg Skloot, President & COO of Crystal, to discuss a whole new level of personalization. We all know we're targeted online based on past browsing history and offers are often personalized with our name and sometimes location. But are…
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#Operations 4: Metrics are Meaningless without Segments with Brett Queener, VC & Former Salesforce EVP
On this episode of #Operations, host Sean Lane sits down with VC and former Salesforce EVP and GM, Brett Queener. Queener joined the company when it was at $11 million in revenue. Today, Salesforce's market cap stands at $123 billion. This monumental growth is due in large part to Queener's focus...
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Growth #10: How We Think About Product Testing At Drift
Today's episode of Growth is all about testing. Matt Bilotti is joined by Drift's growth tech lead Vignesh Mohankumar. Together Matt and Vig discuss the ins and outs of testing products. How should you test the products you're building? When should you test? And equally important – when shouldn't...
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#151: The Power Of Keeping A Beginner's Mindset (Bonus: Copywriting Lessons From DC & DG)
On this episode of Seeking Wisdom, DC and DG talk about the power of keeping a beginner's mindset. Yes, even if you're an expert. Plus they break down a single tweet that teaches more about marketing and copywriting in two minutes than you can get from reading 30 copywriting books. It's a gold...
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#Operations 3: What Ops Pros Can Learn from this $9 Billion Company
Today on #Operations, host Sean Lane sits down with Okta's VP of Business Operations, Jake Randall. Okta's market cap is now $9 billion...not a bad company to learn from. Together Sean and Jake discuss how to actually measure your ops team's performance, scaling through hypergrowth, Jake's career...
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#Growth 9: A/B Testing & Bayesian Statistics with Intellimize's Guy Yalif
On today's episode of #Growth, host Matt Bilotti is talking all about testing – A/B testing to be exact. He breaks down the best ways to test, teaches us all about Bayesian Statistics and chats through this and more with Guy Yalif, co-founder and CEO of Intellimize.
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Best of Seeking Wisdom: DC’s Favorite Books
Want to start reading more business and leadership books but aren't sure where to begin? This special episode of Seeking Wisdom is all about DC and DG’s favorite subject – books! Tune into to hear which books have a permanent place on DC’s bookshelf.
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#150: Choose Wisely: You’re The Average Of The 5 People You Spend The Most Time With
“Show me your friends, and I’ll show you your future.” In this episode of Seeking Wisdom, DC and DG are talking about the five people closest to you – and how the people you surround yourself with in everyday life and on social media have a bigger impact on you than you think.
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#Operations 2: How to Go from MBA to VP of Operations with Drift's Will Collins
On the very first official episode of #Operations, host Sean Lane sits down with Will Collins, VP of Operations at Drift. Together they look inward to focus on operations at Drift – Will was employee number 13. So what exactly does it mean to work in ops at a hypergrowth company? You'll find out…
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#Growth 8: How to Approach Experimentation: Bite-sized Changes vs. Big Swings
Today on #Growth, Matt is talking all about experimentation. Specifically how to approach changes you might make to your site or product – bite-sized or incremental changes vs. going all out with big swings. Matt breaks this down with a real-world example you've probably faced yourself – updating...
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#149: The Story Behind Seeking Wisdom
In this episode of Seeking Wisdom, DG is taking you back in time...to 2015. He had just joined the marketing team at Drift. There was no content. There was no blog. And he had a busy CEO who was full of ideas – but who had no time to spend turning them into content. Tune into to learn how DG was...
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#148: Getting In The Mud aka Carrying The Water 3.0
Data can only get you so far. On this episode of Seeking Wisdom, DC and DG are talking about the limitations of data, and why the most important thing you can do to scale your business is to get in the mud. Because getting in the mud means getting closer to your customers. It means getting your...
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#Operations 1: Special Announcement: Introducing #Operations – Go Under the Hood of Hypergrowth Companies like Amazon, Okta & Salesforce
To all the marketing and sales ops pros out there deep in the trenches, we know automation work isn’t glamorous. And maybe it seems like no one cares about your Salesforce hack or that Marketo lead routing program you built from scratch at 2 in the morning. But we're here to change all that....
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#Growth 7: How To Scale Data Teams The Right Way with Indigo's Lauren Moores
This week on #Growth, host Matt Bilotti is talking all about data – space data, agriculture data, data science – with the self-proclaimed "data queen" herself, Lauren Moores, VP Data Strategy and Data Sciences at Indigo. Lauren has spent her whole career chasing data and finding answers to the...
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#147: Invert, Always Invert: A Secret to Solving the Most Difficult Problems.
What happens when you flip a problem on its head? Today on Seeking Wisdom, DC and DG are talking about inversion: a beloved mental model of Warren Buffett’s billionaire business partner, Charlie Munger. Inverting a problem or challenge has endless practical applications in business and everyday...
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#146: This Billionaire Investor Bet Big On Meritocracy (Here’s How He Did It & Why You Should Too)
Results matter, but how do you create a performance-based culture from scratch? Today on Seeking Wisdom, DC and DG talk about meritocracies – and why they think every high-performing business should be one. In a meritocracy, the best ideas rise to the top based on merit alone. DC shares his...
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#Growth 6: When & How to Make Your First Growth Hire
On today's episode of #Growth, host Matt Bilotti and Drift's VP of Growth, Guillaume Cabane, answer the million dollar question – when to make your first growth hire (and how). Here are a few hints: Make sure you've found product-market fit, a proven way for people to buy your product and a true...
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#145: 10 Books That Will Change How You Lead
In this episode of Seeking Wisdom, DC, DG and special guest Maggie Crowley are talking about one of their all-time favorite topics – books – about leadership. We’ll give you an inside look at the books that have made a difference to us – from experts like Christina Wodtke, Kim Scott, Bernadette...
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#Growth 5: The Most Remarkable Product Onboarding I've Ever Seen
On this episode of #Growth, host Matt Bilotti dives deep into the product onboarding experience of Superhuman, an email client and the "fastest email experience ever made." No matter if you're in B2B or B2C this episode and Superhuman's unique, 1:1 onboarding experience is full of lessons you...
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#144: Stop Waiting for Perfect
Add this to your list of things to stop doing in 2019 – waiting. On this episode of Seeking Wisdom, DC and DG are at it again, this time talking about why it’s time to stop waiting for perfect. This episode is for anyone who’s ever waited for everyone to agree, only to reach a consensus that is…
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Special Announcement: The book is here 📚
It's here! The OFFICIAL book on Conversational Marketing from David Cancel and Dave Gerhardt is now available for order everywhere books are sold. Grab your copy of Conversational Marketing: How the World's Fastest Growing Companies Use Chatbots to Generate Leads 24/7/365 (and How You Can Too) at...
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ABOUT THIS SHOW
Want to get better every single day? Tune into Seeking Wisdom, a podcast hosted by Drift's David Cancel. You'll hear about the leadership principles that have changed his personal and professional outlook and the hard-earned lessons he's learned over his 25+ year career as a 5X startup founder.
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Frequently Asked Questions
How many episodes does Seeking Wisdom with David Cancel have?
Seeking Wisdom with David Cancel currently has 241 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Seeking Wisdom with David Cancel about?
Want to get better every single day? Tune into Seeking Wisdom, a podcast hosted by Drift's David Cancel. You'll hear about the leadership principles that have changed his personal and professional outlook and the hard-earned lessons he's learned over his 25+ year career as a 5X startup founder.
How often does Seeking Wisdom with David Cancel release new episodes?
Seeking Wisdom with David Cancel publishes regularly with 241 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Seeking Wisdom with David Cancel?
You can listen to Seeking Wisdom with David Cancel on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Seeking Wisdom with David Cancel?
Seeking Wisdom with David Cancel is created and hosted by Drift.
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