Episodes

Each week we interview an expert in a domain that will help you
take your SaaS business from zero to one.

We'll also do a weekly breakdown of the B2B companies that recently raised Seed or Series A, and talk about their impact on the market they're disrupting.

Listen to our episodes on your favorite platform!

Featured Episode

Some of our best work

Creating Life at Home & a Founder's Journey in Infertility with Dr. Jennifer Hintzsche, Ph.D, CEO of PherDal

Essentially they were just trying to get sperm closer to the egg. And I thought, well shoot, I can do that myself at home. So we spell "fertile" with the PhD because I had to use my PhD to prove them wrong.

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Founder Stories

Latest episodes

AllMoney Morning Quarterback
AllFounder Stories

Creating Life at Home & a Founder's Journey in Infertility with Dr. Jennifer Hintzsche, Ph.D, CEO of PherDal

Essentially they were just trying to get sperm closer to the egg. And I thought, well shoot, I can do that myself at home. So we spell "fertile" with the PhD because I had to use my PhD to prove them wrong.

Listen Now
EP
125

Cleaning up "cloud waste" in the midst of the cloud wars with Kaveh Khorram, CEO of Usage.ai

"I have a prediction with 100% in 10 years you're going to have a billion dollar ARR company emerge out of this category"

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EP
72

A safer way to release software and the 0 to 1 story behind LaunchDarkly with Edith Harbaugh, Co founder of LaunchDarkly

The Zero to One phase is the hardest stage because you're having to convince people to use a new product from a new company. And on top of that LaunchDarkly at the time was also a process change, and people weren't really used to continuous delivery.

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EP
71

CEO Succession draft with my co founder and brother, Jeremy Vandehey

Breaking down the market, financial, and company performance of industry titans and the top 10 successors from the past 20 years.

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EP
70

Crossing the second chasm and doing big BD deals with Kurt Davis, author of "Navigate the Lighthouse"

The game has changed because some of the deals now are so massive and so you can't walk in with a salesperson and a technology engineer to go close a deal in that first chasm

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EP
69

Hiring and building with AI, life before and after raising $40M, and the startup scene in Chicago with Scott Kacyn, Co founder and CTO of Hunt Club

Creating the category of Network Relationship Management

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EP
68

Featured guests

Hear from our top aSaaSins

Creating Life at Home & a Founder's Journey in Infertility with Dr. Jennifer Hintzsche, Ph.D, CEO of PherDal

Essentially they were just trying to get sperm closer to the egg. And I thought, well shoot, I can do that myself at home. So we spell "fertile" with the PhD because I had to use my PhD to prove them wrong.

Listen Now

Cleaning up "cloud waste" in the midst of the cloud wars with Kaveh Khorram, CEO of Usage.ai

"I have a prediction with 100% in 10 years you're going to have a billion dollar ARR company emerge out of this category"

Listen Now

A safer way to release software and the 0 to 1 story behind LaunchDarkly with Edith Harbaugh, Co founder of LaunchDarkly

The Zero to One phase is the hardest stage because you're having to convince people to use a new product from a new company. And on top of that LaunchDarkly at the time was also a process change, and people weren't really used to continuous delivery.

Listen Now

CEO Succession draft with my co founder and brother, Jeremy Vandehey

Breaking down the market, financial, and company performance of industry titans and the top 10 successors from the past 20 years.

Listen Now

Crossing the second chasm and doing big BD deals with Kurt Davis, author of "Navigate the Lighthouse"

The game has changed because some of the deals now are so massive and so you can't walk in with a salesperson and a technology engineer to go close a deal in that first chasm

Listen Now

Hiring and building with AI, life before and after raising $40M, and the startup scene in Chicago with Scott Kacyn, Co founder and CTO of Hunt Club

Creating the category of Network Relationship Management

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Launching Harry's and Hims brands, Direct WITH Consumers, and building an emotional connection with a spatula with Suze Dowling, Co founder of Pattern Brands

In an agency you're being paid to be perfect. Whereas in an operating environment, that's going to be the first thing that will probably kill you.

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Life of the Solopreneur with Terry Rice, host of "Launch Your Business" on Entrepreneur

Every "or" or "and" you have in your statement decreases your value proposition by half. Get more streamlined on your value proposition and the customer your support.

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Founding WeWork, the WeWork Culture OS, and building a better community for our elders with Miguel McKelvey, Co founder of WeWork

"We had sort of a sketch and I mean that literally, like we had a floor plan with tape on it, in this building in Brooklyn. And we showed it on Craigslist and we pretty much sold out that first floor when it was just tape on the floor."

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What VCs ACTUALLY mean with Ann Miura-Ko, Founding Partner at Floodgate

"So it used to be "sell 50% of your company for 5 million dollars", and all of a sudden people didn't need that much money

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Founding NerdWallet, when to hire your replacement, and the future of FinTech with Jake Gibson, Co founder of NerdWallet and Founding Partner at Better Tomorrow Ventures

The most rewarding thing about the IPO and success of NerdWallet was the people we were able to bring along on the journey

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The "dos and don'ts" of selling your company with Chris Buttenham, CEO and Co founder of Obie (acquired by Seismic)

You're going to think your LOI is like 98% of the way there, and you're probably like 20% of the way there.

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It takes a village!! Raising little humans and childcare in a global pandemic with Gretchen Salyer, CEO of June Care

I really believe in this idea that children are meant to be raised in a community with many adults who know and care for them.

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How Generative AI will transform engineering and the ethics behind it with Lauren Peate, CEO and Founder of Multitudes

The key difference between when these metrics feel empowering versus creepy is where the locus of control is.

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Swimming with the Sharks, battling the sun, and fighting mosquitos with Nichole Powell, CEO and Founder of Kinfield

How you do anything is how you do everything.

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The business of sports and building a content empire with Joe Pompliano, CEO and Co founder of Huddle Up

And I think that's the holy grail for all content creators. If you can do your best work, consistently and on a high quality basis, then it's a home run.

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Landing Steph Curry as an investor and disrupting the miles, points, and rewards space with Henry Shi, Co founder of Super.com

Anybody who has an Amex doesn't really need one. Anybody who needs one, can't get one. So how do we take that world of travel rewards, mile point status, experience and benefits, and make it available for the people who actually need it the most?

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Philz Coffee founder, Jacob Jaber (aka the Caffeinated aSaaSin), on creating company culture one cup at a time

"Our first set of furniture in our coffee shop, my Dad took from our house. The couch and table that customers were sitting on and using came from our home."

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How communities build stronger companies with David Booth, CEO of On Deck

I see building companies as one of the highest leverage points you can create as an individual to make something happen in the world.

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Bootstrapping to a $93M exit with the diagonal aSaaSin, Jesse Lipson, CEO and Co founder of Levitate

"I was the only employee in the company until we had a thousand customers".

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Brand and positioning from 0 to 1 with the marketing aSaaSin, Stephanie Bowker, Co Founder of Ourspace

"Even if you founded your idea on previously experienced pain, you have to quickly let go of your previous experience and realize that you are not your customer."

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Building a unicorn and becoming a technical founder with Bryant Chou, Co founder and CTO of Webflow

"I just think speed is the only lasting advantage that a startup could have. And if you don't press that advantage every day, you're losing ground".

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Leaving the tech industry to start a restaurant with Bryan Tublin, Owner and Co Founder of Kitava

"But I remember bringing pots of soup to house parties in San Francisco on Friday and Saturday nights. And my first question was, do people even enjoy eating this?"

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Founding a unicorn and the future of remote work with Howard Lerman, CEO and Co founder of Roam and Yext

"There are people who are really good at doing things that you don't love to do. You only get to live once. So focus on what you love to do."

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Founding Lyft, "fork in the road moments", and dropping out of MIT to build the dream with Raj Suri, CEO and Co founder of Presto

"and so I dropped out of MIT to go wait tables at a restaurant"

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Building a big business in cannabis with Roger Obando, Co founder and CTO of Baker

We weren't weed guys in tech. We were tech guys in weed.

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The right time to pivot and putting out fires with Bill Clerico, Founder of Convective Capital and CEO and Co founder of WePay

One of the things that served me well while founding WePay was being early in payments and riding that wave. I'm hopeful that we're at that same stage in climate resilience.

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Cam Doody, Co founder and GP of the Brickyard and Bellhop, on "insulating" startups and a better approach to finding PM fit

"No company has ever found product market fit by working smart. You find product market fit by working hard."

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Putting chickens on Mars, the future of AgTech, and building the world's largest decentralized food production network with AJ Forsythe and Jordan Barnes, Co founders of Coop

Let's put chickens on Mars.

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Stefan Seltz-Axmacher, CEO and Cofounder of Polymath Robotics on the future of robotics, autonomous vehicles and "right place, right time".

For robotics to have an interesting future, the technology needs to be simpler

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Beers, brats, and business with Troy Vosseller, co founder of the Gener8tor accelerator and Sconnie Nation (On Wisconsin!!)

"When you say Wisconsin, you've said it all."

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The future of the film and entertainment industry with Alan d'Escragnolle, CEO and Co Founder of Filmhub

Anyone should be able to get their film idea produced without a meeting with Netflix

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The birth of the "portfolio aSaaSin" and the history and future of marketing automation with Anu Shukla, Co founder of Tapjoy and Botco.ai

Repeatability with minimal changes to your core offering is the key to unlocking product market fit

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Building a vertical SaaS powerhouse in salons with Matt Danna, CEO and Co Founder of Boulevard

Never, ever, pay for a $6 haircut. Period.

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Automation and AI in the enterprise with Rob May, Cofounder and CTO of Dianthus

Rob May joins the podcast to talk about the future of AI and eCommerce

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Acquiring your first 10 customers with Jen Abel, Co founder and Partner of JJELLYFISH

There's nothing scaleable about uncovering an earned insight.

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The sibling episode! Brothers Dave and Nate Evans, co founders of Fictiv, on building a company with your sibling

Nate and Dave Evans, brothers and co founders of Fictiv, talk shop about building a company as siblings

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Money Morning Quarterback: Puttshack takes a $150M swing at the mini golf experience

Justin plays 'Money Morning Quarterback' on Puttshack's $150M growth round to takeover the indoor entertainment market.

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The future of investment banking and financial services with Federico Baradello, CEO and Co founder of Finalis

Fed joins the show to talk about the future of investment banking and the financial services industry.

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Money Morning Quarterback: Tumble's $7M Series A to take down coin operated laundry

Justin plays 'Money Morning Quarterback' on Tumble Laundry's $7M Series A to take down coin operated laundry

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Legendary educator Esther Wojcicki and CEO Ari Memar talk about disrupting early stage education

Esther and Ari join the podcast to discuss how to rebuild and improve early stage child education

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Money Morning Quarterback: Artly Coffee's $8M Series A to make the perfect cup of coffee

Justin plays 'Money Morning Quarterback' on Artly Coffee's $8M round to make the perfect cup of coffee

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Applying behavioral science to your venture with Kristen Berman, CEO & Co founder of Irrational Labs

Kristen explains why founders should be looking to behavioral science to answer their most pressing customer questions

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Money Morning Quarterback: (Warning, HOT episode) Pano AI's $20M Series A to help fire professionals fight wildfires

Justin plays 'Money Morning Quarterback' on Pano AI's $20M round to help fight wildfires

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Bootstrapping to profitability with Laura McGee, CEO and Co founder of Diversio

Laura joins the show to talk about building a real, profitable, company before raising capital

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Money Morning Quarterback: Chris Yeh and Justin break down Verkada's $205M and Tract's $7M rounds

Chris and Justin play Money Morning QB on Verkada's $205M round and Tract's $7M seed round

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Beyond the Series A and the future of leadership coaching with Christine Tao, CEO and Cofounder of SoundingBoard

Christine joins the show to talk about the process she went through raising her seed round and Series A, as well as the future of executive coaching

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Money Morning Quarterback: Muck Rack's MASSIVE $180M Growth Round to build the system of record for Public Relations

Justin plays 'Money Morning Quarterback' on Muck Rack's $180M Series A

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The differences and similarities of building B2B and D2C companies with Dan Reich, CEO and Co founder of Troops

Dan's story around selling Troops to Slack and TULA to P&G...in the same year!!

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Money Morning Quarterback: (TIMBER!!) Yesler's $5M Round for it's Lumber and building materials marketplace

Justin plays 'Money Morning Quarterback' on Yesler's $5M round

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Tech accelerators, Disco's first check, and the 500 Startups experience with Marvin Liao, Partner at Diaspora and former GP at 500 Startups

Marvin shares his thoughts on tech accelerators from his time leading the team at 500 Startups

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Money Morning Quarterback: CurbWaste's $6M Seed Round

Justin plays 'Money Morning Quarterback' on CurbWaste's $6M Seed Round

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The product framework that could save your startup with Jon Fasoli, Chief Product Officer of Mailchimp

Jon discusses how start up founders can apply the concept of 'horizon planning', the blueprint Intuit uses to build billion dollar businesses.

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Money Morning Quarterback: Incredible Health's $80M Series B

Justin plays 'Money Morning Quarterback' on Incredible Health's $80M Series B

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How Daniel James, CEO and co founder of Zen, is improving employees' physical posture with intelligent security posture

Daniel James, CEO of Zen, joins the pod to talk about how he's helping improve employee health with better posture.

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Money Morning Quarterback: Boulevard's $70M Series C and Ben's $16M Series A

Chris Yeh and Justin play 'Money Morning Quarterback' on Boulevard's $70M Series C and Ben's $16M Series A

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The manager that saved my career, BJ Schaknowski, CEO of symplr

BJ Schaknowski, CEO of symplr, on maintaining a learning mindset and developing a motivated and engaged team.

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Money Morning Quarterback: Arena's $32M Series A

Justin plays 'Money Morning Quarterback' on Arena's $32M Seed round

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Raising strategic capital and M&A with Ram Jambunathan, GM and SVP of SAP.io (SAPs strategic investment and incubation arm)

The real deal behind M&A and raising strategic capital

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Money Morning Quarterback: Sage's $9M Seed Round

Justin plays 'Money Morning Quarterback' on Sage's $9M Seed round

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Going after huge markets and large incumbents with Jay Srinivasan, CEO Spoke

Jay Srinivasan, a two time aSaaSin joins the pod to talk taking on large industry players, M&A, and product go-to-market fit

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Getting above the noise and captivating audiences with Ben Parr, CEO of Octane.ai

How first time founders can get above the noise when building their business

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Building network effects and growing a business in travel during a global lockdown with Cody Candee, CEO of Bounce

The story behind Bounce and building a travel business in the midst of the pandemic

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Early days at Slack and building a company on someone else's platform with Jassim Latif

Reflecting on the early days of the Slack platform

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Veronica Belmont on becoming a startup's first hire and building communities from day one.

Veronica Belmont, Disco's first hire, joins the aSaaSins podcast!

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Closing your first investor check, Schuyler Brown, Cofounder of strongDM

Co founder of strongDM, Schuyler Brown, talks about the process he went through to close his first round of funding (....cha ching!)

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The best founders' pitches

Legendary startup pitch coach, Andrea Barrica tells us how to build the best founder pitch.

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Want to be a featured guest?

If you have a story to tell about your experience founding a SaaS business, we'd love to hear from you.

Contact me