In this episode, Ben sits down with Casey Graham, Co-Founder and CEO of Gravy Solutions, the first-ever payment recovery solution for subscription-based businesses. Prior to launching Gravy, Casey founded the Rocket Company, which he successful

You Are Your Own Biggest Competition (with Alexa Gates, Senior Demand Generation Manager at Catalyst)

Apr 26th, 2022 46m 30s

In this episode, Ben sits down with Alexa Gates, Demand Generation leader at Catalyst. During their conversation, Ben and Alexa discuss the value of being direct and upfront in all communications, and why it’s essential for organizations to hav

Getting Real About Being a New Parent in Tech (with Sara Masson, VP of Customer Success at leap tools)

Apr 19th, 2022 45m 3s

In this episode, Ben sits down with Sara Masson, the VP of Customer Success at leap tools, a company that’s on a mission to revolutionize the retail experience through AR technology. Sara recently joined the company following the birth of her d

Startup Docs & The Future of Tech Culture

Apr 5th, 2022 35m

In this solo episode, Ben discusses various aspects of tech culture. He shares his perspective on recent scripted drama series that have depicted tech startup culture like Super Pumped featuring Joseph Gordon-Levitt, about the founding story of

Sometimes You Can’t Separate Work and Life

Mar 1st, 2022 13m 5s

This brief episode was recorded on the day Russia invaded Ukraine, and in it, Ben shares his thoughts on compartmentalizing work and life, making the most out of the time you have, and how people can best support each other at work when things

LinkedIn Lunatics, the Hiring Crisis and Metamates

Feb 22nd, 2022 39m 4s

In this episode, Ben broaches more hot topics in the tech landscape today. He discusses LinkedIn’s new filter option, which allows users to remove political content from their feeds, the ongoing hiring crisis in the workforce today, the Metaver

Peloton Layoffs, Apple Controversy and Gen Z in the Workforce

Feb 15th, 2022 45m 18s

In this episode, Ben offers his take on some of the most controversial headlines in the business world today. He discusses how Peloton recently laid off 20% of its staff (2,800 people), and why people are saying the way the leadership team hand

Inflation, Wage Increases, Remote Work and Mental Health

Feb 8th, 2022 29m 9s

In this episode, host Ben Winn is back to discuss more key trends and developments happening in the SaaS community right now. He explores the impacts of inflation on wages and company-wide pay increases. Ben also discusses remote work and menta

Sabbaticals, Hybrid Models and After-Hours Emails

Feb 1st, 2022 28m 55s

In another special solo episode, host Ben Winn is back to discuss more key trends and developments happening in the SaaS community right now. He explores the idea of sabbaticals, which are now being offered as an employee perk at companies like

Four Day Work Weeks, Better.com CEO Returns, Lattice & Clockwise Raises, And More! (Solo Episode with Ben Winn, Community and Marketing at Catalyst Software)

Jan 25th, 2022 34m 39s

In this special solo episode, host Ben Winn discusses new key developments happening in the SaaS community. He explores the concept of the four-day workweek and how it may help to boost productivity, different time-saving strategies, and tips f

Give Before You Take (with Lloyed Lobo, Co-Founder and President of Boast.AI)

Jan 18th, 2022 44m 55s

In this episode, Ben sits down with Lloyed Lobo, the Co-Founder and President of Boast.AI., a company that automates access to research and development, tax credits and innovation incentives so companies can fuel their growth while preserving e

Leveraging LinkedIn To Land Clients & Grow Revenue (with Liz Willits, Owner of Liz Willits Marketing Consultancy)

Jan 11th, 2022 51m 35s

In this episode, Ben sits down with Liz Willits, the owner of Liz Willits marketing consultancy and the number one marketer on LinkedIn (according to her mom). Liz specializes in email marketing, copywriting, content marketing and demand genera

Life Lessons from a Digital Nomad (with Melissa Kwan, Co-Founder and CEO, eWebinar)

Jan 4th, 2022 58m 16s

In this episode, Ben sits down with Melissa Kwan, the Co-Founder and CEO of eWebinar, a tool that automates webinars to free up more of your time. Melissa shares the fascinating story of how she became a digital nomad to travel the world, and w

Turning $1,000 Into $10 Million ARR (with Guillaume Moubeche, CEO and Co-Founder of lemlist)

Dec 14th, 2021 50m 32s

In this episode, Ben sits down with Guillaume Moubeche, the CEO and Co-Founder of lemlist, sales automation and cold email software that helps companies personalize cold emails, automate follow-ups, and engage with leads across all channels. Du

The Science of Decision Making (with Eric Johnson, Director of the Center for Decision Sciences at Columbia University)

Dec 7th, 2021 45m 50s

In this episode, Ben sits down with Eric Johnson, the director of the Center for Decision Sciences at Columbia University and the author of the newly released book, The Elements of Choice. During their discussion, Ben and Eric talk about the sc

Winning On Purpose (with Fred Reichheld, Author and Inventor of NPS)

Nov 30th, 2021 52m 5s

Fred Reichheld is a Bain fellow and the inventor of NPS, or Net Promoter Score, which is a system adopted by thousands of companies around the world to measure customer loyalty. He's authored several bestselling books that have helped companies

Paralyzed to Peaks (with Jack Ryan, Partner Manager at SaaStr)

Nov 23rd, 2021 53m 34s

Jack Ryan is the Partner Manager at SaaStr, the world’s largest community of SaaS professionals. In this episode, Ben and Jack discuss Jack’s journey of suffering a broken neck and numerous strokes, which led to his paralysis and near death. Ja

Do One Thing a Day That Scares Your CEO (with Mike Roberts, Head of Marketing, Catalyst Software)

Nov 16th, 2021 56m 55s

Mike Roberts is the Head of Marketing at Catalyst Software, AKA Ben’s boss. In this episode, Ben and Mike discuss some of the projects they’re most proud of in their careers so far, the importance of reflecting on our progress overtime, and ach

Championing Diversity in Tech (with Leah Chaney, Founder and Chief Experience Officer of BetterGrowth)

Nov 9th, 2021 39m 35s

Leah Chaney is the founder and Chief Experience Officer of BetterGrowth, a consultancy that helps companies gain clarity on why sales are decreasing, churn is climbing, and employees are leaving by providing a step-by-step action plan. She’s al

The Grass Is Always Greener (with Stacy Schmitz, Enterprise Account Executive at Catalyst Software)

Nov 2nd, 2021 41m 55s

Stacy Schmitz is an Enterprise Account Executive at Catalyst Software. In this episode, Ben and Stacy discuss how she has seen incredible success in her career so far, reaching 200% of her quota last quarter. Stacy also shares her unique approa

Quitting With No Plan (with Bradley Liou, Head of Customer Success at Acquire)

Oct 22nd, 2021 41m 34s

Bradley Liou is the Head of Customer Success at Acquire, an app that’s transforming e-commerce by creating unforgettable checkout experiences. In this episode, Ben and Bradley discuss the sabbatical Bradley took recently to support his wife who

Hot Ones, Hawaii, and How CS is Taking Over (with Edward Chiu, Co-Founder and CEO of Catalyst Software)

Oct 19th, 2021 34m 57s

Edward Chiu is the Co-Founder and CEO of Catalyst Software, a company that helps businesses centralize customer data, get a clear view of customer health, and scale experiences that drive retention and growth. In this episode, Ben and Edward di

Sending Good Vibes, Gift Cards, and occasionally BBQs (with Kris Rudeegraap, CEO and Co-Founder of Sendoso)

Oct 12th, 2021 34m 10s

Kris Rudeegraap is the CEO and Co-Founder of Sendoso, the leading sending platform that helps companies engage with customers throughout the buyer’s journey. In this episode, Kris and Ben discuss how the best ideas often come from a problem tha

In the Business of Simplicity (with Mike Murchison, the CEO and Co-Founder of Ada)

Oct 5th, 2021 40m 53s

Mike Murchison is the CEO and Co-Founder of Ada, the leading provider of AI customer support chat bots that automates millions of chat-based conversations per month for clients like TELUS, Coinbase and Shopify. In this episode, Mike and Ben dis

Making the Invisible Visible (with Arjun Devgan, VP and Global Head of Success at Amplitude)

Sep 28th, 2021 38m 5s

Arjun Devgan is the VP and global head of customer success at Amplitude, an innovative company that’s helping businesses manage and optimize innovation efforts with its digital optimization system. In this episode, Arjun and Ben discuss Arjun’s