

Subscription Stories: True Tales from the Trenches
Robbie Kellman Baxter
Subscription models are crazy powerful. Savvy small companies can easily deploy them to knock huge Goliaths off kilter. We’ve seen it in entertainment, software, hardware, news, retail, hospitality—the list goes on. In her podcast series, Robbie Kellman Baxter interviews the leaders of this revolution about how they’re using subscription pricing and membership models to redefine the biggest industries and generate predictable recurring revenue along the way.
Episodes
Mentioned books

Aug 5, 2020 • 34min
Thrive Global’s Jennifer Mazzon: Building a Forever Transaction through Subscription Products
A good product manager “meets customer needs and solves customer problems and fuels the business”. Jennifer Mazzon, Chief Product Officer at Thrive Global, joins Robbie to discuss her experience as a product expert. They cover finding the right team, how to build digital subscription products, and the importance of customer-centricity and knowing who your superusers are.
Jennifer’s Bio:
Jennifer Mazzon is a product management expert who specializes in subscription-based products. Throughout her career she has led product teams for organizations including Google Docs, Coursera for Business, Apigee, Colibri Group, Education.com, and Rocket Lawyer. Jen recently joined Thrive Global as Chief Product Officer, where she works with Arianna Huffington to unlock human potential. Jen received a Bachelor’s Degree from Yale University and an MBA from Stanford University Graduate School of Business.
Highlights from this episode:
3:38 – Jennifer talks about the different product cultures of companies she’s seen
5:30 – Thrive Global’s mission
7:45 – Jennifer shares her experience of managing a product team under the unusual circumstances of COVID-19 and the changes that Thrive Global has made in light of the pandemic
10:49 – Why Thrive Global has made content more accessible during the COVID-19 pandemic, and the power of partnerships with companies such as Snapchat
11:58 – Robbie asks Jennifer about the most important metrics she uses to gauge success
15:25 – Jennifer explains the role of a product manager, and how Thrive Global attracts in-demand product managers
21:42 – The differences between what makes a product manager good in a subscription business and what makes a product manager good in a transaction business
23:50 – Jennifer explains her process of understanding and hearing customer needs
26:36 – How to convince traditionally non-subscription companies about the importance of customer membership
27:01 – Jennifer gives advice to entrepreneurs and executives who are stepping in to the position of being product team leaders
28:53 – Jennifer gives advice to senior team members who are working with product people
31:31 – Robbie puts Jennifer through a series of rapid-fire questions
Links:
Jen’s LinkedIn : https://www.linkedin.com/in/jenmazzon/
Thrive Global : https://thriveglobal.com/
Robbie’s Book THE FOREVER TRANSACTION : https://robbiekellmanbaxter.com/the-forever-transaction/
Get Robbie's free ebook on how to launch your own subscription business : https://pages.robbiekellmanbaxter.com/launch
Podcast website and transcript: https://robbiekellmanbaxter.com/thrive-global-jennifer-mazzon/

Jul 27, 2020 • 42min
Kurbo’s Joanna Strober on a Digital Program to Make Kids Healthier
“Our goal is to teach forever habits.” Joanna Strober has reimagined the youth weight loss industry through her wellness program, Kurbo. Tune in to hear Joanna talk with Robbie about the role of a human coach in a digital program, how to communicate with both parents and kids, and instilling habits in customers for the long term.
Highlights from this episode:
7:00 – Joanna talks about what triggers people to enroll in subscriptions and what motivates people to make subscription a habit
9:52 – Robbie and Joanna talk about the 7 key areas of competence in a subscription business, and about why WW is more passionate about their subscription mission than their subscription product
16:40 – Joanna talks about Kurbo’s FOREVER PROMISE
17:24 – Kurbo’s “reverse freemium” model, and the power of breaking the mold when it comes to adopting a subscription model
19:50 — Robbie and Joanna talk about customer success, its importance, and what it looks like
23:50 – Joanna explains why human connection is essential and hints at Kurbo’s “Secret Sauce”
27:00 – Weathering negative social media storms
34:40 – The challenges of the launch, scale, and lead phases of growing a business
37:00 – Joanna gives advice to entrepreneurs who want to start a business in THE MEMBERSHIP ECONOMY and investors who want to fund a business in THE MEMBERSHIP ECONOMY
39:22 – Joanna gives advice to smaller companies undergoing acquisition by a larger company
40:20 – Robbie’s speed round
Joanna’s Bio:
Joanna Strober is an entrepreneur and investor who founded Kurbo, the first digital weight loss platform for kids. Joanna grew Kurbo into a subscription business so successful that it caught the interest of WW (Weight Watchers reimagined), one of the biggest names in wellness. She is currently the CEO of Kurbo and a Senior Vice President at WW. Before diving into the weight loss industry, Joanna was Senior Managing Director at Sterling Stamos, and co-authored Getting to 50/50. Joanna earned a Bachelor’s Degree from University of Pennsylvania and a JD from UCLA school of Law.
Links:
Joanna’s LinkedIn : https://www.linkedin.com/in/joannastrober/
Kurbo : https://kurbo.com/
WW : https://www.weightwatchers.com/us/
Robbie’s Book THE FOREVER TRANSACTION : https://robbiekellmanbaxter.com/the-forever-transaction/
Podcast Website: https://robbiekellmanbaxter.com/podcast

Jul 27, 2020 • 45min
Inspirato’s Brad Handler on Revamping a Thousand-Year-Old Industry
“Life is too short to play vacation roulette”. Brad Handler and his brother Brent are vacation entrepreneurs who incorporate membership and subscription into their luxury travel service, Inspirato. Brad joins Robbie to discuss the importance of “celebrating failure” when innovating, how a strategic approach to real estate and data give Inspirato a unique advantage, and the power of a “people-as-a-service” structure to create strong member relationships.
Highlights from this episode:
2:08 – Brad introduces Inspirato’s affordable business model
5: 49 – Brad explains the two travel products and services offered: Inspirato Membership, and Inspirato Pass
10:04 – Hospitality vs. real estate in the vacation business, why Brad chose to focus on hospitality, and the importance of specialization in a company
11:03 – Brad and Robbie discuss subscription vs membership business models
12:25 – Inspirato’s forever promise, and why a membership mindset is so important
14:03 – Brad highlights the importance of planning for success in the entrepreneurial world
16:07 – How Inspirato uses technology to pull ahead of its competitors
16:65 – Brad and Robbie get into the “nitty-gritty” of Inspirato’s business model, and talk about Robbie’s 7 steps for optimizing subscription business models
18:45 – Brad introduces his philosophy of “celebrating failure” to promote innovation
21:03 – Inspirato’s most important metrics, and how data collection can transform and improve customer experience
26:30 – Brad and Robbie discuss Inspirato’s key to lasting members: a personalized onboarding process
31:08 – Why Inspirato has decided not to make any services “free”
32:31 – How Inspirato is structured for profitability
34:12 – Brad and Robbie talk about the importance of customer satisfaction and success
37:01 – Brad and Robbie discuss how human relationships are a part of Inspirato’s success
37:55 – Brad offers advice to aspiring entrepreneurs and explains why passion is an indispensable asset
39:40 – Brad shares his tips for working alongside family, and how he and his brother have grown to be so successful together
41:58 – Robbie puts Brad through a round of rapid-fire questions
Brad’s Bio:
Brad Handler is an entrepreneur redefining the luxury travel industry. Brad began his career first as an engineer at Apple, then as an attorney at a top Silicon Valley law firm, and then at eBay as their first in-house counsel from 1997 to 2001. But he is best known for his innovation in the world of destination travel clubs. In 2002 Brad founded Exclusive Resorts with his brother Brent and served as the company’s CEO and chairman. They have since gone on to create Inspirato, a vacation service providing personalized, high-end travel experiences. Brad earned a bachelor’s degrees from the University of Pennsylvania, and a JD from the University of Virginia School of Law.
Links:
Brad’s LinkedIn : https://www.linkedin.com/in/brad-handler-8757a/
Inspirato’s website : https://www.inspirato.com/
Brad’s first company, Exclusive Resorts : https://www.linkedin.com/company/exclusive-resorts/
Robbie’s Book THE FOREVER TRANSACTION : https://robbiekellmanbaxter.com/the-forever-transaction/
Podcast Website: https://robbiekellmanbaxter.com/podcast

Jul 20, 2020 • 2min
About Subscription Stories
Subscription models are crazy powerful. Savvy small companies can easily deploy them to knock huge Goliaths off kilter. We’ve seen it in entertainment, software, hardware, news, retail, hospitality—the list goes on. In her podcast series, Robbie Kellman Baxter interviews the leaders of this revolution about how they’re using subscription pricing and membership models to redefine the biggest industries and generate predictable recurring revenue along the way.


