Best Cloudbeds Podcasts (2025)

1
How To Stop Managing 38% of Your Customers in 2026 ft. Yvette Hill (F5) 26:12

Play Pause

1d ago26:12

26:12

Ready to churn less and win more? 🏆 Subscribe for a simple, once-a-month rundown of the episodes at gainsight.com/unchurned Every major transformation Yvette Hill has led started the same way: with a moment of panic. Across a 35-year career at IBM, Xerox, Microsoft, and now F5, Yvette Hill, SVP of Customer Success and Global Renewal Sales at F5, ha…

1
Why $100M AI Companies Are Failing at Renewals? ft. Cassie Young & Kyle Poyar 37:30

9d ago37:30

37:30

Ready to churn less and win more? 🏆 Subscribe for a monthly roundup of every episode at ⁠⁠gainsight.com/unchurned⁠⁠ Two of SaaS's most influential voices just sounded the same alarm: Cassie Young, General Partner at Primary Ventures, and Kyle Poyar, founder of Growth Unhinged, both published viral articles warning of a "gross retention apocalypse" …

1
The #1 Thing Great CCOs Do in Year One ft. Alexis Hennessy (Heidrick & Struggles) 20:28

16d ago20:28

20:28

When the Chief Customer Officer role first emerged in SaaS, Alexis Hennessy was already there—helping define it. Twelve years ago, she co-founded the post-sales executive search practice inside Heidrick & Struggles, one of the world’s premier search firms. She witnessed the rise of the CCO, the collapse of the role during the downturn, and now the …

1
How Community Increases Retention 4X ft. Erica Kuhl (Gainsight) 32:13

1M ago32:13

32:13

When Erica Kuhl joined Salesforce as employee #176, nothing about her role or title suggested she would go on to build one of the most influential customer communities in SaaS history. Given a broken website, no roadmap, no team, she hacked together the first Salesforce Community with duct-taped technologies, raw conviction, and a fierce belief tha…

1
Episode 109 with Sean Tibbetts, Senior Director Of Education, AAHOA 51:07

1M ago51:07

51:07

Sean Tibbetts is the guest on this episode of Checking InnBy Leon Thomas

1
How a 5-Person Team Built 150 AI Workflows That Changed an Entire Company ft. Colin Slade (Cloudbeds) 48:37

1M ago48:37

48:37

When Cloudbeds faced a post-sales organization at 120% capacity, no budget, and declining efficiency, Colin Slade chose to rebuild the operation through AI. Within nine months, his four-person AIOps team deployed more than 150 workflows and agents, automating 75% of repetitive work and reclaiming 7,000 hours every month. This episode details how Co…

1
A Simple Habit That 3x’ed AI Adoption Rates: The 15-Minute Rule ft. Cat Valverde (Enterprise AI Group) 15:30

2M ago15:30

15:30

Why most enterprise AI fails — and how Cat Valverde’s 4-week adoption framework shows that the fix is just 15 minutes a week. Most enterprises are stuck in AI pilot purgatory — running endless experiments that never scale. In this episode of Unchurned, Josh Schachter sits down with Cat Valverde, founder of Enterprise AI Group, to break down what’s …

1
Why Your Ideal Customer Profile Is Broken and How AI Can Fix It ft. Mark Roberge (Co-Founder of Stage 2 Capital) 47:32

2M ago47:32

47:32

The Biggest GTM Mistake (Spoiler Alert: Stop Chasing CAC!!!) Mark Roberge shares how AI is transforming sales, customer success, and go-to-market strategy. The former HubSpot CRO, now co-founder of Stage 2 Capital and senior lecturer at Harvard Business School, Mark Roberge breaks down the 4 phases of AI evolution that will redefine how companies s…

1
The Only Agentic AI Guide You'll Ever Need ft. Jacob Bank (Relay.app) 42:30

2M ago42:30

42:30

The Ex-Google PM Who Spent 14+ Years Building AI Agents ft. Jacob Bank (Relay.app) Jacob Bank has been building AI agents since before they were cool. While the rest of us were just figuring out what ChatGPT could do, Jacob was already 13 years deep into agent research. Now, as founder and CEO of Relay.app, Jacob is making AI agents accessible to e…

1
Are CSMs the Next Generation of CEOs? ft. Omer Rabin (TLA Ventures) & Chad Horenfeldt (Siena AI) 33:14

2M ago33:14

33:14

What if the function you were about to join didn’t really exist yet? In 2014, customer success was barely a function—it was an idea in the making. Omer Rabin took a bet on that idea at a time when the industry still needed convincing that managing customer relationships deserved its own tech stack. He went on to become Gainsight’s Chief Evangelist …

1
From Radio Host to CPO: Why Should You Always Work Backwards from Renewals? ft. Venk Chandran (PathFactory) 34:12

2M ago34:12

34:12

The best product leaders don't start in product—they start in customer success. Nick Mehta, former Gainsight CEO, sits down with PathFactory’s CPO & CCO, Venk Chandran, who built his product career from the ground up in CS. Venk reveals why working backwards from renewals changes everything, how CS teams can drive AI adoption with their customers, …

1
Episode 105 with Dr. Limitless Williams 28:15

3M ago28:15

28:15

Dr. Limitless Williams is the guest on this episode of Checking Inn with Miranda and LeonBy Leon Thomas

1
Episode 106 Tammera Catchings 34:05

3M ago34:05

34:05

Tammera Catchings is the guest on this episode of Checking Inn with Miranda and LeonBy Leon Thomas

1
Episode 104 with Phil Colicchio and Trip Schneck with Colicchio Consulting 52:20

3M ago52:20

52:20

If you would like to be a guest on Checking Inn contact Leon [email protected] or contact Miranda.Kitterlin-ynch, just Google her nameBy Leon Thomas

1
Inside Pulse: How 7 CS Leaders Are Moving Their Biggest Boulders With AI 31:36

3M ago31:36

31:36

How do you manage 100,000+ renewals or scale AI across thousands of CSMs? CS leaders share how they're tackling their biggest challenges and using technology to drive retention, adoption, and efficiency. In this episode of the [Un]churned Podcast, Josh Schachter sits down with customer success leaders at the 2025 Gainsight Pulse Conference in Las V…

1
Episode 108 43:21

3M ago43:21

43:21

By Leon Thomas

1
Episode 103 with Omari Head 47:18

3M ago47:18

47:18

Omari Head with Howard University is the guest on this episode of Checking Inn with Miranda and LeonBy Leon Thomas

1
Episode 107 Annamarie Sisson 33:24

3M ago33:24

33:24

Annamarie Sisson is our guest on this episode of Checking InnBy Leon Thomas

1
Is Agentic AI The End of ARR? ft. Brett Queener (Bonfire Ventures) & Chuck Ganapathi (Gainsight) 51:40

3M ago51:40

51:40

"How Agentic AI Is Replacing Subscription Revenue" Chuck Ganapathi, the CEO of Gainsight & Brett Queener, Managing Director at Bonfire Ventures, who previously ran product at Salesforce and helped destroy Siebel, the company where he and Chuck first met. Together, they've witnessed every major shift in enterprise software over three decades, and th…

1
How BMC's CCO Built AI Agents That Triple Productivity ft. Sofia Barbosa (BMC Software) 30:34

3M ago30:34

30:34

How Human-Centric AI Frees CSMs for Strategic Work at BMC Leading customer success at a global scale is never easy—especially after a company split. For Sofia Barbosa, this meant steering a leaner team while still supporting hundreds of BMC products worldwide. The challenge: deliver more impact with fewer hands. The solution: build Succedo, an AI p…

1
How to Drive Innovation & Democratize AI as a CS Leader ft. David Karp (Disqo) 28:02

3M ago28:02

28:02

How Disqo Sparked an AI Movement With a Company-Wide Hackathon When everyone was talking about AI but few knew where to start, Disqo took a bold step: they cleared two full days and ran a company-wide AI hackathon. The result? 70 people, 15 teams, and a wave of innovation that’s still driving value today. In this episode, David Karp, Chief Customer…

1
How to Scale Customer Success with AI Agents ft. LeeRon Yahalomi (Aligned) 32:50

4M ago32:50

32:50

The Secret Workflow Letting LeeRon Manage 100 Accounts With a 2-Person Team When tasked with managing 100 accounts with just two people, most leaders would immediately start hiring. Not LeeRon Yahalomi. Instead, the VP of Customer Success at Aligned built her own team of AI agents inside ChatGPT that handle customer handoffs, meeting prep, and even…

1
What Really Happens When AI Becomes Your Teammate ft.Brady Bluhm & Kalpana KrishnaKumar (Gainsight) 36:49

4M ago36:49

36:49

How Kalpana, our Enterprise CSM, Scaled Her Book of Business by 40% With AI Kalpana Krishna Kumar, an Enterprise CSM at Gainsight, and Brady Bluhm, Senior Product Manager at Gainsight, join the show to share how they’re reimagining customer success with AI. From Kalpana’s 40% increase in her book of business to Brady’s unlikely journey from child a…

1
How to Transform Customer Experience at Scale ft. Jeffrey Bussgang & Teresa Anania | Ep. 145 42:30

4M ago42:30

42:30

AI is evolving so fast that it’s hard to keep up—sparking both excitement and anxiety about the future of work. Will AI replace jobs, or will it redefine them? In this episode of [Un]churned, host Josh Schachter, SVP of Atlas at Gainsight, sits down with Jeffrey Bussgang, General Partner & Co-Founder at Flybridge Capital Partners and Senior Lecture…

1
Gainsight's New CEO ft. Nick Mehta and Chuck Ganapathi | Ep. 144 46:26

4M ago46:26

46:26

Meet Chuck Ganapathi, the new CEO of Gainsight! In this special episode of [Un]Churned, host Josh Schachter sits down with Gainsight’s outgoing CEO Nick Mehta and his successor, Chuck Ganapathi, to mark a pivotal leadership transition. Nick reflects on his 13-year journey building Gainsight into a category-defining company, the lessons he’s learned…

1
Episode 102 with Travis Breen 47:36

5M ago47:36

47:36

TravisTravis Breen is a seasoned hospitality executive with a deep-rooted background in hotel sales and revenue strategy. Over the past 20+ years, he has led sales teams across a range of major hotel brands, consistently delivering top-line results and driving growth in highly competitive markets. Known for his ability to build strong client relati…

1
Episode 101 with Josh Graham with CloudBeds 38:31

6M ago38:31

38:31

On this episode of Checking Inn With Miranda and Leon we talk with Josh Graham with CloudBeds. On this episode of Checking Inn With Miranda and Leon we talk with Josh Graham with https://www.cloudbeds.com/ About Josh (From his Linkedin profile) Having held multiple operational and management positions in branded and independent hotels, Josh Graham …

1
100th Episode of Checking Inn 39:13

6M ago39:13

39:13

On the special 100th Anniversary Episode of Checking Inn, Miranda and Leon interview each other. And on this episode The Leon Thomas Group https://theleonthomasgroup.com/ premieres The Bean Pie Anthem.By Leon Thomas

1
Kristi's AI Project, Josh's Wedding & Until Next Time... 24:06

6M ago24:06

24:06

#updateai #customersuccess #saas #business Welcome back to Unchurned! In this special episode, hosts Josh Schachter and Kristi Faltorusso gather for one last on-air session before a well-deserved summer break—and just before Josh’s London wedding celebration! They also dive into Kristi's AI learning journey—breaking down how she’s gone all-in on mi…

1
Checking Inn With Jessica Hayes 25:30

7M ago25:30

25:30

The Quote Of The Show was “Do you always have a bean pie in your pocket” During this episode of Checking Inn, we engage in a thoughtful conversation with Jess, exploring key facets of hotel technology, including the integration of artificial intelligence. She also shares insightful guidance for college students and professionals aspiring to advance…

1
Checking Inn with Emily Penfold Dailey 29:04

7M ago29:04

29:04

Emily Penfold Dailey is our guest on this episode of Checking Inn. During this conversation Emily talks about her work as CEO and Founder at Pen Dailey Consultting. https://pendailey.com/ Here’s some more information about Emily (from her Linkedin Profile) While my interests and experiences are very diverse, they are driven by a strong set of value…

1
The Reality of Promotions and Navigating Career Growth ft. Rachel Tsui (Komodo Health) 24:59

7M ago24:59

24:59

#updateai #customersuccess #saas #business Rachel Tsui, the ex-Head of CS at Komodo Health, joins hosts Jon Johnson and Josh Schachter to dive deep into the intricacies of customer success. Rachel highlights the innovative use of healthcare data to identify patient trends and enhance service delivery. The conversation explores how Komodo's customer…

1
Checking Inn with Don Farrell 43:37

7M ago43:37

43:37

On this episode of Checking Inn, we talk to Don Farrell. In addition to sharing his background, Don introduces us to Tagged Trip—the simplest and safest way to meet like-minded people while traveling. Once you sign up on the mobile app, any planned future trips become Tagged Trips™, automatically “attracting” other like-minded travelers. The app al…

1
How to Turn Insights into Company Strategy ft. Cait Keohane 28:50

7M ago28:50

28:50

#updateai #customersuccess #saas #business Join host Josh Schachter, Co-Founder & CEO of UpdateAI, as he sits down with Cait Keohane, the Chief Customer Officer of Airtable, to explore the art of scaling world-class post-sale experiences. Cait shares her incredible journey from being one of the early employees at Zendesk and helping grow the compan…

1
Bashar Wali: Winning guest loyalty in an age of commoditized hospitality 1:00:14

7M ago1:00:14

1:00:14

What does it take to keep hospitality from becoming just another commodity? In this episode of The Turndown, Bashar Wali, Founder and CEO of This Assembly and Practice Hospitality, shares why the future of hotels lies not in points or perks, but in the power of human connection. Drawing on his experience as hotel developer, operator, and tireless t…

1
Gainsight’s Big Leaps, AI Agents, and Pulse 2025 ft. Nick Mehta 35:30

7M ago35:30

35:30

#updateai #customersuccess #saas #business Welcome back to Unchurned! In this very special annual tradition, host Josh Schachter, CEO of UpdateAI sits down with Nick Mehta, the ever-energetic CEO of Gainsight, for a deep dive into all things Pulse 2025 - Gainsight’s CS conference, which this year is bringing its signature blend of learning and comm…

1
Checking Inn with Diego Ng 36:25

7M ago36:25

36:25

Diego Ng Is Chef and Co-Owner at Temple Street Eatery & Houmei https://www.templestreeteatery.com/ Before they were Temple Street Eatery, Chef Diego Ng & Chef Alex Kuk were doing POP-UPS all over Miami under the name HOUMEI. The concept which currently resides inside The Wharf Fort Lauderdale, focuses on Chino-Latino inspired dishes from their upbr…

1
Should We Ease the Workload of Superhero CSM? Ft. Sarah Parker (Betterup) 33:30

7M ago33:30

33:30

#updateai #customersuccess #saas #business Sarah Parker, SVP, Global Customer Success at BetterUp joins the hosts ⁠⁠Kristi Faltorusso⁠⁠, ⁠⁠Jon Johnson⁠⁠ & ⁠⁠Josh Schachter⁠⁠. They discuss the need for a transition from high-touch to low-touch customer interactions and the mindset shift required for CSMs for a self-service approach. Topics Discussed…

1
Bradley Steward: Crafting rugged luxury at the intersection of design and hospitality 1:01:50

7M ago1:01:50

1:01:50

What does it take to create a hospitality experience so unique that guests become your greatest advocates? In this episode of The Turndown, Brad Steward shares the philosophy behind Caravan Outpost, a place where intentional design and experiential travel collide. Drawing on his background as a snowboarder, designer, and brand innovator, Brad bring…

1
Checking Inn with Annie Sloan 39:31

7M ago39:31

39:31

On this edition of Checking Inn we talk with Annie Sloan, Co-Founder & CEO of The Host Co About Annie, from her Linkedin profile Co-Founder & CEO of The Host Co. We connect hotel-level amenities to short term rentals in 17 countries and counting. Former Creative Director Facebook and Twitter. Embedded lead Google, Nike, R/GA. Tech and travel nerd, …

1
Checking Inn with Herman Crawford 39:57

7M ago39:57

39:57

On this episode of Checking Inn, we have a great conversation with Dr. Herman Crawford. Among the many topics discussed was his new book “Ai is F***ing Hospitality” Purchase the book at this link https://sites.google.com/view/aiisfinghospitalityliterally/ Hospitality, long rooted in personal interaction and care, is experiencing a radical transform…

1
How GitHub Drives Measurable Customer Outcomes (And Tracks What Matters) ft. Michael Goetz (GitHub) 39:28

8M ago39:28

39:28

#updateai #customersuccess #saas #business Michael Goetz, Vice President of Customer Success Strategy at GitHub, joins Josh Schachter, Co-Founder & CEO of UpdateAI, and Kristi Faltorusso, CCO at Client Success, for a candid and insightful conversation that no customer success (CS) professional will want to miss. They discuss GitHub's shift from a f…

1
James Kendall LaRue: Connecting guests with nature and one another at LOGE 56:25

8M ago56:25

56:25

How do you create a truly memorable hospitality experience that keeps guests coming back? In this episode of The Turndown, James Kendall LaRue, COO of LOGE, shares his journey from consulting to leading an innovative hospitality brand that prioritizes community and authenticity. With properties designed to get guests out of their rooms and connecte…

1
Customer-Centric Approach for a Unified Onboarding Experience Ft. Sri Ganesan (Rocketlane) 26:46

8M ago26:46

26:46

In this podcast episode, Josh Schachter interviews Srikrishnan Ganesan, founder, and CEO of Rocketlane, a customer onboarding platform. Sri discusses the origins of Rocketlane, including the community they built before launching the product, and the birth of Rocketlane. They also talk about the importance of collaboration and marketing in the SaaS …

1
Checking Inn with Horace T. Brooks 34:46

8M ago34:46

34:46

Our guest on this episode of Checking Inn is Horace T. Brooks. He is a seasoned hospitality executive known for his expertise in hotel management, leadership, and team development. Through dedication and perseverance, he has advanced into various leadership roles within the industry. Horace is widely recognized as a leadership expert and speaker, w…

1
Claudia Infante: A Chief Data Officer’s take on hotel tech, integration, and data strategy 50:30

8M ago50:30

50:30

How do you balance guest experience with data security in an industry built on personal connections? In this episode of The Turndown, Claudia Infante, Chief Data Officer at Margaritaville, shares her perspective on the evolving role of technology in hospitality—what’s working, what’s missing, and what needs to change. From guest data management to …

1
Checking Inn with guest Phil Haddad 42:23

8M ago42:23

42:23

On this episode of Checking In, Miranda and Leon welcome seasoned hotel executive Phil Haddad for an insightful conversation about the hospitality industry. With years of experience managing top hotel brands, Phil brings a deep understanding of hotel operations and sales. He’s also the creator of two popular series, Hotel Sales Leads by Phil and Ho…

1
Diogo Vaz Ferreira: Authenticity and adaptability in the age of automation 48:43

8M ago48:43

48:43

What does it mean to deliver authentic hospitality in an increasingly automated world? In this episode of The Turndown, Diogo Vaz Ferreira, Head of Commercial at Clink Hostels, shares his thoughts on balancing modernization with the human touch in the hostel industry. The conversation explores the challenges and opportunities of integrating automat…

1
How AngelList is Leveling Up CS into a True Commercial and Revenue Driver ft. Carly Van Kirk 30:46

8M ago30:46

30:46

#updateai #customersuccess #saas #business Josh Schachter, Co-Founder & CEO of UpdateAI, sits down with Carly Van Kirk, Head of CS at AngelList. Carly pulls back the curtain on AngelList’s unique approach to supporting emerging and established GPs and shares her journey into this pivotal leadership role amidst rapid company growth and industry tran…

1
LIfe, Loss & Lessons: Unchurned BTS 36:21

8M ago36:21

36:21

#updateai #customersuccess #saas #business ⁠In this heartfelt and deeply personal episode, hosts Jon Johnson, Kristi Faltorusso, and Josh Schachter step away from their usual customer success conversations to reflect on life’s heavier moments. The trio opens up about recent challenges—celebrating new beginnings, mourning profound losses, and naviga…