Second Acts with Krish Subramanian
by Chargebee
Latest episode
Notion co-founder on malleable software, monetizing agentic work…
Notion co-founder on malleable software, monetizing agentic work…
About this podcast
Second Acts chronicles the risky, exacting, and ultimately foundational shifts that propel SaaS businesses forward. Whether it’s expanding into new geos/segments/verticals, releasing adjacent product lines, devising the next set of GTM/monetization models and org structures, scaling up requires pursuing these (often tricky) transformations (read: Second Acts) all at once.
In this second season, tune in every month as Chargebee’s co-founder and CEO, Krish Subramanian, sits down with senior founders and CXOs to capture the urgent, never-before-seen second acts that AI’s all-out enterprise embrace is bringing about.
Episodes
The newest 20 of 22 episodes
- Notion co-founder on malleable software, monetizing agentic work, reinvention, more | Akshay Kothari · 44 min · Season 2 Episode 21In this episode of Second Acts, Krish is joined by Akshay Kothari, co-founder at Notion. Akshay shares notes on: The founding insight behind his first startup, Pulse (acq. by…
- Miro CEO on reaching 100m users + 250k orgs, permission to win, hybrid pricing, more | Andrey Khusid · 1 h 7 min · Season 2 Episode 20In this episode of Second Acts, Krish is joined by Andrey Khusid, founder and CEO at Miro. Andrey shares notes on: Miro's AI-native second act and how it's enabling them to…
- Pendo CEO on category creation, differentiated platforms, pricing MAUs, and more | Todd Olson · 49 min · Season 2 Episode 19In this episode of Second Acts, Krish is joined by Todd Olson, CEO and Founder of Pendo. Todd talks about: why investors pushed him to sell to marketers in 2013 but he stubbornly…
- v0’s GM on powering the next 100m builders, monetizing infra products, and more | Zeb Hermann · 50 min · Season 2 Episode 18In this episode of Second Acts, Krish is joined by Zeb Hermann, General Manager of v0 at Vercel. Zeb unpacks: the biggest lessons from his time at Segment and Sequoia Capital…
- Docebo CEO on steady growth, systems of intelligence, pricing's value chain, and more | Alessio Artuffo · 58 min · Season 2 Episode 17In this episode of Second Acts, Krish is joined by Docebo’s (NASDAQ: DCBO) CEO, Alessio Artuffo. Alessio talks about: Docebo’s many second acts from the early days of…
- Theory Ventures founder on GTM leverage, AI margins, real enterprise TAM, and more | Tomasz Tunguz · 1 h 4 min · Season 2 Episode 16In this episode of Second Acts, Krish is joined by Theory Ventures founder and General Partner, Tomasz Tunguz. Tomasz talks about: the three infinite learning curves that…
- Reforge CEO on PMF expansion, retention laws, AI pricing's figuring-out phase, and more | Brian Balfour · 1 h 14 min · Season 2 Episode 15In this episode of Second Acts, Krish is joined by Reforge’s founder and CEO, Brian Balfour. Brian dives into: early years of Reforge’s breakout—“the strongest PMF I’d ever…
- Optimizely CEO on suites, pricing AI agents, scaling through M&A, and more | Alex Atzberger · 51 min · Season 2 Episode 14In this episode of Second Acts, Krish is joined by Optimizely’s CEO, Alex Atzberger. Alex shares notes on: why deeply integrated suites win in enterprise (and will continue to do…
- Building for adaptability (headless to agentic), scaling enterprise pricing, and more | Dirk Hoerig · 1 h 12 min · Season 2 Episode 13In this episode of Second Acts, Krish is joined by Dirk Hoerig, founder of commercetools. Dirk reflects on: coining “headless commerce” and the architectural decisions that let…
- From a $875m exit to building again, the AI opportunity, pricing trade-offs, and more | Tracy Young · 46 min · Season 2 Episode 12In this episode of Second Acts, Krish interviews TigerEye’s (previously PlanGrid’s) co-founder and CEO, Tracy Young. Tracy talks about: her big insights from scaling one of the…
- Ep 11: Notes on second acts, building Chargebee, figuring AI monetization, and more | Krish and Guy · 1 h 23 min · Season 2 Episode 11In this episode of Second Acts (a first for season two; welcome back!), the table turns as Krish is interviewed by Chargebee’s CMO, Guy Marion. They talk about: Chargebee’s…
- Episode 10: Rick Nucci, Guru · 56 min · Episode 10In this episode of Second Acts, Krish is joined by Guru’s co-founder and CEO, Rick Nucci. Rick recounts how they rediscovered product-market fit at his previous startup, Boomi…
- Episode 9: Ted Elliott, Copado · 54 min · Episode 9In this episode of Second Acts, Krish speaks with Copado’s CEO, Ted Elliott. Ted shares (with refreshing wit and candor): the pivots that defined Jobscience (the previous…
- Episode 8: Andrew Lau, Jellyfish · 51 min · Episode 8In this episode of Second Acts, Krish is joined by Jellyfish’s co-founder and CEO, Andrew Lau. Andrew begins the conversation with a modest admission: "Part of this is the…
- Episode 7: Bob Moore, Crossbeam · 1 h 11 min · Episode 7In this episode of Second Acts, Krish is joined by Crossbeam’s co-founder and CEO, Bob Moore. Bob traces a captivating line of inflection points across the three different SaaS…
- Episode 6: Jonas Ruyter and Vidya Peters, DataSnipper · 47 min · Episode 6In this episode of Second Acts, Krish is joined by DataSnipper’s co-founder, Jonas Ruyter, and their CEO, Vidya Peters. They shed introspective light on how they thoughtfully…
- Episode 5: Jason Cohen, WP Engine · 57 min · Episode 5In this Second Acts episode, WP Engine’s (previously: ITWatchDogs’ and SmartBear’s) founder, Jason Cohen joins Krish to discuss: how predictability becomes required to withstand…
- Episode 4: Bo Jiang, Lithic · 35 min · Episode 4In this Second Acts episode, Krish speaks with Lithic’s co-founder and CEO, Bo Jiang; who breaks down how Lithic (a fast-scaling, B2B infrastructure play in the card issuing…
- Episode 3: Allison Pickens, The New Normal Fund · 55 min · Episode 3In this Second Acts episode, Krish speaks with The New Normal Fund’s founder and GP, Allison Pickens; who draws on her time as the former COO of Gainsight and her work with…
- Episode 2: Brendan Schwartz and Chris Savage, Wistia · 40 min · Episode 2In this Second Acts episode, Krish is joined by Wistia’s co-founders, Brendan Schwartz and Chris Savage, as they thoughtfully recount lessons from a path-altering decision…
