Second Acts with Krish Subramanian

Second Acts with Krish Subramanian

Chargebee

Episodes 22
Avg. Duration 55m
Activity Highly Active
Since Jul 2024
Latest Episode May 2026

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Publishing Details

Schedule
Every 2 Weeks
Format
Episodic
Consistency
54%
Hosting
feeds.captivate.fm

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.

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Recent Episodes

S2E21 Notion co-founder on malleable software, monetizing agentic work, reinvention, more | Akshay Kothari

May 20, 2026 43m

In 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 LinkedIn in 2013) and how…

S2E20 Miro CEO on reaching 100m users + 250k orgs, permission to win, hybrid pricing, more | Andrey Khusid

Jan 30, 2026 1h 7m

In 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 expand horizontally and…

S2E19 Pendo CEO on category creation, differentiated platforms, pricing MAUs, and more | Todd Olson

Dec 18, 2025 48m

In 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 built for product…

S2E18 v0’s GM on powering the next 100m builders, monetizing infra products, and more | Zeb Hermann

Nov 13, 2025 49m

In 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, why he joined Vercel…

S2E17 Docebo CEO on steady growth, systems of intelligence, pricing's value chain, and more | Alessio Artuffo

Oct 09, 2025 58m

In 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 bootstrapping to their recent…

S2E16 Theory Ventures founder on GTM leverage, AI margins, real enterprise TAM, and more | Tomasz Tunguz

Sep 25, 2025 1h 4m

In 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 originally drew him into…

S2E15 Reforge CEO on PMF expansion, retention laws, AI pricing's figuring-out phase, and more | Brian Balfour

Sep 11, 2025 1h 14m

In 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 felt”—education business,…

S2E14 Optimizely CEO on suites, pricing AI agents, scaling through M&A, and more | Alex Atzberger

Aug 28, 2025 51m

In 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 so with AI), scaling…

S2E13 Building for adaptability (headless to agentic), scaling enterprise pricing, and more | Dirk Hoerig

Aug 14, 2025 1h 12m

In 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 them stay ahead of wave…

S2E12 From a $875m exit to building again, the AI opportunity, pricing trade-offs, and more | Tracy Young

Jul 31, 2025 46m

In 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 most formative…

S2E11 Ep 11: Notes on second acts, building Chargebee, figuring AI monetization, and more | Krish and Guy

Jul 17, 2025 1h 23m

In 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 founding theses,…

Episode 10: Rick Nucci, Guru

Nov 25, 2024 56m

In 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 (the first iPaaS that…

Episode 9: Ted Elliott, Copado

Nov 07, 2024 54m

In 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 business he helmed for 18…

Episode 8: Andrew Lau, Jellyfish

Oct 24, 2024 51m

In 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 entrepreneurial journey,…

Episode 7: Bob Moore, Crossbeam

Oct 10, 2024 1h 11m

In 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 startups (RJMetrics;…

Episode 6: Jonas Ruyter and Vidya Peters, DataSnipper

Sep 26, 2024 47m

In 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 underwent (what often…

Episode 5: Jason Cohen, WP Engine

Sep 12, 2024 57m

In 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 the pressures of…

Episode 4: Bo Jiang, Lithic

Aug 29, 2024 34m

In 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 space) came about as a…

Episode 3: Allison Pickens, The New Normal Fund

Aug 15, 2024 54m

In 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 several remarkable…

Episode 2: Brendan Schwartz and Chris Savage, Wistia

Aug 01, 2024 40m

In 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 (buying out their…

Frequently Asked Questions

How many episodes does Second Acts with Krish Subramanian have?

Second Acts with Krish Subramanian has published 22 episodes since July 2024, covering topics in Business, Management.

Is Second Acts with Krish Subramanian still active?

Second Acts with Krish Subramanian is currently highly active with new episodes every 2 weeks. Average episode length is 55m.

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