# \#pricing **URL:** https://gorelay.co/tag/pricing/34.md [Latest](https://gorelay.co/latest.md) · [Categories](https://gorelay.co/categories.md) · [Tags](https://gorelay.co/tags.md) --- ## [AI-Native PMF: Question Base — AI's “Very Real” Cold Start Problem, Managing High-Stakes Hallucinations, and Balancing Adoption and Costs with a Freemium Strategy](https://gorelay.co/t/ai-native-pmf-question-base-ais-very-real-cold-start-problem-managing-high-stakes-hallucinations-and-balancing-adoption-and-costs-with-a-freemium-strategy/993)
**Author:** [@Yana](https://gorelay.co/u/Yana)\ **Replies:** 0\ **Last updated:** [February 7, 2025, 5:39pm UTC](https://gorelay.co/t/ai-native-pmf-question-base-ais-very-real-cold-start-problem-managing-high-stakes-hallucinations-and-balancing-adoption-and-costs-with-a-freemium-strategy/993 "2025-02-07T17:39:38Z")
Editor’s note: This new Relay by Chargebee series features field notes from AI-native SaaS founders as they tinker, build, and monetize their paths towards a new kind of product-market fit playbook. Stay tuned. — What… --- ## [Dropping Per-Seat Pricing after 14 Years, Creating a Customer-First Usage-Based Model, and Reckoning with an AI-Catalyzed Innovator’s Dilemma with Help Scout’s Nick Francis](https://gorelay.co/t/dropping-per-seat-pricing-after-14-years-creating-a-customer-first-usage-based-model-and-reckoning-with-an-ai-catalyzed-innovator-s-dilemma-with-help-scout-s-nick-francis/1007)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 0\ **Last updated:** [April 18, 2025, 12:28pm UTC](https://gorelay.co/t/dropping-per-seat-pricing-after-14-years-creating-a-customer-first-usage-based-model-and-reckoning-with-an-ai-catalyzed-innovator-s-dilemma-with-help-scout-s-nick-francis/1007 "2025-04-18T12:28:26Z")
We first hosted Help Scout’s @nickfrancis for an AMA back in 2020. The session was among the earliest contributions that ended up being pivotal to defining and setting our expectations for what open, candid conversatio… --- ## [“How Moving Away from Per-User Pricing Helped us 4X our Growth, Why We Were Moving Back, and Why We Won’t (For Now)” with Tability’s Co-Founder, Sten Pittet](https://gorelay.co/t/how-moving-away-from-per-user-pricing-helped-us-4x-our-growth-why-we-were-moving-back-and-why-we-won-t-for-now-with-tability-s-co-founder-sten-pittet/813)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 12\ **Last updated:** [January 11, 2024, 2:40pm UTC](https://gorelay.co/t/how-moving-away-from-per-user-pricing-helped-us-4x-our-growth-why-we-were-moving-back-and-why-we-won-t-for-now-with-tability-s-co-founder-sten-pittet/813 "2024-01-11T14:40:19Z")
What a (calcifying) focus on standard pricing models omits is the fascinating, crisscrossing spectrum of influences that actually shape a startup’s pricing strategy. User/buyer behaviors that a particular model elicit… --- ## [Why It’s OK if Your ICP Can’t Pay Yet, Investor Pitch vs Customer Pitch, and Doing YC after 2 Major Exits with Common Paper’s Co-Founder, Jake Stein](https://gorelay.co/t/why-it-s-ok-if-your-icp-can-t-pay-yet-investor-pitch-vs-customer-pitch-and-doing-yc-after-2-major-exits-with-common-paper-s-co-founder-jake-stein/917)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 5\ **Last updated:** [June 5, 2023, 1:27pm UTC](https://gorelay.co/t/why-it-s-ok-if-your-icp-can-t-pay-yet-investor-pitch-vs-customer-pitch-and-doing-yc-after-2-major-exits-with-common-paper-s-co-founder-jake-stein/917 "2023-06-05T13:27:49Z")
In the following exchange, Common Paper’s co-founder and CEO, Jake Stein (@jakestein), talks about recognizing a deviation in a long-settled, PMF-affirming qualifier — “your target customers should be able to pay for y… --- ## [Pursuing an Open Source, Bootstrapped, Long-Run Path towards Serving the Fortune 1 Million with Typesense’s Co-Founder, Jason Bosco](https://gorelay.co/t/pursuing-an-open-source-bootstrapped-long-run-path-towards-serving-the-fortune-1-million-with-typesense-s-co-founder-jason-bosco/915)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 6\ **Last updated:** [June 1, 2023, 5:53am UTC](https://gorelay.co/t/pursuing-an-open-source-bootstrapped-long-run-path-towards-serving-the-fortune-1-million-with-typesense-s-co-founder-jason-bosco/915 "2023-06-01T05:53:26Z")
In the following exchange, Typesense’s co-founder and CEO, Jason Bosco (@jasonbosco), points at the locus (and the limitations) of the VC-backed SaaS “disruption” cycle, explains how that leaves SMBs perpetually unders… --- ## [Why “Charge More” is Way-Easier-Said-Than-Done Advice, and Other Data-Driven Pricing Lessons with Uizard’s Co-Founder, Tony Beltramelli](https://gorelay.co/t/why-charge-more-is-way-easier-said-than-done-advice-and-other-data-driven-pricing-lessons-with-uizard-s-co-founder-tony-beltramelli/912)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 2\ **Last updated:** [May 22, 2023, 1:31pm UTC](https://gorelay.co/t/why-charge-more-is-way-easier-said-than-done-advice-and-other-data-driven-pricing-lessons-with-uizard-s-co-founder-tony-beltramelli/912 "2023-05-22T13:31:33Z")
In the following exchange, Uizard’s co-founder and CEO, Tony Beltramelli (@tbeltramelli), shares how rigorous research surfaced tangible landmarks in pricing’s otherwise confusing landscape and how expert pricing guida… --- ## [Starting with the Price, Making (Hard-Fought) Peace with Platform Risk, and Giving Up Adderall Superpowers with Rodeo’s Co-Founder, Ben Fisher](https://gorelay.co/t/starting-with-the-price-making-hard-fought-peace-with-platform-risk-and-giving-up-adderall-superpowers-with-rodeo-s-co-founder-ben-fisher/879)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 8\ **Last updated:** [May 4, 2023, 3:12pm UTC](https://gorelay.co/t/starting-with-the-price-making-hard-fought-peace-with-platform-risk-and-giving-up-adderall-superpowers-with-rodeo-s-co-founder-ben-fisher/879 "2023-05-04T15:12:43Z")
“Difficulties surfaced only because we happened to fly too close to the sun,” acknowledges Rodeo’s co-founder and technical CEO, Ben Fisher (@skinnyandbald), as he weighs up a close encounter with the perils of platfor… --- ## [Taking on Zoom by Targeting a Beachhead Market, Pricing as a PMF Filter, and Other Lessons in Early Traction with Butter’s Co-Founder, Jakob Knutzen](https://gorelay.co/t/taking-on-zoom-by-targeting-a-beachhead-market-pricing-as-a-pmf-filter-and-other-lessons-in-early-traction-with-butter-s-co-founder-jakob-knutzen/736)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 1\ **Last updated:** [May 6, 2022, 6:47am UTC](https://gorelay.co/t/taking-on-zoom-by-targeting-a-beachhead-market-pricing-as-a-pmf-filter-and-other-lessons-in-early-traction-with-butter-s-co-founder-jakob-knutzen/736 "2022-05-06T06:47:59Z")
The work of taking on incumbents alternates between two confounding convictions. That a startup can convincingly puncture the something-for-everybody premise of industry giants while juggling the detours and grinding … --- ## [Reexamining the Revered Superhuman Onboarding, and Other Product-First Lessons in Scaling SaaS with Sunsama’s Founder, Ashutosh Priyadarshy](https://gorelay.co/t/reexamining-the-revered-superhuman-onboarding-and-other-product-first-lessons-in-scaling-saas-with-sunsama-s-founder-ashutosh-priyadarshy/728)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 2\ **Last updated:** [April 25, 2022, 5:57pm UTC](https://gorelay.co/t/reexamining-the-revered-superhuman-onboarding-and-other-product-first-lessons-in-scaling-saas-with-sunsama-s-founder-ashutosh-priyadarshy/728 "2022-04-25T17:57:09Z")
From the moment it was first documented, Superhuman’s concierge onboarding practice has received unreserved admiration. The many vetted promises — the 1:1 access to a firehose of contextual customer feedback, the read… --- ## [SaaS ≠ Subscriptions: Upending Status-Quo Pricing, Monetizing Innovation, and Unlocking Massive Growth with Wethos’ Co-Founder, Rachel Renock](https://gorelay.co/t/saas-subscriptions-upending-status-quo-pricing-monetizing-innovation-and-unlocking-massive-growth-with-wethos-co-founder-rachel-renock/696)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 1\ **Last updated:** [March 9, 2022, 9:43pm UTC](https://gorelay.co/t/saas-subscriptions-upending-status-quo-pricing-monetizing-innovation-and-unlocking-massive-growth-with-wethos-co-founder-rachel-renock/696 "2022-03-09T21:43:01Z")
The current jumble of opinions on effective SaaS pricing, no matter how out of the ordinary, all spring from a default — dare we say, sacred — model. Subscriptions. It’s THE wheel founders shouldn’t bother reinventing… --- ## [4x founder, 3 exits — currently building Podia, an OG in the creator economy since 2014, AMA!](https://gorelay.co/t/4x-founder-3-exits-currently-building-podia-an-og-in-the-creator-economy-since-2014-ama/682)
**Author:** [@spencerfry](https://gorelay.co/u/spencerfry)\ **Replies:** 24\ **Last updated:** [January 31, 2022, 12:24pm UTC](https://gorelay.co/t/4x-founder-3-exits-currently-building-podia-an-og-in-the-creator-economy-since-2014-ama/682 "2022-01-31T12:24:23Z")
Hey everyone :wave: Excited to talk about all things startups and creator economy, and anything else. A brief bit of bio: I’ve been an entrepreneur my entire life, since my early teens. At 37 years old, I’ve never ea… --- ## [Shaping the Self-Serve Path to the First 1,000 Customers: An Exchange on Adopting Freemium with Lou’s Rachel Pardue](https://gorelay.co/t/shaping-the-self-serve-path-to-the-first-1-000-customers-an-exchange-on-adopting-freemium-with-lou-s-rachel-pardue/661)
**Author:** [@Relay](https://gorelay.co/u/Relay)\ **Replies:** 5\ **Last updated:** [November 24, 2021, 7:19pm UTC](https://gorelay.co/t/shaping-the-self-serve-path-to-the-first-1-000-customers-an-exchange-on-adopting-freemium-with-lou-s-rachel-pardue/661 "2021-11-24T19:19:36Z")
From the outset, some models/frameworks inform (or get embedded) in a founder’s way of seeing and approaching challenges. Some invented. Some borrowed from the industry and deftly recalibrated to fit a startup’s unique… --- ## [I'm Michael Pryor, Co-founder of Trello. AMA!](https://gorelay.co/t/im-michael-pryor-co-founder-of-trello-ama/615)
**Author:** [@michaelpryor](https://gorelay.co/u/michaelpryor)\ **Replies:** 23\ **Last updated:** [September 6, 2021, 12:31pm UTC](https://gorelay.co/t/im-michael-pryor-co-founder-of-trello-ama/615 "2021-09-06T12:31:52Z")
Hi everyone! I’m Michael Pryor, co-founder (along with Joel Spolsky) of Trello! I previously was the President of Fog Creek Software, a bootstrapped software company in NYC started in 2000. We made a bunch of successfu… --- ## [I’m Paul Joyce, Founder and CEO of Geckoboard. AMA!](https://gorelay.co/t/i-m-paul-joyce-founder-and-ceo-of-geckoboard-ama/486)
**Author:** [@paul](https://gorelay.co/u/paul)\ **Replies:** 24\ **Last updated:** [October 9, 2020, 9:42am UTC](https://gorelay.co/t/i-m-paul-joyce-founder-and-ceo-of-geckoboard-ama/486 "2020-10-09T09:42:40Z")
Hi folks :wave: I’m Paul and I founded Geckoboard 10 years ago. It’s used by ,000’s of companies to share metrics and KPIs with the minimum of friction. Before that, I designed and built data warehouses for investment b… --- ## [I'm James Gill, Co-Founder and CEO of GoSquared. AMA!](https://gorelay.co/t/im-james-gill-co-founder-and-ceo-of-gosquared-ama/358)
**Author:** [@jamesgill](https://gorelay.co/u/jamesgill)\ **Replies:** 33\ **Last updated:** [May 15, 2020, 7:02am UTC](https://gorelay.co/t/im-james-gill-co-founder-and-ceo-of-gosquared-ama/358 "2020-05-15T07:02:53Z")
:wave: Hi everyone! Thrilled to be here on Relay for my first ever AMA. GoSquared is beautifully simple marketing software for small businesses. We’re based in London, and started many years ago when my co-founders and… --- ## [I'm Janna Bastow, co-founder and CEO of ProdPad. AMA!](https://gorelay.co/t/im-janna-bastow-co-founder-and-ceo-of-prodpad-ama/347)
**Author:** [@Janna](https://gorelay.co/u/Janna)\ **Replies:** 33\ **Last updated:** [April 27, 2020, 2:00pm UTC](https://gorelay.co/t/im-janna-bastow-co-founder-and-ceo-of-prodpad-ama/347 "2020-04-27T14:00:44Z")
Hi all! :wave: I’m a product person turned co-founder and CEO of a bootstrapped and fast growing SaaS startup, ProdPad. It’s used by thousands of product teams to manage their product strategy, publish lean product road… --- ## [I'm Brendan Schwartz, Co-Founder and CTO of Wistia. AMA 💞](https://gorelay.co/t/im-brendan-schwartz-co-founder-and-cto-of-wistia-ama/331)
**Author:** [@brendan](https://gorelay.co/u/brendan)\ **Replies:** 33\ **Last updated:** [April 20, 2020, 8:44am UTC](https://gorelay.co/t/im-brendan-schwartz-co-founder-and-cto-of-wistia-ama/331 "2020-04-20T08:44:42Z")
:wave: I’m Brendan from Wistia! We’re a video platform for businesses that helps them grow and build their brands. We’ve been around 13 years, our team is around 115 people, and we believe in sustainable growth and oper… --- ## [I'm Claire Lew, CEO and Co-founder of Know Your Team. AMA!](https://gorelay.co/t/im-claire-lew-ceo-and-co-founder-of-know-your-team-ama/303)
**Author:** [@Claire](https://gorelay.co/u/Claire)\ **Replies:** 24\ **Last updated:** [April 20, 2020, 5:22am UTC](https://gorelay.co/t/im-claire-lew-ceo-and-co-founder-of-know-your-team-ama/303 "2020-04-20T05:22:17Z")
Howdy all! :wave: I’m Claire Lew, is the CEO of Know Your Team – a software tool that helps managers become better leaders. Our software has helped over 15,000 people in 25 countries at companies like Airbnb and Kickst…