Browse Case Studies

Grovo is an enterprise learning platform founded by Jeff Fernandez in 2010 that helps companies educate and empower their employees. The company has built an award-winning culture and relies on direct sales with Jeff actively involved in the sales process. While specific revenue metrics are not disclosed in this interview introduction, Grovo represents a successful B2B SaaS play in the corporate learning space.

Autopilot is a SaaS platform that enables users to automate customer journeys through an intuitive whiteboard-style interface. Founded by Michael Sharkey and his two brothers, the company has secured backing from top-tier investors including Salesforce Ventures and Blackbird Ventures. Michael leveraged his experience scaling and exiting previous ventures (Stayz and Sharkey Media) to build Autopilot with a self-service model focused on unit economics and customer retention.

The Muse is a SaaS recruiting platform founded by Kathryn Minshew that transformed the traditionally transactional recruiting industry by introducing a subscription-based business model. The company focuses on sales-driven customer acquisition and emphasizes making customers feel slightly uncomfortable to drive success, with Kathryn building the initial sales team from zero prior sales experience.

Buffer is a social media scheduling, publishing, and analytics platform founded by Leo Widrich. The company has grown to $10M ARR and raised funding from notable investors including Scott and Cyan Banister, Hubspot's Dharmesh Shah, Hiten Shah, and Eric Ries. Leo shares the top 10 learnings from growing Buffer, including customer research strategies, pricing experimentation, and the value of mentorship.

Recurly is a subscription management platform trusted by major companies like Twitch, CBS Interactive, and HubSpot to power their subscription billing operations. Founded by Dan Burkhart, the company has raised over $20M in VC funding from top-tier investors including Greycroft, Freestyle, and Harrison Metal.

TapInfluence is the first influencer marketing platform to reach Fortune 1000 companies, led by CEO Promise Phelon. The company achieved a 300% revenue increase in 2015, successfully transitioned from a services to a SaaS model, and raised $14M in Series B funding.

Lessonly is a modern learning software platform founded by Max Yoder that helps teams accelerate productivity by converting work knowledge into lessons. The company has raised funding from notable investors including Tim Kopp (former ExactTarget CMO), OpenView Ventures, and Jay Baer (New York Times Bestseller), and operates successfully outside Silicon Valley from Indianapolis.

MuleSoft is an enterprise integration platform founded by Ross Mason that connects applications, data, and devices. After raising over $250M in VC funding from top-tier investors like Lightspeed, Salesforce Ventures, Sapphire Ventures, and NEA, MuleSoft went public in March 2017 with a 45% pop on its first trading day.

FreshBooks is a cloud-based accounting SaaS platform built by Mike McDerment that grew from his parent's basement to serve over 10 million users worldwide. The company has raised over $75M in VC funding from investors like Accomplice and Georgian Partners, establishing itself as the #1 cloud accounting solution for service-based small businesses.

Dialpad is a modern business phone system founded by Craig Walker, an experienced operator with a track record of building voice communication products at Google. The company has raised over $120M from top-tier VCs including Andreessen Horowitz, Google Ventures, and Iconiq. Craig's expertise in go-to-market strategy, enterprise sales trials, and scaling teams has been central to Dialpad's positioning as a SaaS solution for modern workplaces.

Sprout Social is a leading SaaS provider of social media engagement, advocacy and analytics solutions for business. The company has raised over $111M in funding including a recently announced $40M Series D led by Future Fund. Ryan Barretto, SVP of Global Sales, discusses scaling strategies and sales leadership principles drawn from his experience growing Salesforce from $180M to $7.5B.

Duo Security, founded by Dug Song, became a leading cloud-based unified access security and multifactor authentication provider, scaling to 10K+ customers and $100M+ ARR before being acquired by Cisco for $2.35 billion in October 2018. PagerDuty, led by CEO Jennifer Tejada, grew into a digital operations management platform with a $1.3 billion valuation announced in September 2018. Both companies maintained exceptional employee satisfaction with 4.5+ Glassdoor ratings and 98%+ CEO approval from 500+ employees.

Pleo is a SaaS platform that automates expense reports and simplifies company expenses. Founded by Jeppe Rindom, who previously served as CFO at Tradeshift and CEO at Nodes, the company has raised over $78M in funding from top European and US investors including Creandum, Vaestfonden, and Stripes Group. Pleo focuses on serving SMBs from day one and emphasizes building a strong company culture alongside product excellence.

Chargebee is a subscription billing and revenue management platform founded by Krish Subramanian that helps companies deliver subscription experiences. The company has raised $38M from top-tier investors including Insight Venture Partners, Tiger Global, Steadview, and Accel Partners, grown to over 300 employees and serves over 5,000 clients globally. Under Krish's leadership, Chargebee has become one of India's fastest-growing SaaS companies.

Squarespace is a SaaS platform that has reached $700M ARR. Jason Lemkin from SaaStr shares five interesting learnings from the company's success in a podcast episode and blog post.

Neo4j is a graph database company founded by Emil Eifrem that has grown into a $2 billion valuation. The company launched Neo4j Aura, a fully-managed graph database as a service, representing a strategic shift to cloud infrastructure. Eifrem discusses key lessons on building sustainable data infrastructure categories in the public cloud era.

1Password grew from a remote-first startup founded in 2005 to a $7B valuation in 2022 through 14 years of word-of-mouth marketing and relentless customer focus. The company now serves over 100,000 businesses with millions of individual customers across 600+ employees. CEO Jeff Shiner and Board Advisor Carilu Dietrich documented the seven most meaningful tactics that drove this growth.

Filevine is an AI-powered legal operating system founded by Ryan Anderson that successfully transitioned from a traditional SaaS business to an AI-native company. With 6,000 customers, 700 employees, and $200M+ ARR growing at nearly 60%, the company now generates more new revenue from AI products than its core SaaS platform. Ryan shares a strategic playbook for AI transformation including architectural restructuring, hiring AI-native talent, and leveraging existing data as a competitive advantage.