
Startup Field Guide by Unusual Ventures: The Product Market Fit Podcast
Every overnight success in the world of software happens after years of hard work finding product-market fit. The Unusual Ventures Startup Field Guide is a podcast for early-stage software leaders and aspiring founders looking for help going from 0 to 1. Featuring great conversations with successful startup founders, you will learn about hiring, product research, go-to-market, fundraising, and more.
Latest episodes

Mar 10, 2024 • 38min
Material Security's CEO Abhishek Agrawal on securing enterprise workspaces
Material Security is an email security company that protects an organization's users and data particularly across Microsoft 365 and Google Workspace. Last valued at $1.1B, Material has over 100 enterprise customers, including Doordash, Lyft, and Fox.
In this episode, Sandhya Hegde and Wei Lien Dang chat with Abhishek Agrawal, CEO and co-founder of Material Security.
Join us as we discuss:
00:00 Preview: Seeking validation for a B2B product
1:36 Founding Material Security
5:31 Identifying the Gap in Existing Solutions
10:00 Validating the Thesis
12:41 Product Vision and Initial MVP
19:56 Go-to-Market Strategy for the First Million in ARR
25:40 Product Vision and Impact of AI
31:50 Advice for Founders Starting Companies in 2024
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc.
Wei Lien Dang is a General Partner at Unusual Ventures and leads investments in infrastructure software, security, and developer tool. Wei was a co-founder of Stackrox, a cloud-native security company prior to its acquisition by Red Hat. He can be reached at wei@unusual.vc
Abhishek Agrawal is the co-founder and CEO of Material Security
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.

22 snips
Feb 25, 2024 • 35min
Hightouch's CEO Kashish Gupta on activating data for personalization
Kashish Gupta, co-CEO and co-founder of Hightouch, a leading customer data platform, discusses the evolution of data integration, emphasizing the shift to reverse ETL for personalized marketing. He shares Hightouch's inspiring pivot from a travel-focused company during COVID-19, detailing strategies for user trust and market adaptation. Gupta highlights the dynamics of navigating enterprise sales, especially with sensitive data, alongside insights into effective co-CEO collaboration and advice for aspiring founders to embrace authenticity and resilience.

13 snips
Feb 11, 2024 • 42min
Notion's Akshay Kothari on productivity and embracing AI
Notion's Akshay Kothari discusses building Notion 1.0, meeting Ivan Zhao, launching AI features, and Notion's evolution. Sandhya Hegde explores GTM strategy, customer feedback, and the future of Notion AI. Insights on transitioning from LinkedIn to startup, embracing AI in product development, and the challenges of product-led sales.

Jan 29, 2024 • 45min
Domino Data's Chris Yang on helping data scientists run AI
Domino Data Lab was founded in 2013 and was one of the early innovators in the space known as MLOps. It delivers a unified platform for enterprises to build, deploy, and manage machine learning workloads and provides access to data, tools, compute, models across any environment. Domino enables ML and data teams to collaborate, ensure governance, and reduce costs at scale.
In this episode, Wei Lien Dang chats with Chris Yang, co-founder and CTO of Domino Data.
Join us as we discuss:
00:00 Introduction to Domino Data Lab
02:04 The Origin Story of Domino Data Lab
06:58 Balancing Authenticity and Customer Feedback
10:52 Open Communication and Collaboration Among Co-founders
14:24 The Importance of Engaging with Users
16:19 Building the First Feature: Enabling Compute Workloads in the Cloud
22:42 Discovering Unexpected Use Cases and Features
33:20 The Importance of Choosing a Target Market
35:44 The Evolution of MLOps and the Current AI Wave
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc.
Wei Lien Dang is a General Partner at Unusual Ventures and leads investments in infrastructure software, security, and developer tool. Wei was a co-founder of StackRox, a cloud-native security company prior to its acquisition by Red Hat. He can be reached at wei@unusual.vc.
Chris Yang is the co-founder and CTO of Domino Data.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.

Jan 14, 2024 • 37min
Stytch's Julianna Lamb on the future of passwords
In this episode, Sandhya Hegde chats with Julianna Lamb, co-founder and CTO of Stytch. Stytch is a comprehensive tool for identity management. Its auth and fraud prevention capabilities improve both security and user experience. Last valued at $1.0B, the company now works with over 1000 customers.
Join us as we discuss:
00:00 Preview: early product surprises for the Stytch team
01:53 Introduction to Stytch and identity management
05:15 The founding insight for Stytch
10:27 Validating the idea and Minimum Viable Product
12:27 Choosing a customer segment and MVP
14:33 Surprises and patterns in early customers
17:57 Lessons from Plaid and building a flexible solution
19:46 Approach to developer marketing
22:20 Approach to developer awareness and hiring
26:32 Starting a company in an unusual environment
30:53 Impact of AI on authentication and fraud prevention
34:25 Advice for developers starting a company
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc and
Twitter
LinkedIn
Julianna Lamb is the co-founder and CTO of Stytch.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.

Jan 1, 2024 • 35min
Clari's Andy Byrne on how AI is changing revenue ops
In this episode, Sandhya Hegde chats with Andy Byrne, co-founder and CEO of Clari. Clari was started in 2012 and last valued at $2.6B. Its revenue platform has been helping enterprise sales teams create visibility and predictability within their organization for over a decade. It helps over 1,500 companies including Cisco and Databricks improve their entire revenue process.
Join us as we discuss:
00:00 Preview: Gen AI’s impact on revenue ops
1:40 Origin Story and pain points
3:27 Early challenges and customer feedback
6:00 Surprises and feedback from design partners
10:01 Building for multiple stakeholders
13:16 Go-to-Market strategy
14:56 Identifying adjacent opportunities
18:00 Clari’s AI strategy
20:52 The future of sales and revenue
26:44 The evolution of CRM providers
28:34 Crowded sales tech landscape
32:59 Advice for new founders in GTM Tech
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc and
Twitter
LinkedIn
Andy Byrne is the co-founder and CEO of Clari.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.
Further reading from Unusual Ventures:
Coming up with a founding insight
What are design partners?

4 snips
Dec 18, 2023 • 47min
2023 AI Wrapped: The "so whats?" behind this year’s top AI moments
In this episode, Sandhya Hegde and Wei Lien Dang chat about everything that happened in the world of AI Startups in 2023.
2023 was very much an Act 2 for Generative AI as GPT became a household name. We had a long Act 1 during Covid ending with some incredible launches in the second half of 2022 including Stable Diffusion and of course ChatGPT. We take a closer look at what the pivotal moments have been this year and more importantly what they mean for the startups ecosystem.
Join us as we discuss:
00:00 Preview: Strategy to defeat incumbent software companies
3:39 January 2023 — ChatGPT's Success and Consumer Adoption
7:16 February 2023 — Controversies and Legal Issues
12:09 March 2023 — GPT-4 Launch and Multimodal AI
16:04 April and May 2023 — Large infrastructure providers’ AI strategy
20:04 June 2023 — GPU Shortage and Infrastructure Challenges
22:41 July and August 2023 — Fine-Tuning and New Modalities
29:46 September 2023 — Governance and Safety Concerns
32:06 October 2023 — Revenue Generation and Open Source
33:18 November 2023 — OpenAI Leadership Changes
37:17 December 2023 — Google's Gemini and Future Predictions
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor.
Wei Lien Dang is a General Partner at Unusual Ventures and leads investments in infrastructure software, security, and developer tool. Wei was a co-founder of StackRox, a cloud-native security company prior to its acquisition by Red Hat.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.
Further reading from Unusual Ventures:
Whose responsibility is responsible AI?
How do you navigate AI security in an evolving landscape?
Autonomous AI agents could change the world, but what do they actually do well?

8 snips
Dec 10, 2023 • 47min
Coda's Shishir Mehrotra on reinventing team collaboration with AI
In this episode, Sandhya Hegde chats with Shishir Mehrotra, CEO and co-founder of Coda.
Coda is a collaborative workspace that brings together teams and tools to create organized workflows in docs. Started in 2014, Coda serves over 80% of the Fortune 100. Last valued at $1.4B, Coda is used by over 25,000 teams including ones at Figma, The New York Times, Square, Doordash, and Toast.
00:00 Preview: Coming up with product insights
01:38 Shishir’s experience at YouTube
03:32 YoutTube Shorts versus Tiktok
06:03 Product-market fit is not a binary
08:04 The founding insight behind Coda
11:16 Positioning Coda against incumbent products
18:05 Coda’s alpha launch
24:36 PMF scores versus disappointment scores
29:53 Shishir’s approach to product rituals
38:05 The launch of Coda 4.0
43:50 Advice for new founders in enterprise productivity
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc and
Twitter
LinkedIn
Shishir Mehrotra is the CEO and co-founder of Coda. Prior to Coda, Shishir was the Vice President of Product, Engineering, and UX at YouTube.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.
Further reading from Unusual Ventures:
Coming up with a founding insight
What are design partners?
How to find product-market fit

Nov 27, 2023 • 44min
MosaicML’s Naveen Rao on building an edge in AI infrastructure
Naveen Rao, co-founder of MosaicML and head of Generative AI at Databricks, shares insights on building AI infrastructure. Topics include the future of foundation model companies, open source approach, early adopters, feedback impact, Databricks acquisition, AI ecosystem evolution, and importance of open source in AI regulation.

Nov 13, 2023 • 44min
Sprig’s Ryan Glasgow on AI-powered product feedback
Full episode transcript here: www.unusual.vc/post/sprigs-product-market-fit-journey
Sprig is an AI-powered product feedback platform; it helps teams run in-product surveys and session replays with AI native analysis to help them build better products. Last valued at $330M, Sprig has hundreds of the largest and fastest growing tech companies as customers, including Notion, Figma, PayPal, Webflow, and Dropbox.
In this episode, Sandhya Hegde chats with Ryan Glasgow, the founder and CEO of Sprig.
Join us as we discuss:
01:13 Sprig’s origin story
05:26 Evolution of user feedback platforms
09:26 Building Sprig’s early team
12:37 Validating Sprig’s product hypothesis
15:37 Building relationships with early design partners
19:15 Iterating to MVP
23:19 Ryan’s approach to founder selling
29:11 Sprig’s early AI strategy
33:36 Sprig AI strategy post-ChatGPT
35:37 Ryan’s evolution as CEO
Sandhya Hegde is a General Partner at Unusual Ventures, leading investments in modern SaaS companies with a focus on AI. Previously an early executive at Amplitude, Sandhya is a product-led growth (PLG) coach and mentor. She can be reached at sandhya@unusual.vc and
Twitter/X
LinkedIn
Ryan Glasgow is the founder and CEO of Sprig.
Unusual Ventures is a seed-stage venture capital firm designed from the ground up to give a distinct advantage to founders building the next generation of software companies. Unusual has invested in category-defining companies like Webflow, Arctic Wolf Networks, Carta, Robinhood, and Harness. Learn more about us at https://www.unusual.vc/.
Further reading from Unusual Ventures:
Defining your ideal customer profile (ICP)
Working with design partners
Validating your early product hypothesis