Before Andrew Bialecki took Klaviyo public and scaled the company to $6B, he bootstrapped it to over $1M in ARR. In our discussion, Andrew reveals his philosophies around fundraising, finding the best talent, cultivating entrepreneurship inside Klaviyo, scaling culture, and more.

(00:00) Intro

(01:13) Klaviyo's Bootstrap Beginnings

(09:37) The Strategic Pivot to E-commerce and Retail

(15:02) Narrow Focus as a Catalyst for Growth

(25:48) Building a Culture of Learning and Growth

(34:02) The Entrepreneurial Path: From Engineer to Founder

(37:09) The Commute to Innovation: A Startup Journey

(37:57) From Performable to HubSpot: A Tale of Acquisition and Growth

(39:26) Building Klaviyo: Lessons in Entrepreneurship and Team Building

(40:40) Scaling a Startup: The Challenges of Leadership and Hiring

(47:04) Fostering a Culture of Experimentation and Entrepreneurship

(53:15) The Art of Hiring: Identifying Entrepreneurial Spirit

(58:39) Chronological Resumes and the Power of Storytelling in Interviews

(01:06:16) Embracing the Unsexy: The Philosophy of 'Eating Your Vegetables'

(01:13:33) Klaviyo University: Training Future Founders and Leaders

(01:15:25) Cultivating a Culture of Learning at Klaviyo

(01:16:17) The Genesis of Klaviyo University

(01:17:05) Core Curriculum and Electives: A Deep Dive

(01:20:46) Adapting Learning Programs in a Remote World

(01:21:56) The Art and Science of Effective Business Writing

(01:28:35) Recruitment and Onboarding: Strategies for Success

(01:38:05) Building and Sustaining Company Culture

(01:41:28) Leveraging Boston's Ecosystem for Growth

(01:47:06) The Future of Software: Productivity vs. Output

(01:52:33) Closing Thoughts and Acknowledgements

Executive Producer: Rashad Assir

Producer: Leah Clapper

Mixing and editing: Sam Dewees and JR Bohannon

Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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About the Show

Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.