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: Justin Hrabovsky

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 of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.

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