Paradigm Shift

Latest Episodes:

EP42: Evaluating and accelerating talent with Ali Partovi, Founder/CEO of Neo; and investor in Facebook, Airbnb, Uber, and more Jan 15, 2024

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In this episode we talk with Ali Partovi about lessons learned identifying, evaluating and accelerating talent across a long and storied career in Silicon Valley. We talk about his founder experience, great investments he's made, and his new accelerator Neo (which is something like YC 2.0).
You can learn more about Neo here, and follow Ali to on Twitter to connect with him.

EP41: Bootstrapping Boast.ai to $10M ARR with No Marketing Team with Lloyed Lobo Sep 14, 2023

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EP40: AI as the next platform shift and investing in emerging technologies, with Elad Gil entrepreneur and investor Jun 30, 2023

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EP39: Lessons learned bootstrapping SwagUp to $100M+ in revenue with founder and CEO Michael Martocci Jun 04, 2023

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Michael Martocci is the Founder and CEO of SwagUp, a platform that makes it easy to create, automate and distribute swag globally.
In this episode we talk about:

Lessons learned bootstrapping SwagUp to over $100M in revenue
Advice on managing cash flow and how Michael approached forecasting
Michael's vision and SwagUp's unique position to reimagine the entire end to end workflow from the customer experience to the complex supply chain.

This was a really fun conversation. We hope you enjoy it as much as we did!

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EP38: Michael Stoppelman, former SVP Engineering at Yelp and investor in 300+ companies, on building world class engineering teams and lessons learned scaling Yelp from 6 to 600 engineers Apr 04, 2023

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Michael Stoppelman is the former SVP of Engineering at Yelp and profilic angel investor in 300+ startups. In early 2007, he left Google to join Yelp, and helped scale Yelp Engineering from 6 to 600 engineers.
In this conversation we talked about Michael's lessons learnt building and scaling a world class engineering team- from hiring to motivating to leading world class teams. We also talk about lessons learned from early days at Google, and his approach to angel investing where he has an extremely impressive portfolio and track record.
This was a really fun conversation. We hope you enjoy it as much as we did!
Links

Follow Michael on Twitter

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EP37: Building and funding enduring fintech companies, with Cameron Peake, Partner at Restive (fintech VC) and founder of early SMB neobank Azlo (almost $1B deposits) Mar 04, 2023

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Cameron Peake is a Partner at Restive Ventures, an early stage fintech focused VC fund. Previously Cameron was co-founder and CEO of Azlo, a company that provided online banking services for small businesses, entrepreneurs, and freelancers, and quickly grew to almost $1B in deposits.
Cameron understands fintech from multiple vantage points: building for international markets, building one of the first neobanks in the US, and now funding early stage companies. In this conversation we discuss what it takes to build an enduring fintech, drawing from Cameron's experiences as both a builder/operator and investor.

Path to building fintech products
Founding, building and scaling Azlo
Experiences and advice on managing fraud
Fintech landscape and building enduring companies
Closeout questions

This was a fun conversation. We learnt a ton, and hope you enjoy it as much as we did!
Links

Follow Cameron on Twitter
Avoiding common fraud traps

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EP36: Semil Shah (founder Haystack, early investor in DoorDash, Instacart, Figma) on the current fundraising market and building intuition to pick winners early Jan 24, 2023

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Semil is the founder and GP at Haystack, an early-stage VC firm with $450M+ AUM. He’s an investor in 200+ companies including DoorDash, Instacart, Hashicorp, Figma and more.
In this conversation we discuss the current funding environment, Semil's approach to venture capital and making early investments, and his advice for founders starting a company and fundraising in today's market.
This was a really fun discussion and we hope you enjoy it as much as we did!
Links

Follow Semil on Twitter

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EP35: Beerud Sheth, founder of Upwork ($1.5B public co) and Gupshup ($1.4B unicorn), on the resilience and grit needed to build two generational companies Jan 18, 2023

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Beerud Sheth in a rare founder who’s started not one, but two unicorns — UpWork and Gupshup. He’s seen a lot of pivotal moments in SV history — having started Upwork in 1998 before the dot com bubble, and Gupshup in 2005, three years before the GFC.
Today, Upwork is a publicly traded company valued at $1.5B and Gupshup is a unicorn, last valued at $1.4B+ as of April 2021.
In this conversation, we talk with Beerud about his experiences building UpWork and Gupshup across almost 25 years.
Links

Learn more about Gupshup and try Upwork

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EP34: Finding product-market fit and blitzscaling a healthcare marketplace 25x in 18 months, with Wei Deng, CEO/Founder Clipboard Health ($1.3B) Dec 19, 2022

Show notes

Wei is the founder of Clipboard Health. Clipboard Health makes it really easy for nurses to search for jobs based on what they're qualified for and what they care about, and apply with one click.

Over the last few years, Clipboard has have experienced rapid growth and become the leading marketplace for healthcare profesional to find on-demand shifts at healthcare institutions. Clipboard has raised $94M from top VCs that include YC, Initialized, Caffeinated Capaital, and Sequoia, most recently at a $1.3B valuation.

In this conversation we talk about Wei's path to founding Clipboard Health, how we iterated through multiple ideas and products to find PMF, and her approach to blitz-scaling 25x in 18 months during Covid.
Wei is one of the most formidable founders we have ever met and we were so blown away by this conversation. Hope you enjoy it and learn as much from it as we did.
Links

Follow Clipboard Health on Twitter

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EP33: Building and scaling network-based enterprise businesses with James McGillicuddy, former Head of Strategy at Carta ($7.4B) and COO SourceGraph ($2.6B) Dec 19, 2022

Show notes

In this conversation, we speak with James McGillicuddy. James was previously Head of Strategy at Carta ($7.4B valuation) where he brought products like CartaX to market, and before that was the COO and early team member of SourceGraph — a universal code search tool company valued at $2.6B. He was also early at RelateIQ (acquired by Salesforce for $390M) and played college football for Stanford under Jim Harbaugh.
Some highlights: how James approached decisions on which early stage companies and founders to work with, lesson learned from building and scaling GTM at the zero to one stage from earliest days to unicorn-level for multiple companies, approach to building teams and why he loves it, and some really fun stories and lessons from playing college football with legendary coach Jim Harbaugh. We hope you enjoy this episode as much as we did.
Links

Follow James on Twitter

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