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Fresh Off IPO, Upstart’s CEO Shares Why the Startup Isn’t a Typical Success Story

Fresh Off IPO, Upstart’s CEO Shares Why the Startup Isn’t a Typical Success Story

Upstart was founded by three individuals who barely knew each other, was forced to make a company-saving pivot, and flew under the radar in Silicon Valley for the past 8 years — but this once-scrappy startup just went public.
Non-Obvious Signs of Early Startup Traction — And How to Spot Them

Non-Obvious Signs of Early Startup Traction — And How to Spot Them

We gathered the most surprising anecdotes from seasoned founders about when things clicked into place.
Merge’s Path to Product-Market Fit: The Importance of Founder-led Sales (Even for a Self-Serve Product)
Product

Merge’s Path to Product-Market Fit: The Importance of Founder-led Sales (Even for a Self-Serve Product)

Merge founder and CEO Shensi Ding sits down with First Round Partner Todd Jackson for a behind-the-scenes look at how she and co-founder Gil Feig built and scaled a product that solved the painful headache of building and maintaining integrations.
Webflow’s Path to Product-Market Fit — Lessons on Creating a Market with Rigorous Customer Empathy
Product

Webflow’s Path to Product-Market Fit — Lessons on Creating a Market with Rigorous Customer Empathy

In this post in our “Paths to Product-Market Fit” series, Webflow’s Bryant Chou sits down with First Round partner Todd Jackson to tell the story of how he and his co-founders leaned into the power of customer empathy to create the leading visual development platform for building powerful websites.
20 Lessons From 20 Different Paths to Product-Market Fit — Advice for Founders, From Founders

20 Lessons From 20 Different Paths to Product-Market Fit — Advice for Founders, From Founders

After more than a year of showcasing dozens of founders in our Paths to PMF series, we pulled together a list of the biggest lessons that stuck with us from these winding startup journeys.
Airtable's Path to Product-Market Fit — Lessons for Building Horizontal Products
Product

Airtable's Path to Product-Market Fit — Lessons for Building Horizontal Products

In the first post for our new series, "Paths to Product-Market Fit," Airtable co-founder Andrew Ofstad sits down with First Round partner Todd Jackson to share the inside story of the no-code platform's long journey and the challenges they came across while building a horizontal product.
WorkOS’ Path to Product-Market Fit — Why Your ‘Bad’ Idea Might Actually Be the Best One
Product

WorkOS’ Path to Product-Market Fit — Why Your ‘Bad’ Idea Might Actually Be the Best One

WorkOS founder/CEO Michael Grinich sits down with First Round partner Todd Jackson to tell the story of how he identified a huge untapped market and built a “minimum awesome product.”
Pilot’s Path to Product-Market Fit — Three-Peat Founders on Picking the Right Team and the Right Market
Product

Pilot’s Path to Product-Market Fit — Three-Peat Founders on Picking the Right Team and the Right Market

The founders of Pilot have started three times over, starting with Ksplice (sold to Oracle in 2011) and then Zulip (acquired by Dropbox in 2014).
Alma’s Path to Product-Market Fit — How to Pivot and Succeed as a Solo Non-Technical Founder
Product

Alma’s Path to Product-Market Fit — How to Pivot and Succeed as a Solo Non-Technical Founder

Alma founder and CEO Harry Ritter sits down with First Round partner Todd Jackson to tell the story of how he tackled a huge pandemic pivot that turned his initial startup idea on its head and found product-market fit twice.
Material Security’s Path to Product-Market Fit — Find Your Winning Idea by Selling Products That Don’t Exist Yet
Product

Material Security’s Path to Product-Market Fit — Find Your Winning Idea by Selling Products That Don’t Exist Yet

Material Security co-founders Ryan Noon and Abhishek Agrawal sit down with First Round Partner Todd Jackson to explain how they whittled 25 startup ideas down to 4 and then used a pre-selling technique to find their winning idea.
Maven's Path to Product-Market Fit — Lessons for Leveraging Community in the Early Days
Product

Maven's Path to Product-Market Fit — Lessons for Leveraging Community in the Early Days

In the second post for our new series, "Paths to Product-Market Fit," Maven founder and CEO Kate Ryder sits down with First Round partner Todd Jackson to share the inside story of the first female-led telemedicine startup to achieve unicorn status.
Shippo’s Path to Product-Market Fit — The Upside of Being Industry Outsiders
Product

Shippo’s Path to Product-Market Fit — The Upside of Being Industry Outsiders

Shippo co-founder and CEO Laura Behrens Wu sits down with First Round Partner Todd Jackson for a behind-the-scenes look at how she leveraged industry outsider and first-time founder status to build a billion-dollar shipping company.
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For the founder's notepad:
"If you personally want to grow as fast as your company, you have to give away your job every couple months." – Molly Graham
“Asking ‘Why can't this be done sooner?’ methodically, reliably and habitually can have a profound impact on the speed of your organization.” – Dave Girouard
“End every meeting or conversation with the feeling and optimism you’d like to have at the start of your next conversation with the person.” – Chris Fralic
“Focus is doing things with a clear intention. It doesn’t mean you charge single-minded toward a goal. It means you pay rapt and incremental attention to how you need to turn the rudder on a project.” – Fidji Simo
“It’s essential to grow with the company — rather than having the company grow around you.” – Cristina Cordova 
“You have to be impatient with shipping, but patient with your career.” – James Everingham
“‘I trust you, make the call’ might be the six most powerful words you can hear from a manager.” – Sean Twersky
“Your job as a CEO is to build fire departments, not put out fires.” – Sam Corcos 
“Can you say with confidence that each report would want to be on your team again? If you aren’t sure that the answer is yes, it’s probably no — much like how if you have to ask, ‘Am I in love?’ you’re probably not.” – Julie Zhuo 
“People can get addicted to yak shaving. An effective engineering generalist knows when to move on. Pay attention to whether they used their time wisely, not just the results.” – Mike Krieger 
“It sounds so simple to say that bosses need to tell employees when they're screwing up. But it very rarely happens.” – Kim Scott
“You’ll know you understand the customer problem enough when you can predict 75% of what a customer tells you. Keep having these conversations until three-quarters of it is stuff you already know.” – Christina Cacioppo
“I have a rule: no company swag until the business has at least $250K of revenue or 250k users. Until then, you don’t get to “feel” the benefits of having started a company.” – Gagan Biyani
“The business model ends up becoming the business. It’s equally important as the market you’re going after and the product that you build.” – Jay Simons 
“If speed is the yin, the yang is prioritization. You can’t be fast if you don’t know what’s important.” – Jaleh Rezaei
“If you treat your connections as a kind of personal ATM you use for frequent withdrawals, you’ll quickly be disappointed (and overdrawn).” – Karen Wickre 
“Delighting the customer always yields better returns than countering or copying a competitor. It’s just a lot harder to do.” – Andy Rachleff 
“When you’re a founder, every moment you’re not writing code or getting users, you need to be making a conscious choice: Is whatever you’re doing worth your time?” – Alexis Ohanian
“‘Why would a customer not want this?’ is often a far more interesting question than why they would.” – Rick Song
“When you leave the planning process wondering if you put too many resources behind a single bet, that’s the bet that ends up succeeding. Bold ideas need bold resourcing.” – Lenny Rachitsky and Nels Gilbreth
“Treat customer development as a one-on-one with a direct report — you just want to ask the hard questions.” – Ryan Glasgow
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