SaaStr

NOVEMBER 15, 2023

Spenser Skates, CEO and co-founder at Amplitude took the stage at SaaStr Annual 2023 to share four key lessons he learned building a great organization and a long-lasting sustainable business. They have customers like Intuit, DoorDash, Atlassian, Walmart, Disney, NBC, and more. The core challenge?

Scale 243

Scale Innovation SaaS Scaling 243

SaaStr

MAY 5, 2023

So let’s jump into part two of Nick’s ten mistakes and lessons learned over the years. The Lesson: End every relationship in a human-first way. There are a few things you can do to mitigate angry customers who are leaving, including: Training your team not to take it personally. Don’t burn bridges. No, you don’t.

Scale 223

Scale Leadership Scaling Customer Success 223

SaaStr

AUGUST 29, 2022

5 Critical and Company-Altering Learnings from B2B Startups with Y Combinator : Anu Hariharan , Managing Director at Y Combinator, will share key learnings from top B2B startups and how these pivotal lessons help founders build in any sector. If you haven’t already, sign up here for tickets before we sell out.

Scale 251

Scale Sales Hiring Marketplace as a Service B2B 251

SaaStr

MAY 27, 2023

Now Andy Byrne, CEO at Clari, adds his learnings! They’re also invaluable learning opportunities. I hope sharing my top ten list helps my fellow entrepreneurs sidestep a few of these — and gives you more time to go make, and learn from, your own! Mistake #1: Putting too much stock in customer excitement. We’d build.

Technical Review 186

Technical Review Leadership Company Culture Startup 186

SaaStr

AUGUST 22, 2021

“How to Serve Multiple Customer Segments at the Same Time with Square’s Global Head of Sales” Square is a $120B market cap giant now serving businesses tiny, small, medium and even a few large. Square’s Global Head of Sales shares lessons on how to make them all successful at the same time: #2.

Scale 272

Scale Cloud Enterprise Startup 272

SaaStr

MAY 16, 2022

Lesson: Getting the founding team right is critical. Lesson: Build a proactive strategy with Salesforce. MaestroQA can trace its origins back to Prathipati’s professor at Penn State, who wrote a paper about using machine learning algorithms to analyze website data to predict certain actions. So what should you look out for?

Machine Learning 217

Machine Learning Artificial Intelligence Interviewing Strategy 217

SaaStr

APRIL 2, 2023

But what I learned, after years of procrastinating on tough moves for our leadership team, is that the leaders’ teams suffer greatly through that inaction. But what I learned, after years of procrastinating on tough moves for our leadership team, is that the leaders’ teams suffer greatly through that inaction. They are humans too.

Sales Hiring 270

Sales Hiring Scale Scaling Customer Success 270

SaaStr

DECEMBER 12, 2022

Adam Markowitz, Co-Founder and CEO at Drata, and Amanda Robson, Partner at Cowboy Ventures, walk us through key lessons they learned while growing Drata and the guiding principles that helped the company to sustain its growth. Lesson 1: Create a clear product differentiation strategy. Lesson 2: Achieve immediate time-to-value.

Payment Methods 185

Payment Methods SaaS Payments Company Culture Payment Solutions 185

SaaStr

JANUARY 18, 2023

Unicorn companies often need to scale quickly to meet the demands of their rapidly growing customer base. Lesson 1: Everything is about your team. Lesson 2: Don’t be afraid to venture into uncharted territories. After all, venturing into uncharted territories can provide businesses with valuable learning experiences.

Scale 218

Scale Underperforming Technical Team Scaling Interviewing 218

SaaStr

DECEMBER 6, 2022

Brex’s COO, Michael Tannenbaum, and Alloy’s CRO, Laura Spiekerman, share top lessons on how to find the right balance. Both companies have achieved rapid growth by offering products and services that are tailored to and evolve to the needs of their customers within a highly regulated space. That’s an important lesson.”

Scale 241

Scale Scaling compliance Forecasting 241

SaaStr

MARCH 31, 2024

They talk about the culture code that was created in HubSpot’s early days and how they have continued to have strong retention rates and overall happiness in their employees. Then we’ll spend a few minutes digging on the learnings about how we can all do better. I was wondering what should we talk about? Pretty good.

Part-Time CTO 264

Part-Time CTO CTO Hire CTO Coach CTO 264

SaaStr

DECEMBER 23, 2022

In achieving over $724M in ARR and growing to 2,000+ employees since its founding in 2015, they have learned a thing or two about developing a business. . Sarah Patterson, Samsara’s Chief Marketing Officer, has been there to learn these lessons along with them. Lesson #1: Speed to Lead. Lesson #1: Speed to Lead.

Scale 175

Scale Engineering Marketing Scaling 175

SaaStr

MARCH 1, 2024

We’re on the cusp of a golden age in AI, and the lesson learned from Cloud was that Cloud sped up the pace of development by a lot. By observing these segments, you can glean lessons if you’re building in the same category. Base10 is interested in mega-trends that change how people live and work in the next ten years.

Generative AI 248

Generative AI Outsourcing Services AI Software Review 248

Sales Hacker

JUNE 23, 2021

Here are the seven best sales blogs (and five bonus sales newsletters!) We love that this blog focuses on helping hard working teams be successful by delivering great advice and strategies from sales development leaders, social innovators, and even neuro-linguistic programming specialists! Sales Hacker. Lead generation.

Sales 79

Sales Technical Review Outbound Sales Team Interviewing 79

SaaStr

MARCH 14, 2023

Young took PlanGrid from nothing to $100M ARR before passing the baton and shares the biggest lessons learned, the biggest failures, and how to navigate them. The Takeaways: Be creative about solving problems for your customer. If you’re on the path to building a startup, you know what it means to fail. And they weren’t.

Startup 236

Startup Communication Leadership Engineering 236

Chart Mogul

SEPTEMBER 15, 2023

For years we have been reading and hand-picking the best SaaS blog posts to share with 24K+ SaaS Roundup subscribers. Subscriber or not, anyone who wants to increase their SaaS knowledge will benefit by reading the … For years we have been reading and hand-picking the best SaaS blog posts to share with 24K+ SaaS Roundup subscribers.

Scale 52

Scale Underperforming Technical Team Sales Hiring SaaS 52

SaaStr

MARCH 20, 2023

So you’ve nailed your pitch for startups and are looking to hook your first mid-market customer. Vanta’s Chief Revenue Officer, Stevie Case, shares lessons learned from leading Twilio’s mid-market team and shepherding Vanta into a mid-market leader as the company’s first CRO. What do you do?

Scale 192

Scale Enterprise Scaling SMB 192

SaaStr

FEBRUARY 20, 2024

Gusto is a high-velocity, high-scale acquisition and expansion engine, and one we can all learn from. In a recent Workshop Wednesday, Tolithia Kornweibel, CRO, and Jamie Edwards, Head of Go-to-Market Operations and Tools, share how Gusto maximizes revenue so that you can do the same. While stability isn’t bad, sometimes it can stagnant you.

Scale 218

Scale Sales Marketing Construction 218

SaaStr

JUNE 19, 2023

But we have enough revenue now (tens of millions) to think of it as a.bootstrapped startup And the #1 thing I’ve learned is … how different bootstrapping really is. But customers that you don’t make any money off of don’t help at all if you are bootstrapped, or barely help. #5. Finally, a small but interesting learning.

Sales Hiring 202

Sales Hiring Headcount Startup Revenue 202

SaaStr

AUGUST 20, 2023

We owe it to our investors, our customers, our team members to have some basic redundancy here. It came to a head at a team meeting where I talked about some of our challenges, and he interrupted me. That critical team member, that you just have to have, that you need — that’s also toxic. I remember when it happened to me.

CTO Hire 227

CTO Hire CTO Technology Engineering 227

SaaStr

APRIL 17, 2024

The Journey of Selling Your Startup Harry was the co-founder and CEO of Periscope Data, which raised a seed round before finding customers, yet didn’t run out of money before becoming an overnight success 3-4 years later. But then growth flatlined for a couple of years, and it was time to talk about selling. He always said no.

Underperforming Technical Team 164

Underperforming Technical Team Data Development Team Review Technical Review 164

SaaStr

APRIL 15, 2022

Spenser Skates is the CEO of Amplitude, one of the leading customer analytics services for enterprises and product makers. But getting customers like Twitter, Instacart, Match, and IBM didn’t happen overnight. He found these lessons essential for founders to learn on their way to $100 million ARR and beyond.

Enterprise 212

Enterprise Development Marketing SaaS 212

SaaStr

DECEMBER 6, 2021

Jennifer Tejada, CEO of PagerDuty, discusses the process leading up to IPO in 2019, her main focus for the company in the years since, and the lessons she’s learned along the way. Lesson 1: You can’t plan for everything. Lesson 2: Going IPO is not an exit event—it’s a launching point for hypergrowth and employee empowerment.

DevOps as a Service 238

DevOps as a Service Scale Cloud Interviewing 238

SaaStr

MAY 25, 2022

5 Interesting Learnings: #1. 5 Interesting Learnings: #1. A lesson on the benefits of eventually moving from self-serve to a hybrid self-serve and sales-assisted model. 2,100 of 345,000 customers are sales-assisted, revenue now 64% self-serve and 36% sales-assisted revenue. Talk about a long tail!

Scale 246

Scale Payments Payment Solutions Payment Services 246

SaaStr

JULY 21, 2022

10 Lessons Learned Scaling to $1B Valuation with Drift’s Co-founders. Amidst the volatility of today’s economic climate and market, GTM leaders need to be especially savvy when it comes to their company growth strategies and earning their customers’ love. Check out your favorites and get 20% off your tickets below!

Venture Capital 257

Venture Capital Enterprise Cloud Pricing 257

SaaStr

JANUARY 31, 2021

Let’s talk a look at the 10 videos you were most watching this week: #1. “How to Build and Sell a Product that Customers Love with Olivier Pomel, CEO Datadog” A great classic SaaStr session looking back at what it took to get Datadog to its inflection point. #6. Come learn how they got to $100M+ here. #8.

Scale 256

Scale Technical Review AI Sales Enablement 256

SaaStr

MAY 4, 2022

Roughly — very roughly — you want to be multiproduct in SaaS by the time you have 10,000 customers. So a top theme across SaaStr CEO interviews since 2017 or so, and across our 5 Interesting Learnings series with public SaaS companies, is … when should you go multi-product? For enterprise, this could be $300m-500m in ARR.

Scale 258

Scale SaaS SMB Scaling 258

SaaStr

JULY 25, 2021

They talked about product adoption, sales alignment, freemium models and lessons they have learned throughout their successful SaaS careers. They talked about product adoption, sales alignment, freemium models and lessons they have learned throughout their successful SaaS careers.

Sales Recruiting 251

Sales Recruiting Sales Hiring Scale VP of Engineering 251

Intercom, Inc.

APRIL 6, 2020

Over the coming weeks, I, along with others on the team, will be selecting and sharing articles from the Inside Intercom archives that have proven helpful to our customers and visitors in the past. It’s an honest and entertaining talk that anyone who manages people will benefit from. The key takeaway for me? The medium matters.

Management 181

Management Entertainment Engineering Interviewing 181

SaaStr

OCTOBER 22, 2021

An incredible lesson of being early, being right, and staying the course as the market evolved and changed and got even bigger. 5 Interesting Learnings: #1. As part of that, they learned to outsource anything they could, and maximize the PLG playbook … leading to a stunning $1m in ARR per employee. 119% NRR from SMBs!!

Scale 302

Scale SaaS Payments SMB Payment Solutions 302

SaaStr

FEBRUARY 2, 2024

Typically on SaaStr.com, we try to focus our content on mistakes to avoid, lessons learned and how to scale faster, but for the CEO Summit, Jason addressed the audience with what’s most top of mind for him at the start of 2024. 2 Beware Sales / Customer Success Reps who don’t want to visit customers in person.

Sales Recruiting 290

Sales Recruiting Trends Sales Hiring Software Review 290

SaaStr

JULY 4, 2020

Let’s talk a look at the Top 10 for this week to catch up on over the holiday weekend! #1″ 1″ Lessons from Logikcull: $0 to $10M in 19 Months: The How, When & Why + 10 Mistakes Along the Way. #1″ Lessons from Logikcull: $0 to $10M in 19 Months: The How, When & Why + 10 Mistakes Along the Way.

Business Model 184

Business Model Cloud Retention Enterprise 184

SaaStr

APRIL 28, 2023

Former CEO and founder of Yext and current CEO and founder of Roam, Howard Lerman, shares successful strategies and lessons learned building two successful startups with Sam Blond, Partner at Founders Fund, in this week’s episode of CRO Confidential. You are your first customer. 100% of scaled companies are distributing.

Scale 203

Scale Sales Hiring Sales Business 203

SaaStr

FEBRUARY 21, 2024

In the new episode, Jason sits down with Drata CMO Sydney Sloan to talk about what’s new at Drata, the role of CMO at Drata vs. Salesloft, partner marketing, customer marketing, and more. This creates a multiple effect because you cross-sell to their customer base. AWS can’t support 20 partners equally. Who are the key players?

AWS 213

AWS Scale Sales Hiring Marketing 213

SaaStr

OCTOBER 17, 2023

Customer success is all about outcomes. What does NRR have to do with customer success? PST — Former VP of Customer Success and current founder and Managing Partner at Success Venture Partners, John Gleeson, shares his lessons learned scaling customer success from $1M to $300M in ARR. Get more new customers.

Scale 164

Scale Sales Hiring Customer Success Scaling 164

SaaStr

AUGUST 10, 2023

Cockroach Labs’ CEO Spencer Kimball shares hard-won lessons from scaling from $0 to $5B and his time as an angel investor for more than 80 different startups. Whether you’re going from nothing to something or already scaling and thriving beyond $10-100M, healthy, sustainable growth in SaaS is on every founder’s mind. Ideas Are Cheap.

Scale 190

Scale Scaling Sales Hiring Cloud 190

ChurnZero

MAY 6, 2022

podcast to talk about his pragmatic approach to entrepreneurship, the lessons he brought with him when founding ChurnZero, and the one thing he wish he knew before starting his career. You have to get your customers now. Product-market fit doesn’t mean you can sell customers. You Mon joined the CHURN.FM

Retention 98

Retention Revenue Entrepreneurship B2C 98