SaaStr

FEBRUARY 12, 2025

Under his product leadership, Procore has grown exponentially, went public in 2021, and recently crossed the coveted $1B ARR milestone. The Evolution of Vertical SaaS The shift from horizontal to vertical SaaS solutions represents a fundamental change in how enterprises buy and implement software.

Construction 248

Construction Scale SaaS Travel 248

SaaStr

JUNE 16, 2025

a16Z recently surveyed over 100 leading CIOs across 15+ industries to get the latest pulse on enterprise AI spend in software. OpenAI maintains overall market leadership, but the breakdown is telling: 67% of OpenAI users deploy non-frontier models vs. only 41% for Google and 27% for Anthropic.

Enterprise 202

Enterprise AI Benchmarks Innovation 202

SaaStr

MAY 29, 2025

This requires entirely new management skills focused on systems optimization, not just people leadership. At Owner, selling ~$10K ACV deals to tiny businesses that “don’t typically buy software,” the AI transformation has been mission-critical.

Sales Hiring 229

Sales Hiring Underperforming Technical Team AI Scale 229

Intercom, Inc.

APRIL 22, 2021

After writing An Elegant Puzzle about the challenges of engineering management in high-growth organizations, his focus shifted to a career path that’s much less understood – the technical leadership track. Solvers tend to be reactive to what leadership is really worried about. But the work is still there, it still needs to happen.

Technical Review 274

Technical Review Leadership VP of Engineering CTO Coach 274

SaaStr

MAY 20, 2025

True Platform Flexibility : Rather than pre-built solutions, Monday.com offers building blocks that organizations can configure for any workflow, from marketing campaigns to software development and HR processes.

SMB 267

SMB Scale Education AI 267

SaaStr

JUNE 22, 2025

initial public offering on Friday, becoming the latest enterprise software company to test increasingly receptive public markets. Navan’s move could signal the opening of long-awaited floodgates for B2B software companies that have been waiting on the sidelines since the market downturn of 2022-2023. But Figma is a crazy outlier.

B2B 176

B2B Payments SaaS Payments Payment Services 176

SaaStr

JANUARY 17, 2025

Key Takeaways The discussion highlighted how AI is not just another feature but a fundamental shift in how software products are built and consumed. ” This focus on quality over quick implementation has helped Zoom successfully integrate AI across 12 different products.

AI 258

AI Cybersecurity User Experience Scaling 258

SaaStr

JUNE 9, 2025

from IPO price Key Learning : Home services software proved that vertical SaaS can command premium valuations even in challenging categories CoreWeave (03/27/2025) IPO Size : $1.5B ServiceTitan’s strong performance likely reflects high-quality recurring revenue from essential workflow software.

B2B 177

B2B Marketing Scale Benchmarks 177

SaaStr

MARCH 1, 2025

With over 20 years in the infrastructure software space, Dave previously held executive roles at Microsoft, VMware, and GitHub. The ideal leadership hire is someone who has seen both startups and scale. Think of it as an orchestra where each section has its part, but together they create something cohesive.

Scale 174

Scale Systems Review Scaling Leadership 174

Payrix

JANUARY 28, 2025

In this episode of PayFAQ: The Embedded Payments Podcast, host Ian Hillis welcomes Matt Downs, President of Worldpay for Platforms, to discuss software-led payments predictions for 2025 and beyond. remains the largest interchange and software market, Matt predicts a loosening of regulatory constraints.

Payments 130

Payments Payment Solutions Merchant Services Payment Methods 130

SaaStr

OCTOBER 25, 2024

For the subsequent ten years in software, we’ve optimized every little bit of how we sell it. But today, it’s different because the kinds of software we sell aren’t the same. Six months ago, security was the number one prohibition preventing businesses and software companies from buying AI. It isn’t predictable.

Venture Capital 328

Venture Capital Marketing AI SaaS 328

SaaStr

JUNE 7, 2025

Even more telling: OpenAI, despite maintaining market leadership at 33.9%, has actually seemingly lost some ground from its peak share levels. While overall AI penetration among U.S. businesses has reached an incredible 41.7% as of April 2025, the growth trajectory has flattened since late 2024. Skills bottlenecks are widening.

AI 274

AI Payment Services Payments Scale 274

SaaStr

FEBRUARY 21, 2025

Leadership Style As CEO, Couremanche was known for fostering a strong company culture. Company Growth and IPO Under his leadership, Procore grew from a small startup to a major player in construction technology. The company started in a small office above a Santa Barbara surf shop.

Construction 242

Construction Education Leadership Company Culture 242

SaaStr

MAY 26, 2023

Software is Fractal A SaaS product is richly nuanced and contains multiple layers. Leadership needs to consider funding areas, not just a single feature, because more supplemental subfeatures and finetuning will be required every time. Leadership needs to delegate to the talent they have hired.

CTO Coach 242

CTO Coach CTO Hire CTO Leadership 242

SaaStr

MAY 28, 2025

The company is successfully evolving from its SMB roots into a serious enterprise software contender. This architecture gives customers flexibility to adapt the software to their needs without dependency on tech teams, while still offering enterprise-grade capabilities.

Scale 186

Scale SMB Acquisition Enterprise 186

SaaStr

JUNE 23, 2025

If your engineering team, your product team, or your leadership team hasn’t shipped meaningful AI capabilities into production by now, that have led to a material increase in revenue — you don’t have a strategy problem. That requires leadership that understands both the technology possibilities and the market implications.

AI Search 165

AI Search AI Technical Review CTO Hire 165

Intercom, Inc.

APRIL 8, 2020

We’d like to share some insights from what we’ve learned so far about software delivery and operations over the past few weeks of working from home during COVID-19 , and how we as an engineering team have adjusted to this unprecedented, unpredictable situation.

Software Delivery 223

Software Delivery Software Review Software Systems Review 223

TechEmpower SaaS

AUGUST 21, 2023

Many CEOs of software-enabled businesses call us with a similar concern: Are we getting the right results from our software team? We hear them explain that their current software development is expensive, deliveries are rarely on time, and random bugs appear. What does a business leader do in this situation? Are you ready?

Technical Review 390

Technical Review Software Review Development Team Review Systems Review 390

SaaStr

FEBRUARY 5, 2025

What’s Next The next 12-18 months will be critical for SaaS companies looking to establish leadership in vertical AI. For SaaS founders, the opportunity lies in building specialized solutions that leverage foundation models while adding unique domain expertise and data advantages. IBM’s Instruct Lab approach, delivering 98.5%

AI 174

AI Scale SaaS Government 174

SaaStr

JANUARY 10, 2025

Its founders and many of the current leadership team all started as developers. ” Vincent predicts: “Designers will be able to create software, engineers will be able to create designs, and all of these roles are going to start blending together.” ” Figma envisions a “role collapse.”

AI Search 305

AI Search AI Strategy Scale 305

SaaStr

DECEMBER 1, 2024

I think Lotus Software (of 1-2-3 fame) must be close. It shipped Lotus 1-2-3 in January ’83 and sold $50m in software in its first year on the market — that must be $100m+ in today’s $$$. “No software” and the internet are great. Versus, apparently, a plan for $1m in revenues the first year acc.

Startup 258

Startup Finance Software Metrics 258

SaaStr

OCTOBER 26, 2021

Using Dave Kellogg’s “ Four Sources of Pipeline ” framework, marketing should source 60% of the pipeline for a representative enterprise software company. . Marketing SaaStr Session #1: “The State of Software Buying: From SMB to Enterprise with G2’s CMO”. Presented By: Amanda Malko – CMO – G2 – @amandamalko.

Scale 358

Scale Marketing SMB Leadership 358

SaaStr

APRIL 29, 2025

The ultimate gathering of SaaS and AI leadership is about to happen in San Francisco. We’re bringing together the true founders, revenue leaders and product visionaries that are actually driving the next wave of AI first software. It’s days away now! SaaStr Annual + SaaStr AI Summit 2025! Not talking heads. Not theorists.

AI Search 154

AI Search AI New CTO Scale 154

SaaStr

MARCH 12, 2025

About Dave Kellogg Dave Kellogg brings a rare combination of marketing and executive leadership experience to his analysis of SaaS businesses. And see everyone at 2025 SaaStr Annual, May 13-15 in SF Bay for 300+ more sessions, workshops, and braindates like this! The “five-five” CMO who excels at everything is a unicorn.

Sales Hiring 190

Sales Hiring Marketing Technical Review Underperforming Technical Team 190

SaaStr

JULY 31, 2020

Last year, the company doubled its headcount, tripled revenue and landed on G2’s Top 100 Global Software list. . For us, that means including a clear understanding of the challenges and obstacles facing AEs, SDRs, CSMs and Revenue leadership. And some of the marquee customers include MongoDB, Gitlab and Qualtrics. .

Scale 359

Scale Artificial Intelligence Payments Payment Services 359

SaaStr

DECEMBER 3, 2024

Who is Peter Gassner CEO and Founder of SaaS Leader Veeva Systems Peter Gassner has established himself as a significant figure in enterprise software, particularly through his leadership at Veeva Systems. Instead of building generic enterprise software, he went all-in on life sciences. Classic vertical SaaS expansion.

SaaS 258

SaaS Leadership Cloud Enterprise 258

SaaStr

OCTOBER 23, 2024

This gets more challenging when you have stakeholders who aren’t the ones buying the software. There was no software yet. It worked because it fit within financial operations, and they led with software, workflow, and budgeting, which matter for BILL customers. So, you have to pay attention to each of these stakeholders.

SMB 300

SMB Payment Services Payments Payment Methods 300

Clouded Judgement

JUNE 13, 2025

Every week I’ll provide updates on the latest trends in cloud software companies. SRE teams get alerts in Slack and kick off remediation IT teams respond to tickets Sales reps run deal threads Leadership teams share updates, decisions, context Slack is a goldmine of institutional memory and real-time workflows. And this matters.

Cloud 144

Cloud Data AI Investment 144

SaaStr

DECEMBER 1, 2024

Deeper Bio: Early Life and Education Graduated with a Computer Science degree from The Academic College of Tel Aviv-Yaffo Demonstrated early interest in technology and software development Served in the Israeli Defense Forces’ Intelligence Corps, where he developed technical and leadership skills Early Career Began career as a software developer (..)

Scale 246

Scale SaaS Company Culture Leadership 246

SaaStr

MAY 23, 2025

Surprisingly, my CTOone of the most startup-oriented people I knowstayed at Adobe for years, while others left to take leadership roles at companies like Brex and Gong. How BigCos buy software, how they build software, who they choose to acquire, etc. You cant predict how people will adapt, so dont stress too much about it.

Startup 143

Startup Scale Acquisition Leadership 143

SaaStr

MARCH 5, 2025

Recently valued at over $1 billion , Codium is proving that AI-driven software development is not just the futureits the present. AI-Powered Coding is Driving Massive Productivity Gains: Codiums AI assistant is not just a flashy toolits fundamentally transforming software development. The real impact?

Sales Hiring 174

Sales Hiring Scale Sales Recruiting AI 174

SaaStr

DECEMBER 27, 2024

AI in B2B SaaS: The Incumbent Advantage On the AI revolution in B2B software, it’s the age-old ‘startups are innovating and racing to get distribution, and the bigger companies have distribution and are racing to innovate.’ “We had the best board meeting we’ve ever had,” according to Brian.

AI 278

AI Marketing SaaS Interviewing 278

SaaStr

JUNE 28, 2023

If there’s one rule almost everyone universally agrees with when building software, it’s that focus is critical. Point Solution Software Is Extremely Limiting There exists a set of companies that could be built and are often not built that would break this rule of building software with a singular focus. the compound startup.

Startup 258

Startup Software Sales Hiring Pricing 258

SaaStr

MAY 2, 2025

“The Last Generation of Human-Only CEOs: Marc Benioff’s Bold Vision for the AI-Augmented Enterprise” Marc Benioff was kind enough to join SaaStr for the first time to do a truly deep dive on what AI means in business software today. It’s a good one. Top 5 Unexpected Learnings: 1.

AI 234

AI Enterprise Scale Airlines 234

SaaStr

AUGUST 10, 2022

These pillars helped propel Miro, a visual collaboration software company, to a valuation of $17.5 Leadership took user feedback seriously, and spent lots of time iterating on the product to ensure that users could get the most value from it. The company needed to hire more leadership roles and middle management to keep up.

Sales Hiring 246

Sales Hiring Scale Company Culture B2C 246