SaaStr

NOVEMBER 28, 2024

Dear SaaStr: How Big Should The Addressable Market Be to Go into Vertical SaaS? I try to look at two things in Vertical SaaS startups, at least when investing : Will everyone in the vertical / industry use it? It’s just hard to get most vertical SaaS start-ups to scale if they can’t get to a $10k ACV. So be honest.

Payment Solutions 263

Payment Solutions Inbound Sales Team Marketing Scale 263

SaaStr

FEBRUARY 14, 2025

What does it take to build and scale a vertical SaaS giant over two decades? In a recent conversation with SaaStr CEO and Founder Jason Lemkin, Tooey shared insights into his 23-year journey as CEO of Procore , the leading SaaS platform for construction management. Whats kept him going? In the U.S.,

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Scale Construction SaaS AI 287

SaaStr

NOVEMBER 13, 2024

So who’s doing well in SaaS today? SaaStr CEO and Founder Jason Lemkin sat down with Samsara CEO and Co-Founder, Sanjit Biswas to delve into the inner workings of a company that’s not only transforming its industry but is also a case study in brilliant strategy and execution. Well, one of those hero companies is Samsara.

Scale 276

Scale CTO Coach New CTO Technical Review 276

SaaStr

DECEMBER 11, 2024

Ironclad CEO and co-founder Jason Boehmig joined Seema Amble, Partner at Andreessen Horowitz at SaaStr Annual to share their observations on what’s currently working and what’s not quite there yet for Artificial Intelligence (AI) in SaaS. What’s Currently Working in AI for SaaS 1.

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AI Search AI Artificial Intelligence B2B 287

SaaStr

JUNE 26, 2022

In many segments, competition-to-the-almost-death seems the norm in SaaS. I’ll admit at first I struggled to make sense of it, but once I came to Adobe and learned that the Omniture guys were just as competitive as Ellison, even with Josh James long gone, I realized it was The Way of the SaaS Universe in many categories.

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Strategy Scale SaaS B2C 70

SaaStr

FEBRUARY 8, 2025

The next evolution of AI in SaaS isn’t about better models – it’s about context and action. Want to learn how other companies are implementing these strategies? The post 5 Key Learnings from How Top SaaS Companies are Actually Productizing AI with Paragon appeared first on SaaStr.

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AI Artificial Intelligence SaaS User Experience 245

SaaStr

JUNE 2, 2024

Dear SaaStr: From An Investor’s Perspective, What is a “Good” Exit Strategy/Plan for a SaaS Company That’s Raising a Seed Round? Ok, people are going to tell you not to have a slide or discussion on an “exit strategy” and they are right. It really does. Just more subtly. That will help.

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Strategy SaaS Investment Software 297

Tom Tunguz

JULY 10, 2024

We can observe the market trends today across some of the larger SaaS companies who offer AI pricing. We can observe that in three of the companies’ pricing strategy above. But greater productivity may reduce the demand for seats over time, ultimately decreasing the size of software markets. Gitlab GitLab Duo 19 20 1.05

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AI Pricing Sales Hiring Strategy 267

SaaStr

FEBRUARY 5, 2025

IBM’s $7B Bet on Vertical AI and What It Means for SaaS Founders. For SaaS founders, the opportunity lies in building specialized solutions that leverage foundation models while adding unique domain expertise and data advantages. With IBM’s WatsonX platform and the emerging vertical AI ecosystem, the tools are there.

AI 188

AI Scale SaaS Government 188

Tom Tunguz

JANUARY 18, 2023

This is called a suite strategy: Zoho published a history of the 2-4 product launches per year, which illustrates the idea. In a recent podcast, Parker Conrad champions the suite strategy, also called a compound company. Constellation Software. Develop multiple products from Day One.

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Startup Strategy Scale Cloud 307

SaaStr

FEBRUARY 2, 2025

Her company specializes in API integration platforms that enable SaaS companies to launch integrations faster and automate complex business processes. The post Where AI Really Matters in Vertical SaaS With CEOs of Owner, Alloy Automation, and DoNotPay appeared first on SaaStr.

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AI Technical Review Artificial Intelligence Systems Review 225

SaaStr

DECEMBER 22, 2023

For any Cloud and SaaS Founders or execs seeking practical strategies and inspiration to stay ahead of the curve, this session’s for you. At the SaaStr Annual, Kiren Sekar, Samsara’s Chief Strategy Officer and founding chief Product Officer shared five lessons he learned along the way from scaling six products to $100M+.

Scale 309

Scale Scaling Strategy Sales Hiring 309

SaaStr

NOVEMBER 10, 2024

The Top Marketing Strategies for 2025 Growth with the CMOs of Snowflake, LinkedIn, and Carta #4. Top SaaStr Podcasts & Videos of the Week: #1. “What Really Matters in SaaS in 2025 with Jason Lemkin and Dave Kellogg” #2. How Long Will the AI Bubble Last? #3. 83% Percent of You Haven’t Gotten AI SDRs to Work … Yet #5.

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Cloud AI Startup Strategy 304

User Pilot

NOVEMBER 14, 2024

While it may sound too good to be true, the reality is that you can achieve this by implementing an effective customer expansion strategy. In this article, you will explore why customer expansion matters for your SaaS growth, discover various customer expansion tactics, and learn how to embed them in successful expansion campaigns.

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Strategy Payment Solutions Payments Customer Lifetime Value 105

SaaStr

MARCH 13, 2025

The Traditional “Triple, Triple, Double, Double, Double” Rule is Dead for AI Startups If you’ve been in SaaS for a while, you know the classic growth rule of thumb: “Triple, Triple, Double, Double, Double.” 5 Actionable Strategies for AI Startup Growth 1. Charge for POCs Make them refundable, but charge.

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AI Scale Artificial Intelligence Startup 275

SaaStr

APRIL 13, 2024

Dear SaaStr: How Do You Build a Real Exit Strategy? But in SaaS, as you cross $10m, $15m, $20m ARR … Private Equity firms will start to reach out. They have money to buy good SaaS companies not burning too much cash. The post Dear SaaStr: How Do You Build a Real Exit Strategy? Still, it’s not random.

Strategy 287

Strategy Acquisition Startup Engineering 287

SaaStr

DECEMBER 20, 2024

Former Head of Revenue at BILL and HubSpot Americas leader Michelle Benfer recently joined us on a SaaStr Workshop Wednesday share her insights on one of the most critical roles in any SaaS organization: the frontline sales manager. “At HubSpot, I had over 100 frontline sales managers reporting to me. ” The bottom line?

Sales Hiring 262

Sales Hiring Scale Underperforming Technical Team Sales 262

SaaStr

FEBRUARY 3, 2025

In 2019, top SaaS companies spent 50-55% of revenue on sales and marketing. What you need to track obsessively: Payback period (top quartile SaaS companies have 3x faster payback) Gross margin LTV:CAC by segment Revenue ramp time Win rates by industry Break these down by segment and channel. It’s down to 30%.

Scale 275

Scale SMB Enterprise Enterprise readiness 275

SaaStr

FEBRUARY 25, 2025

That playbook was fueled by a desire to load up on 100s of new SaaS apps to fuel a pandemic-inspired buying spree. Today, SaaS and Cloud is back. The very best SaaS products often get cheaper each year. Ask anyone selling bigger deals or in vertical SaaS is this works. So the 2021 GTM Playbook is Dead. Being deflationary.

AI 271

AI Scale Social Media Generative AI 271

SaaStr

JANUARY 3, 2025

The success rate for executive hires at high-growth SaaS companies can be surprisingly low – you’re often lucky if 50-60% of your management team works out long-term. ” If you have a SaaS company above 2 million in revenue, both Brian and Jason agree that at that point, all that matters is the management team. .

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Sales Hiring Scale Systems Review Interviewing 287

SaaStr

FEBRUARY 8, 2025

You get a masterclass in how modern SaaS businesses are transforming CS from a cost center into their secret weapon for hypergrowth. This wasn’t just a nice-to-have strategy – it was a fundamental shift in how CS operated.

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Customer Success Scale Government Systems Review 272

SaaStr

JANUARY 19, 2025

. #2: Adding AI to SaaS: Inside the AI Product Strategies of Figma, Cloudflare, GitHub and Ramp #3: Crunchbase: 50% of VC Capital Went to SF Bay Last Year, Q4 Roared Back for Venture Capital #4: 8 Quick Ways to Get More High Quality Leads. Right Now. #5: 5: Doing 5, 6 or 7 Figure Deals?

AI 276

AI Sales Hiring Venture Capital Startup 276

SaaStr

OCTOBER 23, 2024

So some Cloud and SaaS stocks are on fire, even now. Why is Palantir the highest valued public SaaS and Cloud stock? Artificial Intelligence Platform (AIP) is a Year Old But Fueling $159m in Q2 Bookings Alone To some Cloud and SaaS leaders, AI is a table-stakes addition. And then … there is Palantir. The fire of the fire.

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Artificial Intelligence Government AI Cloud 238

USIO

JULY 1, 2024

In the competitive world of Software as a Service (SaaS), generating recurring revenue is essential for sustainable growth. While many strategies involve significant investments in marketing, sales, and technology, there are also effective methods to boost recurring revenue that require minimal financial outlay.

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Payments SaaS Payments Payment Solutions Payment Services 306

SaaStr

DECEMBER 4, 2024

Pricing is more than just a number on a contract — when used thoughtfully, it can become a strategic tool for your SaaS product that can drive product adoption, customer satisfaction, and business growth. Miro’s pricing strategy evolved with their business goals: Early stage: Minimum five-user paid plans to ensure collaborative value.

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Payments Pricing Scale Revenue 287

SaaStr

JANUARY 17, 2025

At SaaStr Annual’s AI Summit, we asked product leaders from some of the fastest-growing SaaS companies to share their insights on navigating the AI revolution while scaling multi-product strategies. For SaaS companies, this presents both a challenge and an opportunity to reimagine their products for the AI age.

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AI Cybersecurity User Experience Scaling 263

Sales Hacker

FEBRUARY 7, 2025

SaaS pricing isn’t static – it’s a living strategy that grows with your company. From your first paying customers to enterprise domination, here’s how successful SaaS companies level up their pricing game to maximize growth and profitability at every turn.

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Pricing Scale SaaS Technical Review 111

SaaStr

JANUARY 17, 2025

And yes, Shoptalk for e-commerce and SaaStr for SaaS, Money 20/20 for fintech, etc. That should be your field marketing strategy. And that’s why at the end of the day, as most B2B vendors scale and scale up their field marketing budgets, they tend to pursue one of two strategies. If they are smaller events, even better.

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SaaStr

FEBRUARY 7, 2024

In today’s world, there’s a clear shift in what founders, boards, and investors are all after — scalable, low-CAC (customer-acquisition cost) growth strategies. In this playbook we’ll share: Automated outbound at-scale strategies. Sales-assisted, product-led growth strategies that close Enterprise leads.

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Scale Sales Hiring Strategy Marketing 276

SaaStr

JANUARY 8, 2025

Checkr’s go-to-market strategy was already well-established when Lindsay joined in 2022. As Checkr follows usage-based pricing, it’s a transactional business that needs to be managed differently than a typical subscription SaaS model since they only earn revenue when the customer is using the product.

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Revenue Scale Sales Hiring Compensation 296