Clouded Judgement

MARCH 7, 2025

Every week I’ll provide updates on the latest trends in cloud software companies. Quarterly Reports Summary Top 10 EV / NTM Revenue Multiples Top 10 Weekly Share Price Movement Update on Multiples SaaS businesses are generally valued on a multiple of their revenue - in most cases the projected revenue for the next 12 months.

Cloud 157

Cloud Forecasting Payment Features Subscription 157

FastSpring

OCTOBER 16, 2024

You can’t get fast, meaningful revenue expansion with slow, piecemeal geographical expansion. Our platform accommodates one-time purchases or recurring payments , subscription downloads and cloud-based offerings, trials with and without payments, and more. Luckily, there is another, much simpler option.

Merchant Services 158

Merchant Services Payment Services Payment Methods Outsourcing Services 158

Clouded Judgement

FEBRUARY 14, 2025

Every week I’ll provide updates on the latest trends in cloud software companies. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Follow along to stay up to date! consensus) and 0.5% YoY and 0.4%

Cloud 144

Cloud Software Payment Features Subscription 144

SaaStr

JANUARY 12, 2023

Chargebee is a recurring billing and subscription management tool that helps SaaS and SaaS-like businesses streamline Revenue Operations. Chargebee integrates with the leading payment gateways like Stripe, Braintree, PayPal etc. Think of us as your automated security and compliance expert.

Payment Features 55

Payment Features Payment Services SaaS Payments Payments 55

Clouded Judgement

FEBRUARY 7, 2025

Every week I’ll provide updates on the latest trends in cloud software companies. Cloud Giants Report Q4 ‘24 We now have the quarterly reports from Amazon, Microsoft and Google. They each have some of the largest cloud businesses in the world in AWS, Azure and Google Cloud respectively. Top 5 Median: 22.2x

Systems Review 144

Systems Review Cloud AI Artificial Intelligence 144

Clouded Judgement

JUNE 19, 2024

Q1 earnings season for cloud businesses is now behind us. The charts below show the change in quarterly revenue YoY (so Q1 ‘24 rev - Q1 ‘23 rev) going back to 2017. These charts clearly show the ZIRP pull forward, the ensuing cloud cost optimizations, and then the recovery.

Cloud 318

Cloud GCP(Google Cloud Platform) Software Azure 318

SaaStr

MARCH 31, 2021

UiPath is one of the most amazing not-really-an-overnight success stories in Cloud, SaaS and software. It was founded way back in 2005 as an outsourcing company, then developed Windows software to automate scripts and more, and turned this into a powerhouse for automating complex functions integrating Cloud and on-prem. seed round.

Outsourcing Services 362

Outsourcing Services Outsourced Development Payment Features Cloud 362

SaaStr

MARCH 23, 2023

Chargebee is a recurring billing and subscription management tool that helps SaaS and SaaS-like businesses streamline Revenue Operations. Chargebee integrates with the leading payment gateways like Stripe, Braintree, PayPal etc.

Payment Features 246

Payment Features SaaS Payments Payments Payment Methods 246

Clouded Judgement

MARCH 1, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Follow along to stay up to date! Overall Stats: Overall Median: 6.2x

Cloud 317

Cloud AI Investment Metrics 317

Clouded Judgement

AUGUST 30, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. An example of a platform shift is the creation of the cloud. Many companies achieved a transformative leap by taking an on-prem solution and migrating it to the cloud, reaping all the associated benefits. Follow along to stay up to date!

Cloud 274

Cloud Venture Capital AI Startup 274

SaaStr

MAY 22, 2024

OK Gartner is NOT a SaaS or Cloud company. And … 92% of its revenue is from subscriptions. Today, Gartner has now crossed $6 Billion in revenue, with a stunning $35 Billion market cap. 92% of Revenue is Recurring If you’ve bought Gartner research, you know this. And its very profitable.

Revenue 298

Revenue Enterprise Cloud Pricing 298

Clouded Judgement

JULY 12, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. I believe this sums up a lot of the debates around “too much capex too little revenue.” I believe this sums up a lot of the debates around “too much capex too little revenue.” Follow along to stay up to date!

Cloud 288

Cloud AI Investment User Experience 288

Clouded Judgement

MARCH 29, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Follow along to stay up to date! Overall Stats: Overall Median: 6.4x

Cloud 284

Cloud Forecasting Payment Features Subscription 284

Clouded Judgement

AUGUST 16, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Consider cloud computing: by lowering the cost of infrastructure, the cloud didn’t just shift spend from hardware to cloud services, it expanded the overall market by enabling new companies and applications to emerge.

Outsourcing Services 274

Outsourcing Services Cloud Software Outsourced Development 274

SaaStr

APRIL 12, 2022

The majority of its revenue is now from Bitcoin transactions, not “traditional” payments and software. Square is still a high-margin software company at its core with a large but low-margin payments business on top. Square waited to go upmarket, but now like many Cloud leaders it’s a core engine of growth.

Payments 306

Payments SaaS Payments Payment Services Revenue 306

Clouded Judgement

SEPTEMBER 13, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Quarterly Reports Summary Top 10 EV / NTM Revenue Multiples Top 10 Weekly Share Price Movement Update on Multiples SaaS businesses are generally valued on a multiple of their revenue - in most cases the projected revenue for the next 12 months.

Cloud 252

Cloud Forecasting Metrics Payment Features 252

Clouded Judgement

FEBRUARY 10, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Follow along to stay up to date! Hard Landing? Soft Landing? No Landing?

Cloud 273

Cloud Software Review Technical Review Systems Review 273

Clouded Judgement

DECEMBER 1, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Amazon and Snowflake have both made comments recently that Cloud Optimizations are starting to play second fiddle to net new workload growth. We’re still in the early days of the cloud.” Follow along to stay up to date!

AWS 299

AWS Cloud AI Search Cost optimization & reporting 299

SaaStr

APRIL 14, 2025

With 200+ top AI demos and sessions from leaders like Perplexity, Google Cloud, GitHub, Rubrik and more, youll get the most comprehensive look at how AI is reshaping B2B. 150+ Sponsors Driving Innovation From the biggest names in cloud to the most exciting startups, our 150+ sponsors are showcasing the latest innovations in SaaS and AI.

VP of Engineering 204

VP of Engineering CTO Coach VPCs (Virtual Private Cloud) Scale 204

Clouded Judgement

MARCH 10, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Quarterly Reports Summary Top 10 EV / NTM Revenue Multiples Top 10 Weekly Share Price Movement Update on Multiples SaaS businesses are generally valued on a multiple of their revenue - in most cases the projected revenue for the next 12 months.

Cloud 244

Cloud Trends Payment Features Subscription 244

Payrix

APRIL 10, 2025

Embedding payments and financial experiences is the next frontier for trade and field service software platforms looking to boost revenue while enhancing the customer experience. By taking control of your payment processing, platforms focused on the trades industry can unlock new revenue streams and gain a competitive edge.

Payments 100

Payments Payment Services Outsourcing Services Payment Solutions 100

Subscription Flow

OCTOBER 10, 2024

Some of the pitfalls that come with unplanned billing migration are faulty revenue reporting, data duplication, and customer churn. Getting onboard a robust billing system means benefiting from advanced features like automated recurring billing, customized invoicing, and revenue recognition.

Payment Solutions 105

Payment Solutions Payment Services Systems Review SaaS Payments 105

Subscription Flow

OCTOBER 16, 2024

Operating a business entails a number of processes like managing products and payments, invoices, customer engagement, revenue, unpaid invoices and much more. That is why most modern SaaS and subscription-based businesses have transitioned to using a good billing software, reducing their workload by a great deal.

Payment Services 59

Payment Services Payment Solutions Payment Features SaaS Payments 59

Clouded Judgement

AUGUST 18, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Revenue multiples are a shorthand valuation framework. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Follow along to stay up to date! Overall Stats: Overall Median: 5.7x

Cloud 243

Cloud Software Review Payment Features Subscription 243

Incredo

JULY 14, 2019

Whether you are a startup owner, a manager of a growing business or the CEO of an established company, you might find yourself asking questions like “ Should our SaaS subscription model be monthly, annually or both ?” or “ What are the best tips I can get in terms of annual vs monthly subscription models ?”.

Payment Features 184

Payment Features SaaS Payments Payment Methods Subscription 184

Blulogix

DECEMBER 23, 2024

By Inga Broerman How Usage-Based Pricing is Transforming Subscription Billing The subscription economy is undergoing a transformation, driven by the rising popularity of usage-based pricing. Schedule a demo with a BluLogix billing expert today and take the first step towards revolutionizing your revenue management.

Payment Features 52

Payment Features Subscription Pricing Artificial Intelligence 52

Clouded Judgement

JULY 5, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Today there are zero Top 10 EV / NTM Revenue Multiples Top 10 Weekly Share Price Movement Update on Multiples SaaS businesses are generally valued on a multiple of their revenue - in most cases the projected revenue for the next 12 months.

Cloud 184

Cloud Payment Features Subscription Metrics 184

SaaStr

MAY 22, 2022

Cloud Stocks May Be Down. But the Cloud Remains on Fire. SaaStr 555: Secrets to Building a High-Performing Revenue Marketing Engine with Demandbase VP of Marketing Tracy Kraft. Unlocking Growth in the Internet Economy: a Perspective from Stripe Head of Invoicing, Suzanne Xie. That Matters More. Where It Goes From Here.

Scale 306

Scale Sales Hiring Payment Features Marketing 306

Clouded Judgement

MARCH 22, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Subscribe now ARR (Annual Recurring Revenue) vs ERR (Experimental Runrate Revenue) ARR (Annual Recurring Revenue) is one of the most popular SaaS (Non-GAAP) metrics. Follow along to stay up to date!

AI 190

AI Cloud Revenue Technical Advisors 190

Clouded Judgement

APRIL 14, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Net New ARR Slowdown It’s no secret that cloud software businesses have seen headwinds over the last couple quarters. Revenue multiples are a shorthand valuation framework. Follow along to stay up to date! Headline CPI came in at 5.0%

Cloud 176

Cloud Payment Features Subscription Trends 176

Clouded Judgement

JUNE 7, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Quarterly Reports Summary Top 10 EV / NTM Revenue Multiples Top 10 Weekly Share Price Movement Update on Multiples SaaS businesses are generally valued on a multiple of their revenue - in most cases the projected revenue for the next 12 months.

Cloud 190

Cloud AI Enterprise Revenue 190

Clouded Judgement

DECEMBER 29, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Subscribe now 2023 Top Performers In 2023, there were 14 cloud software companies that were up 100%+ this year (in the index I track of ~80 total)! Revenue multiples are a shorthand valuation framework. Follow along to stay up to date!

Cloud 196

Cloud Software Review Payment Features Subscription 196

SaaStr

APRIL 1, 2022

Again, another top Cloud leader that isn’t seeing any NRR decline at even $1B+ in ARR. This is the magic in enterprise SaaS and Cloud. #3. Yes, SaaS and Cloud can generate a ton of free cash-flow at scale. Professional Services only 8% of revenues, 27% gross margins on services. The Cloud is just so, so big.

Scale 317

Scale Cloud Scaling Payment Features 317

Clouded Judgement

MAY 3, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Subscribe now Cloud Giants Report Q1 + Early Look at Software Results Q1 earnings seasons has officially kicked off! Revenue multiples are a shorthand valuation framework. Follow along to stay up to date! Overall Stats: Overall Median: 5.8x

Cost optimization & reporting 190

Cost optimization & reporting Cloud Software Azure 190

Clouded Judgement

DECEMBER 22, 2023

Every week I’ll provide updates on the latest trends in cloud software companies. Subscribe now Revisiting the “Is Software Expensive” Question The current median revenue multiple for the software universe is 6.4x, which is ~17% below the long term average multiple of 7.8x. Follow along to stay up to date!

Cloud 184

Cloud Payment Features Subscription Revenue 184

Clouded Judgement

SEPTEMBER 27, 2024

Every week I’ll provide updates on the latest trends in cloud software companies. Subscribe now Foundation Models Are to AI what S3 was to the Public Cloud Many people look at 2006 as the birth of the public cloud - the year Amazon launched AWS. Follow along to stay up to date! However, a couple things happened.

Cloud 176

Cloud GCP(Google Cloud Platform) AWS Azure 176

SaaStr

APRIL 24, 2021

So many startups these days are claiming they have “ARR” from revenue that … doesn’t recur. Doesn’t ARR stand for Annual Recurring Revenue? But like “Cloud” and “SaaS”, its definitely has evolved. ARR now really means revenue with 100%+ Net Revenue Retention.

Merchant Services 360

Merchant Services SaaS Payments Payment Solutions Payment Services 360