SaaStr

JULY 26, 2022

So in theory, SMB SaaS is better than enterprise, at least 9 times out of 10: Deals close much faster. Customers don’t expect as much in terms of security, compliance, etc. But beyond all the other Pros and Cons of SMB vs enterprise, there’s one looming issue with SMB SaaS: Churn. It started very SMB.

SMB 363

SMB Churn Payment Services SaaS 363

SaaStr

NOVEMBER 1, 2023

Well, fast forward to today and it’s truly an SMB powerhouse. How is SMB SaaS doing today? Transaction Fees Growing Far Faster (38%) Than Software / SaaS License (21%). Both Bill and Shopifty have morphed over the years from almost pure SaaS companies to payments platforms built on top of a SaaS core. Bill is one.

Payment Services 338

Payment Services Payments SaaS Payments Payment Solutions 338

SaaStr

APRIL 17, 2021

Squarespace may be more design-focused, Wix the somewhat more cost-effective solution. Monetizing ecommerce via subscriptions, but not payment processing. Billion in GMV processed, up a stunning 91% from 2019. But in contrast to Wix and Shopify, it doesn’t keep much of the revenue from merchant services itself.

Payment Methods 337

Payment Methods Merchant Services Payments Payment Services 337

SaaStr

MAY 24, 2025

Top 10 Strategies Toasts CRO Uses to Crush Sales Quotas So a little while ago Toasts CRO Jonathan Vassil joined Sam Blond on SaaStr CRO Confidential on how Toast built one of the strongest but toughest rocketship in sales: a lower gross margin, lower ACV ($10k), sales-led SMB sales motion. Even with SMB Sales. Field-Based Sales Model.

Strategy 136

Strategy Payment Solutions Payment Methods SMB 136

SaaStr

SEPTEMBER 9, 2021

Bill.com has become an SMB powerhouse, with 120,000+ customers and a stunning $25B+ market cap. Bill.com had to develop a network that today has millions on vendors processing bills and payments on it. The payments / fintech side of Bill took a decade to come together. And a self-service component. Go find them.

SaaS Payments 63

SaaS Payments Payment Services Payments Scale 63

SaaStr

APRIL 23, 2021

Now they’ve scaled to $200m+ ARR growing 38% selling just to 100,000+ SMBs, solving a hard problem (i.e., automating the back office and payments and billing for SMBs), and doing it with 120%+ NRR. 121% NRR from SMBs — up from 110% at IPO. Making more and more money on each payment. Pretty impressive.

Payment Solutions 347

Payment Solutions Payments SaaS Payments Payment Services 347

SaaStr

OCTOBER 11, 2023

▶️ Radically more efficient, $600m+ adj operating income run-rate ▶️ 29% of biz from enterprise (Plus) — Jason ✨Be Kind✨ Lemkin  (@jasonlk) October 10, 2023 5 Interesting Learnings: #1. Software Important. 80% Margins on Software, But Just 38% on Payments and Merchant Solutions = 49.3% Night and day.

Payments 293

Payments Merchant Services Revenue Payment Solutions 293

SaaStr

APRIL 29, 2021

It would be so helpful to know, as the #1 leader in SMB eCommerce, and also one of the very top leaders in SaaS SMB overall. When you add in payments, i.e. merchant services, NRR for 2018+ is about 110%, based on the below new chart. But likely it’s below 100% excluding payments. Well, it’s murky.

Merchant Services 293

Merchant Services Payment Methods SaaS Payments Payments 293

SaaStr

SEPTEMBER 22, 2022

So when we first started writing about Bill.com at its IPO , it was a sleep SMB accounting product. And its payments network to roll out. But yes, it’s the most incredible SMB growth story in SaaS we’ve ever seen. Don’t let anyone tell you it can’t be done with SMBs. #2. 131% NRR.

SaaS Payments 64

SaaS Payments Payment Services Payment Solutions Payments 64

SaaStr

APRIL 1, 2023

The SMBTech economy is very different from enterprise software, and there is massive opportunity to capture it. Throw in the rise of social media and mobile web payment systems like Stripe and Braintree, and something revolutionary was at our doorstep. Efficient Go To Market There are a lot of ways to GTM as an SMB.

Scale 245

Scale SMB Merchant Services Payment Methods 245

SaaStr

AUGUST 24, 2022

Of course, their margins are lower than a pure software play (more on that below). SMB sales (most of Toast) is very tough to do without a highly efficient and effective sales force. Many SMB leaders have to get very, very good at outbound because of the limited deal sizes. 5 Interesting Learnings: #1.

SaaS Payments 326

SaaS Payments Scale SMB Payment Solutions 326

SaaStr

APRIL 19, 2023

So one large category of software spend is on Point of Sale systems. But “POS” systems and software are everywhere, and are a lot more than just Toast and Square. But “POS” systems and software are everywhere, and are a lot more than just Toast and Square. But the margins are tough.

Payment Solutions 284

Payment Solutions Point of Sale SaaS Payments Payments 284

SaaStr

AUGUST 29, 2022

SMB SaaS has a lot going for it: – Millions of them – Short sales cycles – Easier compete. But, it's often hard to get to $100m ARR selling just to SMBs. sell just to SMBs pic.twitter.com/Po1I2aMaBK. So many VCs and others have gotten more and more excited about SMB SaaS. Millions and millions more.

SaaS Payments 346

SaaS Payments Scale SMB PayPal 346

Payrix

OCTOBER 1, 2024

In the latest episode of PayFAQ: The Embedded Payments Podcast, host Ian Hillis sits down with Candice Raybourn, Head of Partner Activation at Payrix and Worldpay for Platforms, to discuss the crucial topic of PCI compliance. What is PCI DSS? Candice explains the basics of PCI DSS. The shift to PCI DSS 4.0 The shift to PCI DSS 4.0

Payment Services 113

Payment Services Merchant Services Payments compliance 113

Stax

APRIL 11, 2024

SMB owners wear many hats, managing everything from staff to sales. Adding to the already tough job of managing a small or medium business is the complex task of understanding how payment processing works, including managing the fees, equipment, accounts payable and more. Learn More What is a Payment Management System?

Payment Services 88

Payment Services Payment Solutions Merchant Services Payment Methods 88

SaaStr

SEPTEMBER 7, 2024

You really have to do it all now to build a true platform for SMBs: software, payments, payroll, marketing, workflow and more. Automation and AI are critical in SMB Vertical SaaS … due to a lack of labor Automation and AI are less about efficiency in SMB vertical SaaS than simply dealing with a lack of labor.

SaaS Payments 312

SaaS Payments Payments Payment Methods SMB 312

SaaStr

OCTOBER 22, 2021

It was just amazing that when iPhone launched, you could now take a picture of receipts and have them somewhat automatically “expensed” A jaw dropping, amazing use of the first generation on mobile apps. Like Bill, it took the process seriously and became a licensed money transmitter itself. Oftentimes, even. In one year.

Scale 326

Scale SaaS Payments SMB Payment Solutions 326

SaaStr

MARCH 28, 2025

SMB customers. Regulatory compliance can be a moat, not just overhead Spending five years securing money transmitter licenses across 50 states created a significant barrier to entry that competitors can’t easily replicate. The compliance risk is significant,” Ren says. Founded in 2006, Bill.com has grown to: $1.4

SMB 130

SMB Payments Payment Services SaaS Payments 130

SaaStock

JANUARY 25, 2019

Trailblazing through their home continent, venturing successfully onto the world stage or changing from on-premise software to SaaS, these companies could have a postal code in any SaaS hotspot in the world. ContaAzul was acquired by the collaborative software platform Wabbi Software S.A. We can’t wait to meet them. RD Station.

SaaS Payments 257

SaaS Payments Payment Solutions Payment Methods Payments 257

SaaStr

AUGUST 17, 2021

Could you switch to another app? Coupa isn’t as much a fintech as SMB players like Bill.com, but it’s getting there with Coupa Pay. Coupa plans the majority of its customers to be running payments through their platform in 10 years. This is a bigger task than SMB, but a huge market. Would you want to?

SaaS Payments 322

SaaS Payments Payments SMB Payment Solutions 322

SaaStr

JULY 14, 2020

This removes friction from the sales process, leading to a higher and faster close rate. It may be the most successful SMB-focused app of our current generation. Bigger customers, though, find most monthly payments a huge accounting headache. You just make buying your app harder. Let’s take a look at Zoom.

Pricing 297

Pricing Scale Payment Solutions SaaS Payments 297

FastSpring

JANUARY 27, 2022

Each of the companies Jon worked with lowered churn by creating a better notification process, including a reminder about their renewal six weeks prior to the billing cycle. Note: FastSpring offers advanced subscription management services that support free trials, monthly and annual paid plans, proration, discount management, and more.

Merchant Services 146

Merchant Services Payment Services SaaS Payments Payment Solutions 146

SaaStr

SEPTEMBER 26, 2019

What we learned from ’08-’09 in SaaS: First, SMB churn went through the roof — as SMBs went under much more quickly and often. As soon as the economy went south, SMBs started to simply go bankrupt and/or shut down. Anyone processing a lot of SMB and credit-card deals saw churn probably double.

SaaS Payments 280

SaaS Payments Sales Hiring Scale SMB 280

SaaStr

JULY 11, 2023

In a special session of Workshop Wednesday, Gorgias Founder & CEO Romain Lapeyre and Gorgias VP of Sales & Partnerships Aasif Osmany share their learnings, advice, and hacks for optimizing your sales process. Does it hurt enough for buyers to switch to a new solution? SaaStr Workshop Wednesdays are LIVE every Wednesday.

Sales Hiring 200

Sales Hiring SMB Sales Recruiting Payment Methods 200

SaaStr

MAY 10, 2021

Let’s take a look at a few Cloud leaders that show this quantitatively: #1 Shopify’s NRR has grown from 100% to 110% as its merchant services (payments) has exploded. Pretty good for SMB SaaS. In fact, now it’s more than 2x the size of its SaaS software alone. More on that here.

Merchant Services 234

Merchant Services SaaS Payments SMB Payment Solutions 234

Payrix

SEPTEMBER 25, 2024

This growing market is switching up how small-to-medium-sized businesses (SMBs) access financial products, creating exciting new opportunities for software companies to reimagine their business models and restructure their product offerings. Embedded Finance trend #3: Ultra-personal services We’re not done with data just yet.

Payments 130

Payments Payment Solutions Embedded Payments Trends 130

SaaStr

JULY 20, 2022

Today, it crosses dentistry, optometry, veterinary, physical therapy, specialty medical services, audiology, plumbing, electrical, HVAC and other home services. While these aren’t great metrics if Weave was enterprise, they are still solid for SMBs. Many SMB SaaS companies struggle to hit 100% NRR and 80% GRR.

SaaS Payments 284

SaaS Payments Scale Payment Methods SMB 284

Stax

MARCH 17, 2025

The best ISVs go beyond simply providing merchant services. Adding PayPal to your list of accepted payment methods opens up a range of benefits for you and your merchants alike. As one of the most familiar and trusted payment brands, PayPal gives customers confidence, reducing friction and increasing sales and AOV.

Merchant Services 88

Merchant Services Stax PayPal SaaS Payments 88

Payrix

MAY 14, 2024

When it comes to software, success doesn’t hinge on innovation alone. No one knows this better (or more intimately) than a software company Chief Revenue Officer (CRO). Adam Tesan, CRO at Worldpay for Platforms, is a seasoned executive leader with decades of experience in sales, marketing, and revenue in the software space.

Payments 147

Payments Payment Services Payment Solutions SaaS Payments 147

SaaStr

OCTOBER 31, 2023

With nine figures in revenue, Ariel and SaaStr founder and CEO Jason Lemkin talk about all things Navan, rebranding when you have brand equity, building B2B software for people, pricing and business models, and much more. There was a new emphasis on building software for people. It was a Frankenstein for transient travelers.

Payment Solutions 281

Payment Solutions Payments Travel Scale 281

Neil Patel

NOVEMBER 29, 2020

Nothing scares away new business like hard-to-reach customer service or disorganized sales calls. Adopt the best call center software and you will outfit your teams with the tools they need to communicate effectively. Forget about the requirements of a physical office space, infrastructure, or even a business phone system.

Payment Solutions 145

Payment Solutions Software Review Payment Methods Software 145

Stax

DECEMBER 20, 2023

Although credit cards have been around since the 1950s, in recent years, they’ve started to dethrone cash from its position as king of payment methods. With a whopping 84% of American adults owning at least one credit card (the average is 3 credit card accounts per person), card payments reached $9.43 trillion in 2021.

Payment Services 88

Payment Services Merchant Services Payment Methods Payment Features 88

SaaStr

MAY 25, 2022

It’s not always best to force annual payments. But of course, a core Zoom customer might be using the app 3-4 hours a day. #4. Free cash flow still negative, operating margins of 2.3%. But lower NRR generally comes with SMB customers, at least to some extent. #7. 91%+ of customers pay annually.

Scale 284

Scale Payments Payment Solutions Payment Services 284

SaaStr

JUNE 13, 2019

We invest from the very earliest stages to the latest stages of software and consumer companies and we’re based in California. And they were broken down roughly a third, a third, a third by targeting the SMB, the mid-market, and the enterprise. What does this mean? Here’s another slide. And the answer is yes.

Scale 252

Scale Sales Hiring SMB Payment Services 252

Neil Patel

DECEMBER 23, 2020

Interested in customer relationship management (CRM) software that’s free forever? I’ve picked out the top five free CRM software products on the market. Let’s run through the important considerations that go into picking the right free CRM software on the first try. The Top 5 Options For Free CRM Software.

Payment Solutions 143

Payment Solutions Software Review Software Payments 143

FastSpring

SEPTEMBER 16, 2022

Note: From global payment processing to global VAT and sales tax management, FastSpring is the easiest way to sell around the world. This includes internal data we pulled from 271 global SaaS and software sellers using FastSpring to process transactions last year. Stream both interviews below and see highlights from each.

Pricing 146

Pricing Payment Solutions Payment Services SaaS Payments 146

Payrix

JUNE 25, 2024

Embedded Finance is more than just a buzzword; it represents a fundamental shift in how financial services are delivered and consumed today. Ian Hillis, Head of Growth at Worldpay for Platforms discusses this new term and what the opportunity may await software providers on our latest episode of PayFAQ: The Embedded Payments podcast.

Payments 100

Payments Payment Solutions Finance Payment Services 100