SaaStr

MARCH 21, 2025

So RevenueCat has its latest “Sate of Subscription Apps 2025” report out and there is a ton of great stuff in here. It Takes Mobile Business Apps 222 Days to Hit $10,000 ACV An interesting remind for SMB and freemium apps … to earn it. link] — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) March 17, 2025

Data 189

Data ChatGPT Mobile SMB 189

SaaStr

APRIL 29, 2025

SaaStr Annual + SaaStr AI Summit 2025! It’s days away now! 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. Not talking heads. Not theorists.

AI Search 151

AI Search AI New CTO Scale 151

SaaStr

JUNE 10, 2025

Many SMB SaaS companies with $20M ARR and decent growth get acquired for $100M+. " [link] — Jason ✨👾SaaStr 2025 is May 13-15✨ Lemkin (@jasonlk) May 22, 2023 You’re already in a good spot to compound growth steadily. That’s a great outcome if you’ve kept your cap table clean. No one would fund them."

Venture Capital 163

Venture Capital SMB Acquisition Churn 163

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. Navigating market dynamics in 2025 and beyond Matt emphasized the cyclical nature of the payments industry, likening it to a pendulum.

Payments 130

Payments Payment Solutions Merchant Services Payment Methods 130

SaaStr

JANUARY 19, 2025

So one big theme of 2025 SaaStr Annual (May 13-15 in SF Bay) will be going deep on Vertical SaaS. How to Build Go-to-Market Efficiency in SMB Sales with Owner.com CRO Kyle Norton Owner is perhaps the fastest-growing new player in SaaS for restaurants, automating everything from marketing to menus. See you there!

Scale 189

Scale Sales Hiring Scaling SMB 189

SaaStr

MAY 4, 2025

2025 And The Rise of the Mech AE (Account Executive) 7. We Just Won’t Need as Many SMB Sales Reps. It’s already fundamentally remade the contact center and post-sales. At least, the best AEs. The mid tier AEs? We may or may not need them anymore (see next point). Enterprise sales may require just as many humans as ever.

AI 157

AI Scale Sales SMB 157

FastSpring

FEBRUARY 6, 2025

In this episode, we’re going to be talking about how SMB digital brands can win the best talent Joining us for that conversation is someone who knows quite a bit about that. But right now we’re in such a candidate driven market as we record early 2025. I’d like to welcome Lizzie Mintus.

SMB 108

SMB Sales Recruiting Branding Sales Hiring 108

Sales Hacker

JUNE 13, 2025

2025 is a different world. The venture market in 2025 is more bifurcated than ever. At the Series B stage, Q1 2025 saw more total capital raised than previous quarters, despite fewer deals closing. The median pre-money valuation in Q1 2025 is $16.1M Founders raised rounds in days. Today, capital is still there.

AI Search 86

AI Search Sales Hiring Sales Recruiting Scale 86

The Moz Blog

JUNE 10, 2025

By: Lidia Infante June 10, 2025 Brand and SEO Sitting on a Tree: K-I-S-S-I-N-G [Mozcon 2025 Speaker Series] SEO Events | Branding The author's views are entirely their own (excluding the unlikely event of hypnosis) and may not always reflect the views of Moz. Table of Contents Copied! a Ziff Davis company. a Ziff Davis company.

Branding 87

Branding AI Search Scale AI 87

SaaStr

APRIL 28, 2025

This will be particularly transformative for SMB-focused businesses doing high-volume, transactional deals. The AI knows every product detail, never oversells, tailors recommendations to company size, and can instantly close simple deals. This represents perhaps the most profound change: customer expectations will fundamentally reset.

AI 233

AI Underperforming Technical Team Sales Technical Review 233

How To Buy Saas

MAY 21, 2025

In the fast-paced hiring landscape of 2025, an Applicant Tracking System (ATS) has become an essential tool for companies of all sizes and sectors. Whether youre a startup , an SMB , or a global enterprise , the right ATS can streamline your recruitment process, save time, and help attract top talent in a competitive market.

Systems Review 52

Systems Review Sales Recruiting Sales Hiring Technical Review 52

SaaStr

MARCH 28, 2025

As we gear up for 2025 SaaStr Annual, May 13-15 in SF Bay , we want to take a look back at a few of our top sessions from last year. SMB customers. For SMB SaaS, aim for 6 quarters of LTV:CAC, not 4 Ren adjusted the traditional benchmark because SMB customers stay longer than typically measured.

SMB 130

SMB Payments Payment Services SaaS Payments 130

SaaStr

FEBRUARY 16, 2025

Lessons Learned Rolling out AI Agents to 16,000+ SMB brands with Gorgias CTO #3. Top Posts: #1. There Is No Downturn Anymore. From $1M to $3B ARR: Databricks CRO Ron Gabrisko on Scaling a Revenue Rocket Ship #4. The Arguments For Not Raising at a Unicorn Valuation #5. S-Tier AI is Coming For B-Tier Employees Top VIdeos and Pods: #1.

AI 130

AI Scale CTO SMB 130

How To Buy Saas

FEBRUARY 25, 2025

Rapid SMB adoption with 200K+ customers. Startups, SMBs, and mid-market; teams wanting all-in-one marketing + sales. Best for SMB vs Enterprise: For small and midsize businesses (SMBs) , HubSpot often ends up more cost-effective and straightforward. Market share leader (21.7% Also used by smaller orgs with IT support.

Scale 52

Scale Underperforming Technical Team Technical Review Software Review 52

Blulogix

JUNE 13, 2025

That’s why BluLogix’s recognition in the 2025 MGI Research Agile Billing Top 50 Buyer’s Guide is more than a nice mention. The Cost of Getting It Wrong Too many enterprises are running billing on SMB-era infrastructure—or worse, fragmented systems patched together by IT. And most platforms can’t keep up.

Payment Features 52

Payment Features Enterprise Scale Traceability 52

How To Buy Saas

MAY 26, 2025

By 2025 standards, Skynovas interface feels dated and somewhat clunky. Skynovas user reviews in 2025 are quite mixed , depending on where you look: On SiteJabber , a consumer review site, Skynova has a low rating of 2.1 SMB Guide, for example, gave Skynova an overall score of 4.75/10 and its obvious what to do next.

Software Review 40

Software Review Systems Review Technical Review Payment Solutions 40

SaaStr

JUNE 26, 2024

SaaStr founder and CEO Jason Lemkin shares his take on the current SaaS landscape midway through 2024 and what might be coming next in 2025 at the opener to this year’s SaaStr Europa. If B2C rebounded back in 2023, that means 2025 might be a little easier for a lot of folks in classic B2B. Just build. It’s a rocket ship.

CTO Hire 144

CTO Hire AI Venture Capital Sales Hiring 144

Sales Hacker

SEPTEMBER 18, 2024

We’ll see how this sticks through to 2025. This dip continues through the year, though there’s a gradual recovery from mid-2023 onward. Now, there has been a general resurgence of hiring in 2024 after a difficult 2023. Tenure of sales roles Average tenure for all is less than 4 years, with most falling between 2-3 years. to 3 years.

Sales Hiring 121

Sales Hiring Scale Sales AI Search 121

Stax

APRIL 3, 2025

of retail sales in 2025, amounting to $6.862 trillion. Keep in mind that the right solution for a startup or SMB may not necessarily be the best for large firms or high-volume enterprises. According to the Worldwide Retail Ecommerce Forecast 2024 by eMarketer, eCommerce will account for 21.0% This is expected to grow to 22.6%

Payment Methods 88

Payment Methods Merchant Services Payment Solutions Payment Services 88

Sales Hacker

DECEMBER 17, 2024

So yeah, definitely bake that into your 2025 marketing strategy if it’s not already. Scott Barker: [26:53] Did you go about shifting that so how were what were some of the strategies you used to shift um how the market was perceiving you. Just everyone wins. You can partner with people, you can bring costs down.

Scale 98

Scale Engineering Acquisition Scaling 98

Sales Hacker

JUNE 17, 2025

And again, even in SMB, because I don’t only work with big enterprise organizations and I’m kind of stage agnostic, I [00:22:00] work with, you know, companies, hundreds of millions of revenue. More information from the A GM, like the State of Venture in 2025 can be found as a newsletter edition on the GTMnow website or substack.

AI 81

AI Technical Advisors Underperforming Technical Team Sales Hiring 81

SaaStr

FEBRUARY 3, 2025

Jean Dwit (Chief Business Officer at Stripe) and Lindsay Scrace (COO at Checker) have done it multiple times at companies like Google Cloud, Stripe, and Checker.

Scale 265

Scale SMB Enterprise readiness Enterprise 265

SaaStr

FEBRUARY 5, 2025

The ability to roll out AI agents to 16,000 small and medium-sized business (SMB) brands is attributed to the investment in an evaluation pipeline, which includes data sets for each step and utilizes various tools such as GT4, mini, or Sonet, depending on the specific needs.

New CTO 167

New CTO CTO Artificial Intelligence Technical Review 167

SaaStr

MARCH 30, 2025

Co-founders Dharmesh Shah (CTO) and Brian Halligan (Chairperson) shared at SaaStr Annual the unfiltered truth on building an SMB powerhouse, pivoting to product-led growth, and why the “M” segment is SaaS gold. And come watch 200+ sessions like this at 2025 SaaStr Annua l! May 13-15 in SF Bay!

Scale 183

Scale SMB Sales Hiring Scaling 183

SaaStr

APRIL 24, 2025

By the time we get to SaaStr Annual 2025, May 13-15 in SF Bay , well be overloaded with side events, official, semi-official and unofficial parties, and so much more! Well update this list at least weekly … but here are some of the already scheduled vents already lined up you can sign up for! At the VIP stage at SaaStr.

AWS 163

AWS SMB AI Innovation 163

SaaStr

APRIL 26, 2025

Before taking the helm at Carta 6 years ago, Jeff spent 15 years at Oracle leading both Enterprise and SMB software/hardware divisions. The Truth About SDRs and AI in 2025 No, AI isn’t replacing your SDR team. He also put in 4 years at Doximity building their S&B organization from scratch. Translation?

Scale 163

Scale Sales Hiring AI SMB 163

Chart Mogul

DECEMBER 12, 2024

What will 2025 bring? So, what might 2025 bring? The 2025 (new and improved) SaaS resurgence Nick Franklin , Founder and CEO of ChartMogul 2025 will mark SaaSs resurgence. Prove ROI or suffer Philipp Wolf , CEO of Custify In 2025, SaaS will see a reckoning: providers will be forced to prove ROI or face churn.

Fractional VPE 40

Fractional VPE Software Review SaaS Part-Time VPE 40

Sales Hacker

JANUARY 13, 2025

Each segment, whether SMB, mid-market, or enterprise, has its own nuances, but they all share a familiar core. New year, time to take back control – 2025 is the year of inbox zero! This phase is about hiring second-line leadersdirectors and VPswho can carry the cultural torch while managing their own high-performing teams.

Scale 103

Scale Sales Hiring Artificial Intelligence SMB 103

Sales Hacker

JANUARY 7, 2025

New year, time to take back control – 2025 is the year of inbox zero. So you need to have that because those, especially if you think about SMB, They don’t have, I would say, technical people inside their organization. What’s your outlook for 2025? Superhuman works with your existing Gmail or Outlook accounts.

Outsourcing Services 111

Outsourcing Services Scale Outsourced Development AWS 111

Sales Hacker

APRIL 18, 2025

More for your eyeballs The future of AI, startups, and whats coming in 2025. The company has opened four new offices and plans to grow the team to 600. Investors call her the time traveler and its easy to see why. An exclusive fireside conversation with the GP of Foundation Capital, Joanne Chen.

AI Search 88

AI Search Branding AI Technical Review 88

Sales Hacker

DECEMBER 31, 2024

Featuring hot takes from leaders at HubSpot, Brex, GitHub, and more, this compilation challenges the status quo and might just change how you think about volume vs. value, outbound sales, and hiring in 2025. New year, time to take back control – 2025 is the year of inbox zero. And 2025 is the year of inbox zero for me.

Sales Hiring 103

Sales Hiring B2B Scale Sales Recruiting 103

SaaStr

JANUARY 5, 2024

12,000 customers, very high net review retention (NRR) even with SMB customers. Databricks probably should not, and wait until 2025. Dominates a vertical market with over $500M ARR. Growing 40-50% cashflow neutral. Will Databricks and Stripe Go Public: Stripe will, it is time for them and 2024 will likely be the year.

SMB 329

SMB SaaS Software Review AI 329

SaaStr

MARCH 4, 2025

What we’re seeing in 2024-2025: Average NRR varies significantly by company size Smaller companies typically show lower NRR Most concerning: NRR is down 3 points year-over-year across the board Some startups are seeing 10-20 point drops in NRR 2. If they spent $100 last year and $102 this year, that’s 102% net retention.

Customer Success 292

Customer Success Metrics Headcount SMB 292

SaaStr

MARCH 31, 2025

” Head of AI Dialpad: “How to Build AI at Scale” GTM/ B2B Speakers: CEO HubSpot Yamini Rangan : “Going More Multiproduct, Going More AI, and Going More SMB and More Enterprise” CEO Dropbox Drew Houston : “DropBox’s Third Act: AI & Content Intelligence” CEO Calendly Tope Awotona “Open AMA and (..)

VP of Engineering 259

VP of Engineering VPCs (Virtual Private Cloud) AI Scale 259

SaaStr

FEBRUARY 12, 2025

more than 2020 – Hit pic.twitter.com/9SvrHxIz3y — Harley Finkelstein (@harleyf) February 11, 2025 5 Interesting Learnings: #1. Relatively speaking, SMB online is softer. #4. As you can see, it’s well above 100%, even with its large SMB base. #7. Strongest Quarterly Growth in 3 Years.

Payment Methods 285

Payment Methods Merchant Services Payment Solutions SaaS Payments 285

SaaStr

MARCH 10, 2025

If you see one part of the team that the new VP hasn’t even reached out to in their first few days, say the SMB team or the European team … that’s a flag. Because this something totally actionable, immediately. Of someone not quite yet seasoned enough to be a true VP. You have to go to battle with the team you have.

Sales Hiring 189

Sales Hiring SMB Sales Management 189

SaaStr

MAY 12, 2025

Youll do discovery and — Jason SaaStr 2025 is May 13-15 Lemkin (@jasonlk) May 8, 2025 AI is already better than many customer support reps. Mediocre SMB / Commercial Reps AI can already outperform the bottom 30-40% of sales reps who dont know their product well, dont follow up effectively, or fail to build rapport.

Sales Hiring 157

Sales Hiring AI Sales SMB 157