SaaStr

AUGUST 9, 2021

Selling to enterprise is no easy feat, and it can be a lengthy, complex process. So how do you simplify and speed up your sales cycles? Michael Sindicich, GM of TripActions Liquid, understands what it takes to close big deals and boost enterprise win rates. Read on for Michael’s insightful advice for driving faster sales cycles.

Scale 299

Scale Sales Hiring Enterprise Sales 299

SaaStr

NOVEMBER 25, 2022

Scale-ups are exciting. Scaling to satisfy customers’ demands depends on innovation and foresight combined with enterprise-ready technology and the right partners. On top of considerable dedication, creating a scale-up requires a functional edge—a unique and unreplicable capability compared to the players in the industry.

Scale 264

Scale Scaling Marketplace as a Service Entrepreneurship 264

SaaStr

AUGUST 2, 2024

Canva Head of Sales and Success for EMEA, Jorge Bestard, and Head of Strategic Sales for EMEA, Daniela Nyarko, share Canva’s journey from PLG to Enterprise, strategies to navigate the PLG trap, and why it’s so attractive. You get traction in the market and raise a round to build a marketing and sales team.

Scale 288

Scale Sales Hiring Sales B2C 288

SaaStr

NOVEMBER 28, 2022

These two departments are a SaaS company’s most important; without their alignment, there is no growth or scale. This may look like moving from a mid-market business to an SMB, and eventually to an enterprise. One strategy for growth is launching new product lines and expanding the prospects who need your services.

Scale 246

Scale Finance Sales Hiring Scaling 246

SaaStr

MARCH 18, 2025

The harsh reality: Most enterprises are adopting AI due to FOMO (Fear Of Missing Out) rather than for specific business outcomes. Project Selection: Where Enterprises Go Wrong Many companies stumble by deploying AI in high-risk, customer-facing applications first (like chatbots). This is exactly backward.

Technical Review 194

Technical Review Artificial Intelligence AI Marketplace as a Service 194

SaaStr

DECEMBER 22, 2022

Replace manual GRC efforts, reduce costs, and save time preparing for audits and maintaining compliance. Drata is the world’s most advanced security and compliance automation platform with the mission to help companies earn and keep the trust of their users, customers, partners, and prospects.

Scale 55

Scale Onboarding Government compliance 55

SaaStr

JANUARY 17, 2024

At Saastr Annual, we hosted an Enterprise panel of AI leaders to share their experience and knowledge to help others understand how big companies think about and leverage AI. While the first generation of Generative AI is great, it’s not quite ready to solve Enterprise problems. What Are Enterprises Most Excited About Using AI For?

AI 298

AI Enterprise Artificial Intelligence compliance 298

SaaStr

JULY 22, 2021

Avalara is a leading public SaaS company we probably should all know more about. Avalara manages a big problem — tax and related compliance automation. It’s in many ways the hardest way to do it (direct sales to SMEs), but like HubSpot, Avalara has made it work well. Long-tail look at how partners drive revenue.

Scale 334

Scale SMB compliance Churn 334

SaaStr

JANUARY 6, 2021

But we haven’t done a deep dive on new learnings from Box at scale. New enterprise products have been critical to their recent growth. So let’s take a look at 5 Interesting Learnings at ~$800,000,000 in ARR: Box went enterprise well over a decade ago, but 45% of its revenue is still from SMBs, Mid-Market and Self-Service.

Scale 312

Scale compliance Enterprise Scaling 312

Sales Hacker

APRIL 1, 2025

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Hayden Stafford is the President and Chief Revenue Officer (CRO) at Seismic, where he oversees the global go-to-market (GTM) organization, including pre-sales, sales, customer success, services, partners, and more. The other thing is just.

Scale 64

Scale VP of Engineering Outsourcing Services Enterprise 64

SaaStr

SEPTEMBER 28, 2023

In this new SaaStr series called “What’s new at…,” Jason Lemkin chats with WorkOS CEO and founder Michael Grinich about what it takes to be Enterprise ready in SaaS, building vs. buying, and who the stakeholders are in a B2D motion. They offer all the features you need to sell to Enterprise customers. WorkOS is 4.5 No, you can’t.

Enterprise readiness 289

Enterprise readiness Payment Solutions Enterprise Payments 289

SaaStr

NOVEMBER 1, 2022

We remain optimistic about the prospects of cross-border SaaS. Companies in our region are good at achieving PMF and scaling to $1 million-$5 million ARR efficiently. The promise of SaaS was healthy profitability at scale and yet we see companies with hundreds of millions of dollars in revenue burning cash. That’s too tactical.

Scale 298

Scale Sales Hiring Underperforming Technical Team Cybersecurity 298

SaaStr

SEPTEMBER 14, 2023

In this Ask Me Anything Part 1, Lemkin answers the questions: Many VCs talk about funding, yet you’re so focused on sales. Question #1: Why Are You So Focused On Sales When Other VCs Are Focused On Funding? That VP of Sales came out of Salesforce. Lemkin’s Hail Mary was hiring Brendon Cassidy when that first VP of Sales quit.

Outsourcing Services 291

Outsourcing Services Sales Hiring Scale Sales Recruiting 291

SaaStr

DECEMBER 18, 2023

Facing Challenges Scaling AI 86% of CXOs say they will adopt AI and need it to move forward because it’s critical to their business. AI has been with IBM for 20 years, and now they have Enterprise-grade software. How to scale AI across your business. How to create a competitive advantage.

AI 305

AI Technology Scale Startup 305

Intercom, Inc.

MARCH 8, 2018

In a time where buyer behavior has rendered cold calling nearly obsolete, successful sales prospecting begins with using tools like live chat and social media to build relationships. He’d go on to become the VP of Sales at Sprinklr, guiding the company through its own high growth period, before striking out on his own.

Social Media 186

Social Media Scale Sales Hiring Sales Recruiting 186

SaaStr

OCTOBER 13, 2019

6 Key Signs a VP Can’t Scale Beyond $5m-$10m ARR. Your Sales Efficiency Will Probably Plummet Toward $10m ARR. These Salesforce And Microsoft Vets Launched A New Startup Studio To Fund Enterprise Companies. California’s new privacy law could cost companies a total of $55 billion to get in compliance.

Scale 153

Scale Cloud Scaling PayPal 153

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. Don’t need as much sales experience on sales team. Enterprises take decades to go under. This isn’t going enterprise.

SMB 363

SMB Churn Payment Services SaaS 363

SaaStr

JULY 1, 2024

One way is by talking to your customers and prospects. Either way, ensure the demand gen team sits down with sales and decides which accounts to go after. Ensure you’re aligned with the sales team on what you want to accomplish as you go upmarket and build these demand gen strategies. #2: How do you figure that out?

Sales Hiring 305

Sales Hiring Scale SMB compliance 305

SaaStr

JUNE 22, 2023

Thousands of revenue leaders at leading companies, including Clearbit, WordPress, Zenefits and Miro use Rattle to make their teams more effective and forecasts more predictable. Remote makes it easy to manage international payroll, benefits, taxes, stock options, and compliance in 50+ countries. appeared first on SaaStr.

Scale 244

Scale Banking compliance Forecasting 244

Payrix

APRIL 10, 2025

As a result, leading platform providers in the space are implementing strategic payment solutions to help generate more revenue from their existing customer base, create stronger relationships with users, and streamline the payment experience for everyone involved. This is common when outsourcing payments.

Payments 100

Payments Payment Services Outsourcing Services Payment Solutions 100

FastSpring

APRIL 29, 2025

When payment partners fail to adapt to player demand and scale quickly, players leave your web shop empty handed, creating dissatisfaction that could have been prevented. We empower you to offload the complexity of global payments, sales tax and VAT compliance, player payments support, and more.

Payment Services 78

Payment Services Payments Payment Solutions Payment Methods 78

Chart Mogul

JANUARY 9, 2025

So read on, and hopefully, your SaaS sales journey will be less about trial and error and more about steady progress toward success. Whats important to note is that each model targets a distinct customer persona and, therefore, has a unique approach to the customer journeyfrom brand awareness to sales and, ultimately, conversion.

Scale 52

Scale Sales Hiring Startup Sales Recruiting 52

SaaStr

JULY 2, 2019

Join Kevin Egan, Slack’s VP of North American Sales and Dannie Herzberg, Slack’s Director of Sales as they walk you through Slack’s Freemium to Enterprise strategies. Kevin Egan, VP of North American Sales @ Slack. Dannie Herzberg, Head of Mid-Market Sales @ Slack. Join us at SaaStr Annual 2020.

Enterprise 171

Enterprise Scale Sales Hiring SMB 171

Sales Hacker

FEBRUARY 2, 2021

Closing an enterprise sale in a niche market follows the same sales funnel as any other deal, but a bit more fine tuned. It represents the culmination of ‘art’ and process, where the enterprise sales process is modified to better reflect the client’s unique and specific needs. What Is Enterprise Level Sales?

Scale 113

Scale Enterprise Marketing Sales 113

Tom Tunguz

NOVEMBER 8, 2023

LLMs are fantastic first-pass filters and phenomenal classifiers that extract insight or build machine learning features from unstructured data like customer support conversations or sales calls. Meanwhile, regulation and compliance mean the governance burden only increases. Looker did this within the context of a BI system.

Artificial Intelligence 228

Artificial Intelligence Trends Data Software Review 228

SaaStr

JANUARY 21, 2021

In our first few years, when we were just taking off, we were scaling at supersonic speeds. We got the opportunity to take a step back and think about how to build the team (and our tech) for scale. Although we have customers of all sizes today, including many enterprise businesses, that wasn’t always the case. We said no.

Scale 205

Scale Sales Hiring SaaS compliance 205

SaaStr

OCTOBER 20, 2022

ChurnZero lets your CS team manage and expand accounts at scale with proactive, personalized engagement that helps every customer succeed. Our best-in-class app tools, automation, dashboards and reporting help you drive strategic customer conversations, boost productivity and scale effectively. appeared first on SaaStr.

Scale 202

Scale compliance Healthcare Education 202

Intercom, Inc.

SEPTEMBER 28, 2021

In recent years we have increasingly focused on upmarket, enterprise-scale customers. Your biggest customers are likely in frequent contact with your sales teams, and there’s a risk that their feedback will carry more weight as an input into your product decisions. . Build for your customers, not your competitors’ customers.

Scale 249

Scale Management Sales Hiring Healthcare 249

Intercom, Inc.

OCTOBER 19, 2022

As businesses grow and scale, they need to continue to earn and build on that trust in every way they can – but with rapidly expanding tech stacks, it’s not just their own company policies they need to monitor, it’s those of every company they partner with. Explore other articles in the series. Your data is our most critical asset.

compliance 138

compliance Data Software Review Scale 138

SaaStr

JUNE 13, 2019

And they were broken down roughly a third, a third, a third by targeting the SMB, the mid-market, and the enterprise. In the SMB, two-thirds use month-to-month, and in the enterprise, you’ve got two-thirds using multi-year. What we notice is that in the enterprise, it’s much more common to retain 90-100%.

Scale 254

Scale Sales Hiring SMB Payment Services 254

SaaStr

MARCH 28, 2024

Our thesis here is that there is a growing need for cybersecurity offerings for the SMB, the best way to deliver that offering is via managed service providers, and winning companies will take a platform approach to building products and features that are at parity to what enterprises have access to. And how big is your current fund?

Venture Capital 279

Venture Capital Cybersecurity Artificial Intelligence Scale 279

SaaStr

FEBRUARY 21, 2024

The Challenges and Pitfalls of a Partner Ecosystem Drata attributes much of its success to its partner ecosystem, which is an interesting case study for most, so how do they break up marketing, sales, and resource allocation vs. a more direct-sales modeled business? The sales reps were friends, and accounts were shared.

AWS 285

AWS Scale Sales Hiring Marketing 285

Intercom, Inc.

DECEMBER 12, 2019

Most SaaS companies start with a free software offering – providing a preview of their product’s capabilities before encouraging their users to grow into pro or enterprise solutions. This is Season Two of Scale , Intercom’s podcast series on moving from startup to scale-up. Vidyard did the opposite.

Scale 169

Scale Growth Hacking Enterprise Scaling 169

SaaStr

MARCH 19, 2019

Niall Wall, Box SVP of Business and Corporate Development alongside Vicki Lin, Stripe’s Head of Ecosystem and Cecilia Stallsmith, Slack’s Director of Platform Marketing discuss scaling your revenue via indirect channels and platform ecosystems. You can create whatever combined word you’d like for that to be the case.

Payments 133

Payments Scale Scaling Revenue 133

Intercom, Inc.

AUGUST 30, 2022

But these days, there are so many innovative and impactful tools that can massively streamline your workflows and help to set you up for success as you scale. This is especially important for small teams, where you need to operate at a scale far beyond your headcount (without burning out your team by working around the clock).

Scale 163

Scale Payment Services Startup AWS 163

Intercom, Inc.

JANUARY 5, 2022

In today’s data-driven SaaS scene, these can affect hundreds of millions of users and cause damage in the billions of dollars, and as compliance frameworks become requirements to do business, businesses are turning to third-party services that can help expedite and facilitate the process. SOC 2 compliance: A Beginner’s Guide.

Scale 211

Scale Software Review compliance Technical Review 211

Scytale

MARCH 12, 2025

As the co-founder and CEO of leading fintech company, OakNorth , – valued at over 1 billion – he has revolutionized lending for scale-up businesses through advanced data analytics, providing fast, flexible financing solutions for SMEs. million in funding and ranking 14th in the Startups 100 Index for 2025.

Startup 59

Startup Scale Cybersecurity AI Search 59