Sitemap - 2023 - Scaling SaaS -- from SaaStr

5 Interesting Learnings from Canva at Almost $2 Billion in ARR

Running a PLG and Sales-Led Motion at the Same Time: A Deep Dive with ZoomInfo CEO Henry Schuck

CRO Confidential: 5 Ways to Get Your SaaS Revenue Back On Track with Gong’s SVP Sales

The 5 Ways AI Will Transform Creativity with Adobe CSO & EVP Scott Belsky

5 Interesting Learnings From ZoomInfo at ~$1.3 Billion in ARR

Four Sales Compensation Tactics for Consumption-Based GTM with MongoDB’s SVP of Sales Ops

CRO Confidential: The Proven Customer Acquisition Strategies Behind Toast’s Explosive Growth with Founders Fund Partner Sam Blond and CRO of Toast Jonathan Vassil

The Top 10 Mistakes I See In The VP of Sales Hiring Process

5 Interesting Learnings From Freshworks at ~$600,000,000 in ARR

How to Navigate Strategic Change for Growth with SaaStr CEO and Founder Jason Lemkin (Video + Podcast)

A Simple Framework for Exponential Growth at Scale for Technical Buyers with Weights & Biases VP of Growth Lavanya Shukla

SaaS CEOs That Go The Distance, To IPO 
 Tend To Be Founder-CEOs (Updated)

5 Interesting Learnings from Domo at $320,000,000 in ARR

The Chat GPT Growth Story: How AI is Changing the Way We Work with OpenAI’s Head of Sales, Aliisa Rosenthal

2024 SaaS Landscape: Why 2024 Could be Pretty Darn Good for SaaS IPOs with SaaStr CEO and Founder Jason Lemkin (with Video + Podcast)

How Is AI Going To Impact The SaaS Landscape Over The Coming Years with a16z GP Kristina Shen

From $5M to $100M: How to Scale a Multi-Product Startup with Lattice CEO Jack Altman (Video + Podcast)

5 Interesting Learnings from Databricks at $1.5 Billion in ARR

6+ Key Signs a VP Can’t Scale Beyond $5m-$10m ARR

A Deep Dive Into The Power Of AI, Going Multi-Product, And The Current Ecosystem: “What’s New” With G2 CEO Godard Abel (Vid + Pod #684)

The Top 10 Worst Pieces of SaaS Advice with SaaStr Founder Jason Lemkin (Video + Podcast)

The Latest 2023 Napkin Reveal: What it Takes to Raise Capital with Christoph Janz, General Partner of Point Nine Capital

7 Things as CEO You Can Do Today To Be a Better Manager

State of the Cloud 2023 Live with Bessemer Venture Partners (Video + Podcast)

Datadog’s CMO Alex Rosemblat on Building Marketing Channels Slowly to Achieve Massive Scale (Pod and Video)

5 Bets That Paid Off Big with Freshworks' Founder & CEO Girish Mathrubootham

5 Interesting Learnings from Klaviyo at $650,000,000+ in ARR

The “2023 Pass” is Coming to An End

Scaling to $5B with Cockroach Labs’ CEO Spencer Kimball’s Formula for Sustained Growth and Resilience

My 9 Biggest Mistakes as a SaaS Founder-CEO

5 Interesting Learnings from Atlassian at $3.2 Billion in ARR

Jason Back on 20VC: “Every VC Has a Fraud In Their Portfolio”

The SaaStr MiniGuide to Pitching, Raising and Closing VC Funding

5 Interesting Learnings from Toast at $1.1 Billion in ARR

The Biggest Challenging Facing Most VC Funds

Want To Steal a Customer from the Competition? You Gotta Do The Work

30+ SaaS CEOs Share The Signs Their First VP of Sales 
 Just Wasn’t Going to Work Out

Some Classic Sales Objections That Are Hard to Overcome. And Some You Can Get Over If You Put In The Work.

Toast: We Crossed The Line on Price Increases (and Fixed It)

93% of You Say Competitors Lie To Close Deals. You’ve Gotta At Least Get Good at Counter-FUD.

Scalable, Low CAC Growth Tactics with Hypergrowth Partners Co-Founder Guillaume Cabane

Why You’re Unfundable in 2023: The Cold, Hard Truths About SaaS (AMA Part 2) with SaaStr CEO and Founder Jason Lemkin

5 Interesting Learnings from Datadog at ~$2 Billion in ARR

Selling Your Startup? 5 Things To Think About

The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin

5 Interesting Learnings from MongoDB at $1.5 Billion in ARR

Go to Market Strategies That Led To Divvy’s $2.5B Exit with Divvy’s Former CRO, Sterling Snow (Podcast 672 + Video)

From Uncertainty to +$400M ARR: How Braze Found Opportunity in Headwinds with Braze’s Co-Founder & CEO Bill Magnuson (Pod + Video)

Why The First Rule You Know About Building Software is Wrong: Rippling CEO Parker Conrad’s Theory of the Compound Startup (Pod 670 + Video)

From 2 Weeks of Runway to a $1.5B Valuation: The Founder Playbook with Loom’s CEO & Co-Founder, Joe Thomas (Pod 669 + Video)

Don’t Overdiscount When Things Get Harder. It Only Makes Things Worse.

CRO Confidential: How Founder-Led Sales Can Transform Your Business with Roam CEO and Founder Howard Lerman and Sam Blond, Partner at Founders Fund

A Look Back: Asana at ~$60,000,000 in ARR with Dustin Moskovitz CEO

15+ of The Top Sales & Marketing Mistakes SaaS Startups Make

My Top 10 Mistakes Getting to $100m ARR: Jason Cohen, Founder WP Engine

7 Things All Founders Should Know About Sales with Dave Kellogg

A Look Back at Zoom At $100m ARR: Burning Almost Nothing

The 9 Qualities of a Great Sales Rep

When Should You Sell Your Startup?

The Double-Stretch VP Hire Rarely Works Out

The Top 10 Learnings Getting to $1 Billion in ARR With Ben Chestnut, CEO of Mailchimp

Only 7% of You Have Really Gotten Outsourced SDRs to Work

5 Interesting Learnings from HubSpot at $2 Billion in ARR

6 Reasons To Not Stick With Just Self-Service

How Long It Roughly Takes to Close a Deal in SaaS. And Why.

A Look Back: Olivier Pomel, CEO of Datadog at $100,000,000 in ARR

5 Interesting Learnings from Freshworks at $560,000,000 in ARR

10 Tips to Make Your VCs Calmer, Happier — And On Your Side

10 Things New Sales Reps Are Taught. That Maybe They Shouldn’t Be.

5 Interesting Learnings from Squarespace at $1 Billion in ARR

SaaStr Europa or SaaStr Annual: See You at One or Both!!

Asana: Now at $600,000,000 in ARR (!), Growing 34%

5 Things That Can Make a Good VC Pitch Deck 
 Great

SaaStr Deep Dives With 100+ of the Top CROs in SaaS! From Atlassian to Zoom to Cloudflare to Bill and More!

If You Want to Get Funded – Make It Easy On Them

The Impact of Generative AI on Software With Theory Ventures Founder & General Partner Tomasz Tunguz

CRO Confidential: Why Your Startup Needs A Rev Ops Leader With Cherishma Shah, Senior VP of GTM at Guild Education

5 Interesting Learnings from GitLab at $500,000,000 in ARR

My Top 10 Mistakes In 10 Years: Gainsight CEO Nick Mehta

Scaling Early-Stage to Hyper-Growth Companies With Ed Lenta, SVP and GM of Databricks

10 Things That Always Work in SaaS Marketing

8 Signs a New VP Won’t Work Out. And 3 Things Not to Worry So Much About.

How the Top SaaS Companies Are Scaling in 2023 with ICONIQ Capital

Doximity: The LinkedIn for Doctors Doing $450,000,000 in ARR

10 Criteria To Use To Pick Your Lead VC. If You Have Options.

How Customer-First Focus Drives Retention and Revenue With Brex GM of Startups Lucas Fox

5 Metrics Every SaaS Company Should Care About In Any Market Environment with Salesforce Ventures Investor Jessica Bartos

The Top 10 Questions to Ask a VP of Marketing in an Interview

Building Things People Actually Use with Stripe's CTO David Singleton

Do SMBs Need Customer Success? 100% For Sure If You Also Have Sales Involved

Only 11% of Public SaaS Companies Sell Just to SMBs

Cloudflare’s CRO Chris Merritt On Scaling from $1M to $1B ARR

5 Interesting Learnings About The Trade Desk at $2 Billion in ARR

Rippling's CRO: How to Enter and Win in a Hyper Competitive Market

What Order Should You Hire Your Management Team In?

The Top 5 Things a Great VP of Sales Actually Does at a SaaS Company

Bill's SVP Revenue On How to Pull Marketing, Sales, and Customer Success Together

Zoom, Slack, Shopify, HubSpot, Google. Everyone's Raising Prices!

What Happens When You Hire the Wrong VP

Digital Ocean's SVP of Revenue: How To Put Up Big Numbers With Small Customers

When You Need a CMO. And The #1 Reason CMOs Fail.

6+ Key Signs a VP Can’t Scale Beyond $5m-$10m ARR

Gong's SVP of Sales On How to Create a New Category -- and How to Sell in Today's World

12 of the Most Common Mistakes Scaling Your First Sales Team

11 Things All First-Time CEOs Should Know About Fundraising

Atlassian's CRO on How to Scale a Platform to $10+ Billion

Why SMB and Enterprise Sales Have Nothing In Common

Champion Change: You Gotta Jump On It. Especially Now.

The 10 Things I’d Tell My Younger CEO Self to Do Better Next Time

10 Tips to Start Selling to Big Companies as a Tiny Startup

Product-Led or Sales-Led Growth? A Deep Dive with Harness' CRO, Jason Eubanks

What Makes a Great VP of Sales and How to Hire One

Have Even Half-Decent Connect Rates? Double Down on Outbound Sales Early On

How Many Sales Reps Do You Need To Hit The Plan For The Year?

Why It Doesn’t Really Matter If Your App Is So Hard to Rip Out

10 Things That Would Have Helped Me Get From $1m to $10m in ARR Faster 
 And With Less Stress

Annual Contracts: Maybe Not All They Are Cracked Up To Be