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

Dear SaaStr:   Why would any big business take a risk on a start-up? They wouldn’t. Unless, the gain way outweighs the risk. And yet … they do all the | Continue reading


@saastr.com | 2 years ago

The Challenge with SMB SaaS: High Growth Can Only Mask High Churn for So Long

https://www.youtube.com/watch?v=ui1QtIIgqoU So in theory, SMB SaaS is better than enterprise, at least 9 times out of 10: Deals close much faster | Continue reading


@saastr.com | 2 years ago

How Common Is It for Founders to Get Some Liquidity in a Venture Round?

Q: How Common Is It For Founders To Get Some Liquidity in A Venture Round? These days, if you raise money at a >=$80m-100m valuation, and are | Continue reading


@saastr.com | 2 years ago

AngelList: Seed Rounds Have Fallen 50% in Volume Since March

So no source of funding data is perfect.  Essentially every source lags, because deals are often reported far after they close.  Most unicorn press | Continue reading


@saastr.com | 2 years ago

The Average SaaS Leader Grows 54% at $1B in ARR

So now that we've been doing our 5 Interesting Learning series on public SaaS companies for a while, we can pull out a number of trends. Maybe the most | Continue reading


@saastr.com | 2 years ago

A Framework for Your First SaaS Sales Comp Plan

I'm not ashamed to admit that when I set up our first SaaS sales comp plan, I had no idea what I was doing.  In my first start-up, yes, I sold to the | Continue reading


@saastr.com | 2 years ago

To Have Great Support – All of It Has to Be Great

https://twitter.com/dharmesh/status/1392498820206956555 The other day I had a whiplash moment as a customer of a Unicorn SaaS company.  I had a large | Continue reading


@saastr.com | 2 years ago

Tips to Avoid Burnout as a Founder

Q: As an entrepreneur, what are some tips and strategies to avoid burning out? It’s a huge risk. A lot of “pretty successful” startups all sell at about | Continue reading


@saastr.com | 3 years ago

Squarespace at $700M in ARR

https://twitter.com/jasonlk/status/1383177239496257538 Not too long ago, we took a look at Wix at $1 Billion in ARR.  Now, Squarespace has filed to go | Continue reading


@saastr.com | 3 years ago

You Might Not Enjoy Being a VC – SaaStr

Why would you not work in a VC fund? There may be times, maybe even many times, in the earlier days when you look at VCs and Venture Capital and think -- | Continue reading


@saastr.com | 3 years ago

Handling Bad News

The past 30 months or so (24 of them as a VC) I've had a chance to observe a lot of SaaS founders, and the vast majority I've worked with have just killed | Continue reading


@saastr.com | 3 years ago

How Much VCs Make

Q: How much does a venture capitalist make? It varies widely. First, are you talking about cash or “carry” (i.e., share of the gains)? The partners in a | Continue reading


@saastr.com | 3 years ago

Things I Learned Bootstrapping ClickUp to $20M ARR

We defied all market odds and became one of the fastest growing software companies ever, bootstrapping our way to $20M ARR. And unlike most of today’s startups, we didn’t do it the traditional way. | Continue reading


@saastr.com | 4 years ago

Things that Kill Startups with Y Combinator

Michael Seibel, Y Combinator CEO of shares the top risks founders should be aware of after funding and his best tips on how to avoid them. | Continue reading


@saastr.com | 4 years ago

If You’re Going to Do a SaaS Startup You Have to Give It 24 Months

It seems like everyone wants to be a SaaS founder these days.  I meet with great VPs of Sales and Product in particular who are Ready.  It's time.  To go | Continue reading


@saastr.com | 4 years ago

Silos-in-the-Enterprise: Good. But Not All They Are Cracked Up to Be

Just a few years ago, as the next generation of SaaS companies were beginning to scale, the idea of building a Big or Biggish SaaS Company using | Continue reading


@saastr.com | 4 years ago

Why Do Some People Consider Venture Capital a “Young Person’s Game”?

Because it takes so, so long to make money from it. At least from very early-stage investing.  So while not a young person's game per se, it really helps | Continue reading


@saastr.com | 4 years ago

SaaStr Annual Canceled

Mar 5, 2020, by The SaaStr Team This evening Santa Clara County issued a statement recommending large community events no longer proceed:  “At this time, | Continue reading


@saastr.com | 4 years ago

Saastr conference enforcing hand washing and thermal scanning of all attendees

We've added a series of additional Health & Safety rules to the 2020 SaaStr Annual.  You can review them in more detail here.  Note they are more | Continue reading


@saastr.com | 4 years ago

For startups, creating a category is hard

Former Gainsight CMO Anthony Kennada walks through the six reasons you should NOT create a category in his new book. Take a look! | Continue reading


@saastr.com | 4 years ago

Maybe 80% of Public SaaS Companies Are in the SF Bay Area

These days, you clearly can build a successful SaaS and Cloud company outside the Bay Area.  Shopify, Atlassian, Canva, Hubspot and so many others leaders | Continue reading


@saastr.com | 5 years ago

What to Do When a Customer Doesn’t Pay? Let It Go and Move On

As you begin to scale and add a sales team, you'll encounter more and more drama with "bad" customers.  These so called "bad" customers from a sales team | Continue reading


@saastr.com | 5 years ago

Realities of Startup Life

A few things that surprise you especially as a founder: Things are sort of … slooow. Yes, lots is always seemingly going on at a start-up. But the reality | Continue reading


@saastr.com | 5 years ago

The Fastest Growing SaaS Companies Have 140%+ Revenue Retention. Yes

In SaaS, they all have top-tier net revenue retention. Even, and even especially, if their customers are SMBs (which churn at a higher rate): PagerDuty, | Continue reading


@saastr.com | 5 years ago

Things You’ll Look Back on in SaaS and Regret

Recently on LinkedIn and Twitter I put together a list of things that later, once you are successful, even very successful, you'll regret.  It got a lot | Continue reading


@saastr.com | 5 years ago

About 70% of SaaS Unicorns Are New Versions of Existing Categories of Software

Ok this isn't the most profound SaaS post of all time, but now that there are 100+ public SaaS companies and unicorns, we can finally answer a question -- | Continue reading


@saastr.com | 5 years ago

Why Tiny Startups Can Still Beat the Big Guys. Not Because Your Team Is Smarter

The main advantage is you can pursue a market or opportunity that is not worth their time. Yet. Big, established tech companies aren’t stupid, or | Continue reading


@saastr.com | 5 years ago

What Order Should You Hire Your Management Team In? (2018)

The other day I was meeting with a great CEO who had raised a modest seed round.  Enough to invest, but not enough to go crazy with.  He'd found several | Continue reading


@saastr.com | 5 years ago

How to Close More Revenue Today-With the Leads You Already Have. Use the “3 L's”

If you're past $4m-$5m or so in revenue, this post isn't for you.  You'll have figured this out, at least mostly.  But if you are on either side of $1m in | Continue reading


@saastr.com | 5 years ago

What is the best way for a SaaS company to deal with long sales cycles? – SaaStr

Shorten them up a bit.Don’t fear paid pilots or smaller deployments. Prove yourself and put a few nickels in the bank.And then — just get used to | Continue reading


@saastr.com | 6 years ago

11 Things That Set the Best Salesteams Apart from the Rest – SaaStr

The best salesteams seem to just do amazing things together.  What differentiates them?  Well, they do tend to work at some of the best companies, so | Continue reading


@saastr.com | 6 years ago

Do you know the customer acquisition costs of Slack and Dropbox?

Dropbox is public so we have a general sense — it spends ~28% of each dollar that comes in on sales and marketing:But … averages are misleading.A | Continue reading


@saastr.com | 6 years ago

Is $4.75B a fair price for Adobe to pay for Marketo?

It is maybe a bit high, but generally, is market-correct.On the face of it, a 3x — and $3 billion — gain in 2 years seems … high.In May of | Continue reading


@saastr.com | 6 years ago

I Got Catfished by a Candidate

What follows is a true story. Names, places, and companies have been changed to protect the innocent (or not so innocent). I was catfished by a candidate. And not just during a phone screen. This guy made it through a recruiting agency, a phone scree... | Continue reading


@saastr.com | 6 years ago