
My 4 Year Anniversary. Thoughts on Selling Your Company.
So I’ve sold thrice. Twice as a founder, once as part of the management team of a start-up. And been through one failed Web 1.0 IPO. I’ve learned a lot. One time, the sale was clearly a friggin’ mistake. We sold to eToys for $900 million on paper, instead of a more complex deal with […]

SaaStr Podcast on Time, Core Metrics and More on “Million Dollar Insights”
Do you podcast? If so, Cara Hogan of InsightSquared has kicked off a great SaaS podcast series of which I was fortune enough to participate. We talked quite a bit about the learnings on the SaaS Journey. Feel free to listen below or download on iTunes here. The draft notes and script I used (we went […]

The Low Viral Coefficient of SaaS, And Why That’s Just Fine
We’ve talked a lot on SaaStr about how to get from $1m to $10m, $2m to $5m, $10m to $30m, etc. etc. One area we haven’t talked as much about is getting from say $100k in ARR to Initial Traction, or $1-$2m in ARR. A bit, but not as much. The reason is while I […]
You’ll Know in One Sales Cycle If Your VP Sales Won’t Work Out: Four Case Studies.
Just about a year ago, we did a post that proved, at the time, to be somewhat controversial. That in Just 30 Days, or at least, just one full sales cycle — you’ll know if your VP Sales isn’t going to work out. This isn’t intuitive, and is something I had to learn the hard way. […]
Come See 3 Epic Sessions at Dreamforce on Predictable Revenue, Benchmarking, and “The Best of SaaStr”
Salesforce has put together another pretty epic founder / entrepreneur track this year at Dreamforce. You can check out the schedule here. There are three sessions I wanted to highlight in particular, that I’ll either be at or leading. First, on Day One, Monday October 13 at 1:30pm, Aaron Ross, my good friend, colleague and […]

Moving the Sales Needle
Today Apttus and Adobe Echosign announced the results of a survey of more than 100 Fortune 1000 sales leaders conducted earlier this year. Titled “Five Blind Spots in the Sales Process” the report focuses on things that have been perennial issues for sales managers. Net Results Here’s the big picture view. 1 in 4 companies […]
If You Sell Your Company — Prioritize Dollars Over Prestige
Recently I did a founders-only event sponsored by ExitRound. It was off the record, so I won’t go into anything we spoke about. But there was one theme the audience told me from all 4 speakers. They didn’t know selling was so emotional. If you haven’t sold a start-up before, you think it’s a combination of […]
SaaStr on RedditAMA (“Ask Me Anything”) Tomorrow, Th 3/27, at 2pm PST
If you have time, tomorrow at 2pm PST I’ll be online at Reddit answering your questions on SaaS, or I guess, about just about anything. Since it’s called Ask Me Anything. I’ve set aside at least 2 hours so if you want to ask anything you haven’t gotten an answer to, please come by and […]

An Initial Sales Rep Comp Plan to Lower Your Stress Level, Increase Cash, and Make Everyone a Lot of Money
I’m not ashamed to admit that when I set up our first SaaS comp plan, I had no idea what I was doing. In my first start-up, yes I sold to the enterprise. I sold $6m our first year (man, that sounds good looking back on it). But I did all the sales myself, and […]