Outseta

MAY 8, 2020

Exactly 10 years ago today—May 10, 2010—I slinked through office doors that opened to my first day of work at a “real job.” There’s an awful lot of nuance here and the devil is in the details. Musing after a decade spent building SaaS start-ups By Geoff Roberts 20 min read. My whole career, quite literally, lay in front of me.

Part-Time VPE 102

Part-Time VPE Fractional VPE Sales Hiring Underperforming Technical Team 102

SaaStr

SEPTEMBER 12, 2019

At Twilio, I think my entire job there my first two years was throwing t-shirts at people, because everyone had a Twilio t-shirt I think in the developer community in 2010, and that was our marketing strategy. I actually enjoy doing my expense reports now, but expense reporting prior to Expensify was just awful. But it worked.

Investment 113

Investment Underperforming Technical Team Sales Hiring Software Review 113

Intercom, Inc.

DECEMBER 31, 2019

To give some perspective, there were about 300 million smartphones sold in 2010. The wave of SaaS companies that built themselves on the likes of AWS and Azure have reinforced the pre-eminence of cloud computing. There are about 3.2 What was perhaps less predictable was the ensuing prevalence of the subscription-based business model.

Payment Solutions 259

Payment Solutions Payment Methods Software SaaS Payments 259

SaaStr

OCTOBER 3, 2019

And those of us and those of you who are involved in these companies, even the successful ones look an awful lot more like this. They pioneered things like content marketing, thought leadership. So in 2010 the expectation was to reach 86 million dollars in revenue by whatever that is, year five. These were the real numbers.

SaaS 187

SaaS Sales Hiring Scale Innovation 187

SaaStr

JUNE 15, 2021

We’ve done a ton of terrific sessions with the Twilio leadership over the years, including 4 different deep dives with Jeff Lawson, CEO and co-founder. At the end of the day, Twilio still sells communications, AWS still sells servers, but the way we’re selling it is different than how it was done in yesteryear. I hate that.

Scale 307

Scale Underperforming Technical Team Engineering Wireless 307

SaaStr

MAY 15, 2020

Finally, before YesWare, she was VP of Sales @ Engine Yard, where she tripled monthly recurring revenue, over the course of her 3+ year tenure, in 3 key leadership roles. And I remember AWS was growing really quickly. And at the time there was a big debate of, will big companies ever really use AWS? Loving our podcast content?

Sales Hiring 264

Sales Hiring Scale Technical Review Outsourcing Services 264

SaaStr

JULY 29, 2020

And so when you think back to what was happening, when we start back in 2010, when we were working on this idea in 2009, we just saw there’s this huge shift going on, where we were going from a world from hardware and software that you owned to services in the cloud that you rented. And I remember like AWS was growing really quickly.

Sales Hiring 256

Sales Hiring Outsourcing Services Scale Sales Recruiting 256