Outseta

JANUARY 20, 2020

In this post I’m going to share the most important lessons about growing a SaaS business that I learned at Buildium—collectively, these things had an awful lot to do with the company being valued so highly. I was managing a team of 15 and the company had grown to about 140 employees. How the hell does that happen? We mostly succeeded.

SaaS Payments 145

SaaS Payments Sales Hiring Payment Methods Payment Services 145

SaaStr

NOVEMBER 13, 2020

394: Where is Venture Capital today? Sunil Dhaliwal: I was at one of the biggest firms around and I think we had a $200 million fund and people were like, I can’t believe we’re running $200 million in venture capital. And how do you hack it? This episode is sponsored by Outgrow. Jason Lemkin: Crazy.

Sales Recruiting 219

Sales Recruiting Development Team Review Technical Review Sales Hiring 219

SaaStr

OCTOBER 31, 2019

Before I joined the venture capital industry many years ago, I was a software developer, and I worked for a startup around the 2000 time period. Retail was mentioned twice, that’s it, and AWS was mentioned 78 times, so it’s probably not surprising that they’re doing this. How long can this last?

Cloud 113

Cloud Scale AWS Artificial Intelligence 113

SaaStr

AUGUST 20, 2019

I’m a vice president at Bessemer Venture Partners, which is a venture capital firm, which was very lucky to be a part of SendGrid’s journey. We collectively as a company were fortunate in doing all those things and, boy, was it a heck of a team effort, and it was a lot of fun. I won’t lie.

Scale 155

Scale Acquisition Scaling Sales Hiring 155

Outseta

MAY 8, 2020

What I’m hoping this post provides is an objective look at the world of technology start-ups—the good, the bad, and the ugly. Before I lived it, I thought of the tech world as being very business oriented—a place owned by analytical types and developers writing rigid blocks of code that looked like gibberish to me.

Part-Time VPE 102

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

Outseta

AUGUST 23, 2017

You can’t have a top down budget created by an executive team and approved by the board, while also having self managed teams that are empowered to make decisions by sensing and responding to what the market and the business is telling them. The executive team needed this plan to drive alignment.

Forecasting 52

Forecasting Scale Underperforming Technical Team Technical Review 52

SaaStr

MAY 23, 2019

Do I have the right team? And just because someone was a right member of the team last year doesn’t mean they’re a right member of the team next year. And just because someone was a right member of the team last year doesn’t mean they’re a right member of the team next year. ” Right?

Sales Hiring 174

Sales Hiring Underperforming Technical Team Scale Startup 174