SaaStr

AUGUST 2, 2020

I retired from SunGard Treasury Systems as their CTO. Bootstrapped it and then in October of 2016, we actually did an IPO, which was interesting and fun and cool, but it’s a lot of work, too. It is much more painful to have to fire people and contract as a company than it is to grow. I really try to never lose a game of chicken.

Startup 158

Startup CTO Hire Scale CTO Coach 158

OpenView Labs

JULY 2, 2020

Time and time again SaaS companies are promising customers that they will save hundreds of thousands of dollars, but their pricing strategies are only capturing a tiny fraction of that savings. At the enterprise level, discounting SaaS contracts is expected, not optional. Startup Tips for Enterprise Software Pricing.

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Pricing SaaS Payments Payments SaaS 135

SaaStr

SEPTEMBER 26, 2019

So you were the first sales hire. Talk to me about the sales hires that you made back in the early days and talk to me about how it changed through the different stages. So my first sales hire was beginning of 2015. The very first few sales hire are I would say not your typical reps. Laura Bilazarian : Awesome.

Scale 141

Scale Sales Hiring Sales Recruiting Technical Advisors 141

Intercom, Inc.

OCTOBER 31, 2019

The experience became the inspiration for his next act after Facebook: an intelligent calendar called Woven that can cut scheduling time in half. Tim: I was hired in 2010, when Facebook was what I like to call a “teenage company”. That was actually a pretty tall order at the time. It’s not a valuable a part of my day.

Artificial Intelligence 169

Artificial Intelligence Scale CTO Hire Technology 169

Outseta

OCTOBER 15, 2018

The company had for a few years prior followed a growth-first path, hiring aggressively and prioritizing projects designed to make an immediate impact on their growth rate. After the Series A, Buffer fell into a similar trap to Wistia - they hired too quickly, specifically to accelerate product development. The company even took $2.5M

CTO Hire 65

CTO Hire CTO Coach SaaS New CTO 65

Sales Hacker

AUGUST 18, 2020

And at that time, our business was growing, and then 2015 we closed our Series C funding of about 23 million. And in that year, from 2015 to 2016, our business was really running very fast. So 2016, we kind of finished a reorg, 2017 we hit the ground running, saw really tremendous growth in 2017.

Payment Features 111

Payment Features Subscription Scale Underperforming Technical Team 111

SaaStr

JANUARY 10, 2020

Before that Bob co-founded RJ Metrics, where he built a global base of online retailers leading to their acquisition by Magento Commerce in 2016. How does Bob think about when is the right time to hire a Head of Partnerships? Where do most startups go wrong both in hiring for partnerships and in the engagements themselves?

Sales Hiring 131

Sales Hiring Scale Outsourcing Services CTO Hire 131

SaaStr

DECEMBER 3, 2020

When is the right time to hire the first sales rep? Should you hire 2 at a time? What does one look for in their first sales hire? We were hired into the same role, same start date, competed head to head. Bret was formerly the CTO at Facebook. I met Molly, who was the COO at the time, Molly Graham.

Scale 177

Scale Sales Hiring Sales Recruiting Sales 177

SaaStr

OCTOBER 16, 2020

Paul Rosania: I think my stock line post-2016 is, “Forgive us, we knew not what we were doing at the time.” We knew at the time that the vast majority of users were seeing way less than 10% of their timeline. Is there hiring decisions? Paul Rosania: So let’s imagine I went to you as a CTO.

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CTO Coach Sales Hiring CTO Hire Software Review 179