SaaStr

NOVEMBER 16, 2021

You’ll need to hire aggressively to get to the next level and continue that rapid growth. But what roles should you hire for, and what will your org chart look like at each stage? David’s first foray into SaaS was in 1999 when he joined a startup that would become PayPal, starting as the product leader and later as the COO.

CTO Hire 245

CTO Hire Sales Hiring Sales Recruiting CTO 245

SaaStr

APRIL 16, 2023

And we ended the day with an incredible combo of the hottest app at that time (and one of the hottest ever), Slack, who likely was around $30m ARR or so … and hadn’t yet added a sales team! I’m like, “Where can I talk to a sales rep?” Can you get to $100 million without a sales team, do you think?

Scale 345

Scale Sales Hiring PayPal Development Team Review 345

SaaStr

JUNE 11, 2019

Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn and as chief operating officer of Square. Early teams of PayPal, LinkedIn, Square, and now GP at Khosla Ventures. And you’ve been on the early teams at several companies now: LinkedIn, PayPal, Square-.

Merchant Services 225

Merchant Services Part-Time VPE Sales Hiring Scale 225

SaaStr

JUNE 23, 2019

Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn and as chief operating officer of Square. Early teams of PayPal, LinkedIn, Square, and now GP at Khosla Ventures. And you’ve been on the early teams at several companies now: LinkedIn, PayPal, Square-.

Merchant Services 192

Merchant Services Part-Time VPE Sales Hiring Scale 192

FastSpring

JANUARY 31, 2023

Table of Contents What areas of the payment lifecycle will you be able to manage and what other software will you need for a complete payment solution? Most companies using Stripe also need additional staff to manage sales tax (and VAT) and regulatory compliance. Fully customizable checkout (down to the pixel). And much more.

Payment Services 139

Payment Services Payment Methods Merchant Services Payment Features 139

Intercom, Inc.

OCTOBER 29, 2020

Hire people who can point those out and help you to constantly progress. Perhaps you could just give us a bit of background – why did we hire you as CEO? The state of tooling in 2010 or 2011 was that there was no Stripe, there was no subscription management and the idea of a SaaS economy was just nonsense. Be open-minded.

Payment Solutions 209

Payment Solutions Payment Methods Underperforming Technical Team Sales Hiring 209

Chart Mogul

DECEMBER 22, 2021

PayPal — improved our integration to handle edge cases when ChartMogul received the notification but the transaction wasn’t available yet in the PayPal API, and we also added support for PayPal Subscription API. A very high bar for customer support… as ever. Read more about this setting here.

Software Review 52

Software Review Systems Review Payment Features PayPal 52