SaaStr

MARCH 19, 2021

Recently, I met with a great SaaS founder doing about $1.5m A head of sales that doesn’t recruit at least one strong rep in the first 90 days. A VP of Sales that has never done outbound, if they don’t take it on fairly early — they never really will. I was a bit skeptical. Something sounded off.

Sales Recruiting 348

Sales Recruiting Sales Hiring SMB Engineering 348

SaaStr

JUNE 9, 2021

A ways back, I asked Brendon Cassidy, VP of Sales at LinkedIn, Adobe Sign / EchoSign, and Talkdesk to put together his playbook for double sales. … How We Increased Sales Nearly 100% In One Quarter at HackerRank – Brendon Cassidy. I thought it was a great checklist for all of us to take a look at.

Scale 278

Scale Sales Recruiting Sales Hiring Sales 278

SaaStr

MARCH 17, 2021

The other day, I met with a great founder who talked with me about how he was about to top his VP of Sales. in ARR in pretty short order, recruiting a great small team of reps under her, and had really nailed the formula. Time to get the management team in order. You’re going to need a whole series of sales managers.

Sales Hiring 300

Sales Hiring Sales Recruiting Scale SMB 300

SaaStr

NOVEMBER 19, 2020

But it’s a good question and I thought it might make sense to set out an Ideal VP Hiring Plan for Most SaaS Companies. But a great head of demand gen (or maybe growth hacking if you are SMB) should be very accretive at even $20k in MRR. I’ve worked closely with 26+ SaaS start-ups and founded a few.

Part-Time VPE 363

Part-Time VPE Sales Hiring CTO Hire Scale 363

SaaStr

MARCH 7, 2021

I thought it would be worth drilling down deeper into each of them, and sharing the learnings and mistakes: 1/ Spending less time fixing things, more time recruiting senior folks to own them. No one spends enough time recruiting as it is, after $1m ARR or so. Yes, you can manage the sales team yourself. You can do this.

Part-Time VPE 286

Part-Time VPE Sales Recruiting Sales Hiring Scale 286

SaaStr

JULY 13, 2023

Q: Where Should SDRs Report — Marketing or Sales? Continuing the conversation on effective team members, it’s important to hire the right people to manage SDRs. A VP of Sales might seem the logical place to have your first SDR team report. But if they’ve never managed a higher turnover SDR team, they often melt.

CTO Hire 242

CTO Hire Sales Recruiting Sales Hiring Scale 242

SaaStr

SEPTEMBER 14, 2023

Whether you’re just starting out in SaaS or have a successful SaaS startup, founders and startup teams can learn a lot from those who have found success in the industry through its ups and downs. In this Ask Me Anything Part 1, Lemkin answers the questions: Many VCs talk about funding, yet you’re so focused on sales.

Outsourcing Services 279

Outsourcing Services Sales Hiring Scale Sales Recruiting 279

SaaStr

APRIL 13, 2022

For 2 days, more than 50+ sessions and 75 expert speakers will be sharing their best practices in Barcelona on scaling, revenue, recruiting, expansion and so much more. There will be over 2,500+ SaaS and Cloud professionals joining us there in person. There will be over 2,500+ SaaS and Cloud professionals joining us there in person.

Sales Recruiting 205

Sales Recruiting Cloud Sales Hiring Scale 205

SaaStr

OCTOBER 26, 2023

Co-founder and CEO at Greenhouse, Daniel Chait, sits down with SaaStr CEO and Founder Jason Lemkin to share what’s new at Greenhouse, a successful recruiting software company at $200M in ARR today. You could do vanilla 101 SaaS practices and succeed. Could something like the Greenhouse of 2015 even make it to market today?

Sales Hiring 274

Sales Hiring AI SMB Scale 274

SaaStr

SEPTEMBER 11, 2023

So the other day I looked back at about 25 SaaS seed investments I’d made that had scaled well past $10m-$20m and reflected on the top themes. They are all avoidable : #1: Stepping Out of Sales Ok really this is mistake #1, #2, #3, #4 and #5. Instead, how they spend time in sales changes. And so sales goes down.

Sales Hiring 306

Sales Hiring Scale Sales Recruiting Scaling 306

SaaStr

JUNE 3, 2020

It’s 2020 and SaaS buyers are more skeptical and suspicious, more disbelieving, more unconvinced than they were in 2019. The SaaS Trust Crisis is making it harder to market and sell software and services than ever before. And what I’d like to talk to you about today is the SaaS Trust crisis we’re seeing.

Software Review 247

Software Review Scale Technical Review SaaS 247

SaaStr

DECEMBER 1, 2023

Hiring a VP of Sales isn’t new, but the conversations have evolved as the world has. Jason has written about the cheat codes for hiring VPs of Sales since 2012 and realized it was worth a deeper dive. Jason has written about the cheat codes for hiring VPs of Sales since 2012 and realized it was worth a deeper dive.

Sales Hiring 152

Sales Hiring Sales Recruiting Sales Interviewing 152

SaaStr

JULY 1, 2020

An open discussion with Sam Blond, CSO at Brex, and Kristen Habacht, VPS at Atlassian, about adjusting their sales process during Covid-19. Kristen Habacht runs EDR sales at Atlassian, which I got a check today, $40 billion-$50 billion company. She manages a huge global team. Four, people in the sale? Jason Lemkin: None.

Merchant Services 253

Merchant Services Scale Sales Recruiting Sales 253

SaaStr

JANUARY 24, 2024

Mark Roberge , SaaStr fan-favorite and Co-Founder and Managing Director of Stage 2 Capital brought together some of the top CROs in SaaS during the SaaStr Annual to share some of their greatest learnings and pivotal moments leading some of the Cloud 100 SaaS companies. From a GTM execution standpoint, they weren’t focused.

Scale 268

Scale Sales Hiring Scaling Revenue 268

How To Buy Saas

MAY 21, 2025

Whether youre a startup , an SMB , or a global enterprise , the right ATS can streamline your recruitment process, save time, and help attract top talent in a competitive market. Recruitee Best Collaborative Recruiting ATS Pricing: Key Features: Ideal Use Case: 4. Whats the difference between an ATS and a recruitment CRM?

Systems Review 52

Systems Review Sales Recruiting Sales Hiring Technical Review 52

Sales Hacker

OCTOBER 30, 2018

Welcome to Sales Hacker’s first-ever Influential Women in Sales list! In this exclusive list, we wanted to honor not just female leaders that promote their own sales platform (no shame in that!) They say “You can’t be what you can’t see,” and the sales floor is no exception.

Sales Recruiting 111

Sales Recruiting VP of Engineering Scale Sales Hiring 111

Tom Tunguz

AUGUST 4, 2015

The prevailing wisdom for hiring the first VP of Sales is roughly $1M in ARR, or whenever the company has figured out some repeatable sales process. The rationale behind this advice is, at this point, the company needs someone to build recruit, incentivize, coach and manage the team that will grow to acquire more and more business.

Sales Hiring 100

Sales Hiring Sales Recruiting Scale Startup 100

FastSpring

JUNE 11, 2024

How to go about recruiting the RIGHT affiliates to help drive meaningful growth in your business. FastSpring provides an all-in-one payment platform for SaaS, software, video game, and other digital goods businesses, including software management, VAT and sales tax management, global payments, and consumer support.

Sales Recruiting 114

Sales Recruiting Software Review Payment Solutions SaaS Payments 114

Intercom, Inc.

JUNE 21, 2018

Whether you’re at an early-stage startup that’s just made its first sales hires, or part of a fast-moving sales team in a large organization, the key to success often comes down to efficiency. Then, the sales team went to work. When making a sales hire, Max pays attention to the way candidates approach getting the job.

Sales Hiring 183

Sales Hiring Scale Sales Recruiting Technical Advisors 183

Sales Hacker

JANUARY 29, 2018

In this blueprint, we provide insights on how to structure your sales organization. The changes in SaaS require that we no longer look at salespeople as individual contributors, but rather a team that crosses disciplines, not just within sales but also across other parts of the organization such as marketing and product.

Sales Recruiting 90

Sales Recruiting Scale Sales Hiring Sales 90

Sales Hacker

JUNE 13, 2025

It’s so much bigger than just cloud or SaaS. He shares tactical advice for senior operators re-entering the job market, how to build relationships with VCs and recruiters, and what founders are really looking for when hiring GTM leaders. The venture model is working – it’s just taking longer and demanding more.

AI Search 87

AI Search Sales Hiring Sales Recruiting Scale 87

Sales Hacker

APRIL 1, 2021

Because we’re Sales Hacker (and it’s literally our job), we decided to take matters into our own hands: we talked to the experts. A made-up role so companies can hire more people to tell sales how best to do their job.” — Jason Henson , Manager, SMB Sales Development at Lytx, Inc. . Like a dope sneaker collection.

Sales Recruiting 120

Sales Recruiting Underperforming Technical Team Sales Hiring Scale 120

SaaStr

NOVEMBER 19, 2019

In this session, hear from three women who founded, funded and are leading WebPT, one of the nation’s fastest-growing SaaS companies in the specialty electronic medical record sector. Learn what it takes to create your own category, achieve scale in a niche SaaS vertical and how it requires more than just discovering an unmet need.

Scale 185

Scale SMB VP of Engineering Leadership 185

Sales Hacker

DECEMBER 17, 2024

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Guy Yalif is a seasoned B2B SaaS executive with over 20 years of go-to-market experience. Thats why HG Insights created The Next Generation of Sales AI report to calm the FOMO and help you bring AI to your GTM teams. Youre not alone.

Scale 99

Scale Engineering Acquisition Scaling 99

Sales Hacker

DECEMBER 1, 2017

Ever since the 4-Hour Workweek where Tim Ferriss wrote about using virtual assistants (VAs) as a way to outsource your inbox – hiring virtual sales assistants has hit the mainstream. What is a Virtual Sales Assistant? A virtual sales assistant can also refer to a contractor located overseas. Think long term.

Sales Hiring 109

Sales Hiring Outsourcing Services Sales Recruiting Sales 109

Intercom, Inc.

MAY 13, 2021

Although Linda started her career in sales, she has spent the past twelve years scaling post-sales teams and moving hyper-growth companies like Zendesk, Slack, and now Gong upmarket into the enterprise realm. Your first SaaS customer success hire. Of course, we always excelled in SMB at Slack as well.

Customer Success 177

Customer Success Scale Sales Hiring Strategy 177

Kellblog

NOVEMBER 6, 2022

In my consulting and advising work, I’ve worked with a number of enterprise SaaS companies that get stuck with a broken go-to-market (GTM) motion. Weak sales productivity , measured either relative to the company’s model or industry averages (median $675K) [2]. High sales turnover. What do I mean by broken?

Sales Hiring 145

Sales Hiring Sales Recruiting Marketing Scale 145

Sales Hacker

SEPTEMBER 16, 2019

One of the biggest decisions you can make when setting up your sales team is whether to focus primarily on inside or outside sales. They seem to be completely at odds, with one focused on clients with a high acquisition cost and high ACV (annual account value), the other focused on a high sales velocity. Hiring guide.

Sales Hiring 96

Sales Hiring Scale Sales Recruiting Payment Methods 96

Sales Hacker

NOVEMBER 15, 2017

With the rise of AI, new sales technology and automation at the forefront of the sales echo chamber these days, we thought we’d take a moment to bring it back to BASICS – that’s why we’ve rounded up this complete glossary of sales terms and definitions to help you remember where it all started.

Scale 105

Scale Payment Methods Sales Recruiting SaaS Payments 105

SaaStr

SEPTEMBER 13, 2020

Everyone knows Shopify for what it is today, but in the earlier days, it really was the best SaaS platform for SMB eCommerce providers. They started in the point of sale market, and then as the company scaled, they rolled out new value props and modules for payroll, or Toast capital, or ways to manage your employee base.

Sales Hiring 229

Sales Hiring Scale Payments Cloud 229

SaaStr

JULY 10, 2021

Join 10,000 fellow founders, investors and execs for 3 days of unparalleled networking and epic learnings from SaaS legends and more! . Then we needed to hire a sales guy who had experience selling to enterprise. We got the guy who ran enterprise sales at Rackspace. Dan : We’d start it with sales. TRANSCRIPT.

Sales Hiring 258

Sales Hiring Underperforming Technical Team Development Team Review CTO Hire 258

yoursales

JANUARY 28, 2022

Sales Stack 2022 Sales Tools for Professional B2B Sales SALES STACK 2022: Sales Tools for. Professional Sales SALES STACK. 2021: Sales Tools. Sales W hich challenges would you like sales technology to solve for your sales team? What is sales technology here to do?

Scale 113

Scale Payment Methods Payment Solutions Sales Recruiting 113

yoursales

JANUARY 29, 2021

Sales Stack 2021. Sales Tools for Professional Sales. SALES STACK 2020: THE TOOLS SALES STACK 2020: THE TOOLS. Sales technology for professional sales will be more important than ever. In 2020 almost every single Sales Professional was forced inside. Same goes for Sales Professionals.

Scale 106

Scale Payment Methods Payment Solutions Sales Recruiting 106

yoursales

DECEMBER 23, 2019

SALES STACK 2020. Sales Tools for Professional Sales. SALES STACK 2019: THE TOOLS SALES STACK 2019: THE TOOLS. W elcome to "Sales Stack 2020 - Sales Tools for Professional Sales". Next to that we'll continue to have the full list of sales tools available right here.

Scale 103

Scale Payment Methods Payment Solutions Sales Recruiting 103

yoursales

DECEMBER 23, 2019

Sales Stack 2020. Sales Tools for Professional Sales. SALES STACK 2020: THE TOOLS SALES STACK 2020: THE TOOLS. W elcome to "Sales Stack 2020 - Sales Tools for Professional Sales". Next to that we'll continue to have the full list of sales tools available right here.

Scale 103

Scale Payment Methods Payment Solutions Sales Recruiting 103

yoursales

DECEMBER 12, 2018

SALES STACK 2019 SALES TOOLS FOR. PROFESSIONAL SALES SALES STACK 2019: THE TOOLS SALES STACK 2019: THE TOOLS I t’s 2019 and we’re back at the sales tools workshop, working out the best sales tools for your sales process. Which sales tools best support your sales process?

Scale 100

Scale Payment Methods Payment Solutions Sales Recruiting 100

OpenView Labs

AUGUST 5, 2019

On paper, the segmented sales model that many SaaS businesses use seems great – who wouldn’t want to copy the success of Salesforce? But there’s a trend I’m seeing that’s making me wonder whether this segmented sales model is actually good for us. The sales process is like a machine. Incentivize the right behaviors.

Sales Hiring 58

Sales Hiring Sales Recruiting Sales AWS 58