SaaStr

MAY 22, 2025

Dear SaaStr: How Can I Crush a VP of Sales Interview? To nail a VP Sales interview, you need to demonstrate that youre not just a smooth talker with a great LinkedIn profileyou need to show youre the real deal. Too many VPs of Sales and CROs show up to interviews knowing almost nothing about the product.

Sales Recruiting 198

Sales Recruiting Interviewing Sales Hiring Scale 198

SaaStr

JUNE 19, 2024

Bitly CEO Toby Gabriner and CPO Kelsey Stevenson share the three secret ingredients that helped them when scaling to $100M ARR and what they could have done differently. You might have to rebuild your marketing team. Bitly had an Enterprise sales-focused team. While that might seem like a bad thing, it wasn’t.

Scale 300

Scale Scaling Underperforming Technical Team User Experience 300

SaaStr

FEBRUARY 4, 2020

Lexi Reese, Gusto COO uses her 20+ years of experience to provide advice on building high performing teams using authenticity, empathy and logic. Lexi explains the importance of team trust, driver and passenger mindsets, and much more. So a playbook on scaling high performance organizations in 30 bit minutes. So big, big scale.

Scale 244

Scale Underperforming Technical Team Scaling Leadership 244

Intercom, Inc.

JULY 28, 2022

And for Intercom’s VP of Sales EMEA, Sanj Bhayro , scaling is just what you need to invest in to ensure growth becomes as constant and linear as it can be. Sanj has plenty of experience scaling sales teams at growing businesses, and that’s precisely why, as of November of last year, he‘s overseeing EMEA sales at Intercom.

Scale 210

Scale Scaling Sales Hiring Sales Recruiting 210

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. The bad news is it wasn’t driving the results they wanted.

Scale 273

Scale Sales Hiring Scaling Revenue 273

SaaStr

JULY 15, 2022

Jason recently opened up an AMA on Twitter Spaces to answer questions about scaling from $1M to $10M. We did a good AMA on this scaling at SaaStr Europa in Barcelona, a couple weeks back. That will scale, and then take those emails after four great pieces of content and do a weekly webinar and do a weekly get-together for them.

Scale 293

Scale Outsourcing Services Sales Hiring VP of Engineering 293

SaaStr

JANUARY 18, 2023

Unicorn companies often need to scale quickly to meet the demands of their rapidly growing customer base. Lesson 1: Everything is about your team. Every startup needs strong team dynamics to pull through tough times. It’s all about the team 99% of the time and 1% product and process. ” – David Cancel.

Scale 246

Scale Underperforming Technical Team Scaling Interviewing 246

SaaStr

NOVEMBER 14, 2019

If your SaaS business has a sales team, there’s no way to grow 100% year-over-year without also growing your sales leadership. In this talk, CircleCI VP of Revenue Jane Kim will talk about the 5 mistakes all new sales leaders make. She said, “Your team really needs to get to know you. Overwhelmed.

Scale 181

Scale Sales Hiring Scaling Underperforming Technical Team 181

Intercom, Inc.

AUGUST 29, 2019

In this week’s episode we’ve dug down into the podcast vaults to bring you some of the best insights shared by our guests about scaling sales. It’s no surprise that one of the key levers for growth as you go from startup to scale-up is your sales team. Hiring for sales with John Barrows.

Scale 172

Scale Sales Hiring Scaling Payment Services 172

SaaStr

JANUARY 21, 2020

Justin Welsh, former SVP of Sales at PatientPop explains how he started in SaaS in 2009 as the second sales hire at Zocdoc. Justin used Sales Culture to grow a successful PatientPop team to 140 employees and 55 million in revenue. Justin Welsh | SVP Sales @ PatientPop. Want to see more content like this?

Sales Recruiting 331

Sales Recruiting Sales Hiring Scale Sales 331

SaaStr

JULY 22, 2019

Hear from Roger Scott, New Relic’s EVP and Chief Customer Officer as he shares his 7 tips and tricks for keeping your customers happy— and how to do so at a large scale. That’s not a bad start. We work with mostly modern teams. Want to see more content like this? Join us at SaaStr Europa 2020. FULL TRANSCRIPT BELOW.

Scale 233

Scale Scaling Sales Hiring Underperforming Technical Team 233

ChurnZero

OCTOBER 25, 2024

There are so many questions to answer when considering how to scale a customer success team. What about team leads? When do I split my one team into two teams? How do I split one team into two? And I know you want to scale your customer success team in the right way. Well…maybe.

Scale 52

Scale Underperforming Technical Team Customer Success Scaling 52

SaaStr

NOVEMBER 26, 2019

Hear from Duo Security’s VP of Inside Sales America on how to build a $2.3B sales team. Jennifer Lawrence | VP, Inside Sales @ Duo Security. Today I’m going to start by telling you a little bit about me, a little bit about Duo, and then the secrets to building a killer inside sales org. Good afternoon.

Scale 290

Scale Sales Hiring Underperforming Technical Team Sales 290

SaaStr

OCTOBER 10, 2022

From a venture capital perspective, there’s now a premium on driving efficient growth rather than growth at any cost. . “Sales and marketing alignment is a terrific place to figure out and improve efficient growth.” . From the get-go, ensure alignment between sales and marketing teams on goals and anticipated outcomes.

Scale 325

Scale Sales Hiring Venture Capital Marketing 325

Stax

MAY 6, 2025

While many platforms are built for getting started, not all are designed to support scale. In this blog, well unpack what scalability really looks like in a payment solution and how to choose one that wont hold you backwhether you’re just beginning to start accepting payments or scaling to new markets.

Payment Solutions 88

Payment Solutions Payment Methods Payment Services Payments 88

SaaStr

FEBRUARY 25, 2020

Kathy Lord, SVP of Sage People explains how asking hard questions, embracing feedback and making personal connections with your customers can move the sales journey from prospect to champion. We have heard a lot of sessions today around ramping up your lead gen, accelerating marketing. Want to see more content like this?

Scale 237

Scale Underperforming Technical Team Sales Hiring Software Review 237

Intercom, Inc.

JULY 11, 2019

In a company’s early days as a lean, mean, business machine, it’s fairly easy for leadership to stay in sync with their users. But as the business becomes more successful – and there are resources to build a support team – additional layers begin to separate executives from their customers. Michael Redbord has an answer for that.

Scale 188

Scale Scaling Sales Hiring Underperforming Technical Team 188

SaaStr

MARCH 22, 2024

After switching to SaaS, she started as an SMB sales leader with no prior management or SMB sales experience. She wanted to jump into a full cycle capacity as a sales leader, but she said yes. The decision to leave a fairly scaled role leading 200+ AEs at LinkedIn to join a smaller-stage startup.

Scale 300

Scale Underperforming Technical Team SMB Finance 300

Intercom, Inc.

JUNE 1, 2021

Most support teams have seen an influx of support queries since COVID-19 hit – and those issues are more complex than ever. According to recent research, however, many teams aren’t sufficiently equipped to meet these new challenges. Download your copy of the thought leadership paper now. Sound familiar?

Underperforming Technical Team 232

Underperforming Technical Team Technical Review Scale Headcount 232

SaaStr

JANUARY 13, 2023

After scaling from $0 to $100,000,000 in two years, Jones has a fair share of experience with things breaking. To thrive in those environments, they develop the skill sets needed. At Wiz, the leadership team thinks of the company as a child. While your team is small, your communication process can be simple.

Scale 284

Scale Underperforming Technical Team Leadership Communication 284

Intercom, Inc.

APRIL 22, 2019

Businesses also win if, as a result of AI, teams are able to create more white-glove moments that turn users into customers for life. He joined me for a conversation on tackling issues that come up as you scale your customer experience. When scaling your customer experience, remember AI can’t simulate human empathy.

Scale 156

Scale Scaling Underperforming Technical Team AI Search 156

Intercom, Inc.

APRIL 4, 2019

The fastest growing software companies in recent years all have something in common – they started with little to no sales team. But even for companies with this early viral growth, there comes a point in time when this organic growth needs to be supplemented with formal sales. Yes, Slack started off with no sales team.

Scale 162

Scale Sales Hiring Underperforming Technical Team Payment Services 162

SaaStr

MARCH 26, 2019

Scaling the company’s employee base, sales teams, marketing, and operations—all while preserving its culture—has required a laser focus on first principles, smart processes, and effective hiring. In this talk, Claire will share these and other lessons for scaling high-growth organizations. Our team is in Room 111.

Scale 160

Scale Payment Services Payment Methods Scaling 160

SaaStr

JULY 25, 2021

They talked about product adoption, sales alignment, freemium models and lessons they have learned throughout their successful SaaS careers. As two CEO who love the art of sales and scaling, this one really was special. You can have the great product and a great team, but the market of small or very niche.

Sales Recruiting 261

Sales Recruiting Sales Hiring Scale VP of Engineering 261

Sales Hacker

JUNE 17, 2025

At Procore, he led all customer-facing functions—Sales, Marketing, CS, RevOps, and BD. But behind every product launch and revenue milestone is a team – and building that team is one of the hardest and important parts of the journey. Partner TriNet, a trusted HR provider to startups and scaling companies.

AI 83

AI Technical Advisors Underperforming Technical Team Sales Hiring 83

SaaStr

MARCH 24, 2020

Sam Blond, CSO at Brex explains why recruiting, networking and employee happiness is the key to this playbook on recruiting your sales team. Sam Blond | Chief Sales Officer @ Brex. I’m doing The Playbook To Recruiting Your Sales Team. Once again, amazing job to the SaaStr team. FULL TRANSCRIPT BELOW.

Sales Recruiting 190

Sales Recruiting Sales Hiring Scale Underperforming Technical Team 190

SaaStr

JULY 10, 2021

So let’s take a look back to a deep dive with the CEOs on what they learned building their first senior teams: ———-. As a founder/CEO, building your first management team is something that you often lose sleep over. What makes you feel that you need to level up your management, set up your first management team?

Sales Hiring 261

Sales Hiring Underperforming Technical Team Development Team Review CTO Hire 261

SaaStr

MAY 10, 2022

Recovery from COVID has taught us that adapting and learning how to thrive in new ways in the face of change, whether good or bad, can lead to exponential growth. . He highlights the three key strategies that helped TripActions scale and boost their revenue. Develop a well-defined vision.

Travel 270

Travel Revenue Underperforming Technical Team Scale 270

SaaStr

JUNE 4, 2021

We can look back at how Datadog scaled. Pomel focused his session on: Making your SaaS startup customer-centric: Hw event marketing has helped him integrate his engineering and sales teams. How many of you guys’ product rely on the highly functioning engineering team? We hired everybody on our teams.

Scale 317

Scale Underperforming Technical Team Sales Hiring Engineering 317

Intercom, Inc.

MARCH 12, 2019

A little over a year ago, I got the opportunity to start a new team within our sales organization – a team of Relationship Managers dedicated to growing our current customers at scale. The opportunity emerged out of a shift in how we practice sales. We had split into two distinct but complementary functions.

Sales Hiring 171

Sales Hiring Sales Recruiting Underperforming Technical Team Scale 171

Kellblog

NOVEMBER 18, 2021

Is your leadership team world-class? Could you grow faster if you replaced your head of sales? Does your board think you have the right leadership team? Heck, does your leadership team think you have the right leadership team? Are some of your executives holding your company back?

Leadership 136

Leadership Underperforming Technical Team Sales Hiring Scale 136

Sales Enablement, SaaS and Growth

MARCH 23, 2020

One of the biggest challenges businesses face when they grow is scaling effective , autonomous and quick decision-making. Google, Apple and HubSpot are just three examples of industry-leading companies which use mental models to aid quick decision-making. Again, it was an easy to use model which scaled effective decision-making.

Underperforming Technical Team 215

Underperforming Technical Team Scale Sales Hiring Marketplace as a Service 215

Sales Hacker

SEPTEMBER 26, 2019

In April 2019, I stepped into a new job as Vice President of Enterprise and Commercial Sales. . I was excited to join a company with a strong reputation for sales excellence. How do you improve a sales team’s performance when they’re already operating at world-class levels? . How has the team performed historically?

Scale 81

Scale Underperforming Technical Team Sales Hiring Scaling 81

Chart Mogul

JANUARY 9, 2025

So read on, and hopefully, your SaaS sales journey will be less about trial and error and more about steady progress toward success. Whats important to note is that each model targets a distinct customer persona and, therefore, has a unique approach to the customer journeyfrom brand awareness to sales and, ultimately, conversion.

Scale 52

Scale Sales Hiring Startup Sales Recruiting 52

SaaStr

JULY 1, 2021

The second is pulling more around values, and how we approached team building. Even as a three person team, we went through an exercise to figure out what do we stand for, as a team? Then trying to maintain that as we scale is always the challenge. How have the other two of you thought about building out your team?

VP of Engineering 293

VP of Engineering Sales Hiring Sales Recruiting Underperforming Technical Team 293

SaaStr

AUGUST 20, 2019

In this session, Anna and Sameer will highlight SendGrid’s journey from growth stage through acquisition and why focusing on people and culture is mission critical to success as a company goes through the scaling process. We were signing up hundreds of new paying customers every month with five sales reps. Anna Khan | VP @ BVP.

Scale 153

Scale Acquisition Scaling Sales Hiring 153

SaaStr

OCTOBER 4, 2024

In today’s dynamic SaaS landscape of hyperfuncational SaaS, the journey of building a product that customers adore, while simultaneously scaling revenue to nearly $1B, is still quite a feat. But in consumer that just doesn’t work. At the time, Shopify was still a new player. What product would you recommend?

Revenue 307

Revenue Scale Underperforming Technical Team Sales Hiring 307