Sales Hacker

DECEMBER 17, 2024

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. It includes a breakdown of the Sales AI landscape, adoption of GenAI and Sales software across buyer groups. Plus, an analysis of the top 75 trending sales AI tools. Youre not alone.

Scale

Sales Hacker

NOVEMBER 8, 2024

For example, sending a kickoff gift tailored to a customer’s recent experiences or interests shows you’re paying attention and invested in their journey. GTM 120: Avoid the AI Sales Skills Atrophy Trap with Peter Kazanjy Pete Kazanjy is a serial founder, and seasoned early stage Saas executive, advisor, and investor.

Scale

Sales Hacker

JULY 11, 2025

If your tone matters (to investors, recruits, or customers), build a few reference samples into the prompt or system message. These custom agents can drive multi-step onboarding flows, real-time sales coaching, multi-agent task routing – truly whatever your stack and imagination allow. Already working in Notion, Slack, or Airtable.

AI Search

SaaStr

FEBRUARY 16, 2025

The “Anti-Enterprise” Enterprise Model Most surprising insight: Atlassian’s growth challenges conventional enterprise wisdom. While competitors invested in huge sales teams, Atlassian actually restricted direct customer interaction. 5 Nonobvious Learnings from Atlassian’s Path to $10B 1.

Sales Recruiting

Clouded Judgement

FEBRUARY 7, 2025

Signal can come from many places (sales team notes, customer support tickets, etc) IT Incident Management: Similar to the security alert example. Multiples shown below are calculated by taking the Enterprise Value (market cap + debt - cash) / NTM revenue. Altimeter is an investment adviser registered with the U.S.

Systems Review

SaaStr

JULY 9, 2025

Sales in the Age of AI: Top 10 Learnings from the CROs of Databricks, Windsurf, Perplexity and Owner We’re recently done A+ SaaStr deep dives with the CROs / VPs of Sales from Perplexity, Owner, Databricks, and Windsurf. Invest heavily in making your A-players even better with AI tools. What do you know about it?

Scale

SaaStr

AUGUST 1, 2025

A SaaStr Annual live break down on how ServiceTitan and its CRO scaled from $30M to $860M+ ARR in 7 years by obsessing over plumbers, revolutionizing sales with AI, and never compromising on customer immersion. Kristina Shen is Managing Partner and Co-founder of Chemistry, a $350M early-stage fund investing in seed and Series A companies.

Scale

Sales Hacker

FEBRUARY 25, 2025

She specializes in launching products, entering new markets, and scaling companies to the enterprise. As a key GTMfund partner, they equip sales and marketing teams with top performers. If you’re hiring for sales or marketing roles, reach out to Pursuit at pursuitsalessolutions.com/gtm or message a GTMfund team member.

Sales Hiring

Sales Hacker

JULY 8, 2025

06:33 Why Sales Nav was a $250M business with a “crappy product” — and how Doug turned it around. 13:26 The speed dating hack that landed Coffee’s first sales leader. 17:36 What Doug learned running Sales Cloud at Salesforce — and why he left. 24:37 Why sales tech stacks are bloated — and how AI-native CRMs solve it.

Sales Recruiting

Sales Hacker

JANUARY 28, 2025

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Kraig Swensrud is the Founder & CEO of Qualified where he provides crucial experience and entrepreneurial energy to create the future of enterprise sales tech. You got sales reps. And we’re about seven years into.

Sales Hiring

Sales Hacker

JUNE 24, 2025

In this live panel from the GTM Fund AGM, three early-stage leaders from three exceptional companies—Centari, Atrix AI, and Gaiia—break down how they’re closing enterprise deals in some of the most challenging verticals: legal, pharma, and telecom.

AI

Sales Hacker

MAY 27, 2025

But we need to go out and we need to run these experience and invest in these areas because if you don’t, you’re going to get left behind. I’ve been operating for the last 20 years, largely in enterprise software and almost exclusively sort of in the go-to-market area. We don’t know exactly what it is.

AI Search

Sales Hacker

DECEMBER 31, 2024

Featuring hot takes from leaders at HubSpot, Brex, GitHub, and more, this compilation challenges the status quo and might just change how you think about volume vs. value, outbound sales, and hiring in 2025. 11:46) Neal Patel on why you shouldn’t hire a sales leader for their playbook. (15:44) It comes from episode 99.

Sales Hiring

Sales Hacker

MAY 7, 2025

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Marcy Campbell is the Chief Revenue Officer at AppFolio, where she leads sales and client services with a focus on delivering unified, end-to-end customer experiences. 16:00 End-to-end GTM orchestration across sales, marketing, product, and CS.

Engineering

Sales Hacker

MAY 7, 2025

The GTM Podcast is available on any major directory, including: Apple Podcasts Spotify YouTube Marcy Campbell is the Chief Revenue Officer at AppFolio, where she leads sales and client services with a focus on delivering unified, end-to-end customer experiences. 16:00 End-to-end GTM orchestration across sales, marketing, product, and CS.

Engineering

SaaStr

MARCH 3, 2023

At SaaStr APAC 2023, Scott Pugh, VP of Sales at Figma, shared how to scale these two sales teams while building culture. Pugh’s strategy is simple, albeit not always easy: Recruitment — how to hire the best talent to scale your sales organization. Let’s look at five tips to consider for successful recruiting.

Scale

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. I was a local sales manager or regional manager.

Sales Recruiting

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

SaaStr

JUNE 21, 2023

They hired their first VP of Sales with a wonderful pedigree and experience at some of the hottest startups. because they needed to rebuild the sales team. They rebuilt the sales team and closed some big deals. VCs can be fickle about what they fund, but if you have revenue, you have more leeway for when you take an investment.

Sales Recruiting

SaaStr

MARCH 18, 2022

Then, decide how much time, money, and effort your company is willing to invest in the CAB. . Mapistry recruited a diverse pool by inviting both legacy customers and new customers. . New customers add value to your CABs with their fresh experience with your sales cycle and onboarding processes. Try highlighting benefits like….

Sales Recruiting

SaaStr

OCTOBER 5, 2020

There’s a common thinking that sales teams should be relatively high churn. That the bottom 15-20% of the sales team almost has to churn each year, because it’s survival of the fittest. At Salesforce, at Box, the bottom end of the sales team churns out each year. First, do sales reps really compete with each other?

Scale

SaaStr

JANUARY 25, 2021

If I had, I would have better understood the likely end point vis-a-vis freemium vs. enterprise. And then, I would have invested more wisely in Year 1 especially. Not Hiring 2-3 Sales Reps to Start. More on that here: When You Hire Your First Sales Rep — Just Make Sure You Hire Two. We should have taken $2m more.

Sales Recruiting

SaaStr

MARCH 22, 2022

I really appreciate you coming to talk about how to attract, hire, and build a more diverse sales team in your organization. So I’ve been building top-producing sales teams for a really, really long time. So over the years, I’ve watched many sales leaders go out and say, “Brian’s my top producer.

Sales Hiring

SaaStr

NOVEMBER 19, 2020

Enough to invest, but not enough to go crazy with. More on that here and a great video discussion below: You’ll probably be ready for your first VP of Sales by $1m in ARR. I’ve made the same mistakes you have, and I’ve lucked into a few great VPs early (marketing, product and sales). ARR VPS: $1-$1.5m

Part-Time VPE

SaaStr

NOVEMBER 16, 2021

David Sacks: SaaS Background and Investments. In 2008, he founded Yammer, an enterprise software company that David grew to 500 employees and $60 million in sales. David Sacks has invested in over 20 unicorn companies, including Airbnb, Bird, ClickUp, Facebook, Slack, and Uber. Head of Sales. billion in 2012.

CTO Hire

SaaStr

JANUARY 27, 2021

I probably will pass on investing in you if I don’t know you want money. We recently did a New New in Venture event and I asked the question of many top VCs including David Sacks, Keith Rabois, Aileen Lee and more. “Give the VP of Sales More Time” This is always terrible advice. In one sales cycle, or less.

Part-Time VPE

SaaStr

JANUARY 18, 2023

It’s the most common objection you’ll get in SaaS sales … Not Right Now. It can’t strategically improve sales software, financial software, quoting software, recruiting software, QA processes, call center software, etc. It usually takes 3-4 years in the enterprise for this to happen, 1-2 in SMBs. I Don’t Have Budget.

Sales Recruiting

SaaStr

JUNE 2, 2023

The company helps enterprises internationally with contextual and actionable insights to secure their cloud infrastructure. Recruit diverse leaders The goal of hiring a revenue leader is to put gasoline on finding product market fit success. CROs should focus on capturing that unrealized demand which is not a sales-led effort.

Sales Recruiting

SaaStr

OCTOBER 25, 2023

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. Lead generation tools do change, but the basic motions of sales and marketing haven’t changed much.

Scale

SaaStr

FEBRUARY 27, 2023

They credit this growth to their global team, a switch to an enterprise business model switch, and flexible work operations. Storyblok started with a leadership-first hiring plan and a recruitment strategy that involved the following: A test to know how candidates handle different tasks and their expertise level. Self-service.

Scale

SaaStr

JANUARY 24, 2024

What should you look for in an Enterprise rep vs. a Mid-Market rep? Sales reps were hosting 4-6 calls daily but most of these calls were early demos or top-of-funnel discovery calls Sales was closing really small deals on one end while talking to really large companies with hundreds of thousands of people on the other.

Scale

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. 20 VCs do come to me to invest in the company now. Jyoti Bansal: Let’s switch topics to sales.

Sales Recruiting

SaaStr

MARCH 20, 2024

They discuss Sam’s learnings at Founders Fund, what the 2024 playbook looks like, hiring and motivating sales teams, and a handful of audience questions. For instance, Founders Fund doesn’t really invest in AI, health tech, or edtech, even if you’re growing 5x. On the sales side, people hired way too much.

Sales Hiring

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

SaaStr

APRIL 5, 2021

I told this VC I bet that while they had no true enterprise customers, they had a few nice silos within some large customers. And at a sales perspective, they’ll move to optimizing revenue per lead, over closing every possibly lead. Harder to Recruit. You’ll have to develop a very lean sales culture.

Scale

Sales Hacker

DECEMBER 5, 2023

Writer’s decision to make PLG table stakes and how they leverage their motion to secure enterprise customers. Tips for recruiting the best possible team members and how patience factors into that. 31:07) A consultative sales process and messaging considerations. (36:56) Career insight from years of operating.

Sales Recruiting

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