SaaStr

FEBRUARY 15, 2021

There’s a slide I see again and again from start-ups: 2 of the early sales reps are at 100% of quota, sometimes 150%-200%. You’ll continue to see that over time to some extent. So why so often, do only 2 of the first 8-10 sales reps perform? They get CTO training. You have to join their first few sales calls.

Scale 347

Scale CTO Hire Sales Hiring New CTO 347

SaaStr

JUNE 23, 2020

Q: What’s the number one challenge for scale-up founders? You can hack managing and finding 1–3 reps yourself, but after that, you really need a VP of Sales. You will need a VP of Product to scale your roadmap. 95% of the time, your super-smart hacker co-founder is not that person. She can be your CTO forever.

Part-Time VPE 307

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 307

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. Q: What is the Future of Lead Generation, and How Do You Stand Out? But they should.

Scale 278

Scale Sales Hiring Sales Recruiting AI 278

SaaStr

JUNE 26, 2022

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: Be Careful Hiring “Dualies” — Folks That Are a VP of More Than One Thing. SaaStr 565: Classic Episode: The Importance of Company Values, a Great Hiring Process, and Ownership Culture with Gusto Co-Founder & CEO Josh Reeves.

CTO Hire 284

CTO Hire CTO Sales Hiring Scale 284

SaaStr

FEBRUARY 25, 2025

Our 10th Annual Meet-a-VC program to opt-in ahead of time, to set up VC-Founder matchmaking, Note: the above programs are only for Cloud / SaaS / AI founders and executives. Speakers share their playbooks on everything from achieving product-market fit to optimizing CAC:LTV ratios and scaling go-to-market strategies.

Sales Recruiting 193

Sales Recruiting Scale CTO Hire Sales Hiring 193

SaaStr

FEBRUARY 15, 2023

Lightspeed Partner, Anoushka Vaswani, is joined by Raj Sarkar, CMO at 1Password, Kim Walsh, SVP, Sales, Partnerships and Customer Success at Apollo.io, and Chris De Vylder, CRO at Sentry, to pass along key lessons from their growth journey. Then build your segmentation and sales processes around that. 20 million?

Scale 244

Scale Sales Hiring CTO Hire Scaling 244

TechEmpower SaaS

DECEMBER 11, 2023

Do you anticipate scale issues presently or in the future? While the appearance matters, remember you are hiring the development firm primarily for its development skills, not its graphic design skills. How does the percentage of their projects launched on-time and on-budget compare to upfront estimates? cto , product , saas

Software Development 443

Software Development Development Software Review Software 443

SaaStr

OCTOBER 9, 2020

A VP of Sales and Success A VP of Sales and Marketing A VP of Sales and Anything Else. Is usually not really a VP of Sales. Sales managers back when I never managed sales. Anyhow the one thing I learned, beyond getting help screening and hiring for these positions from domain experts, is to look for Flags.

Sales Hiring 255

Sales Hiring Part-Time VPE CTO Hire Sales Recruiting 255

SaaStr

JUNE 12, 2022

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: What All First-Time CEOs Should Know About Fundraising. Why It Matters Who Your “Lead” Investor Is. SaaStr 559: Secrets to Building Your Marketing Engine To Drive Scale with Airtable CMO Archana Agrawal.

Scale 237

Scale Sales Hiring CTO Hire CTO 237

SaaStr

DECEMBER 10, 2020

I hear again and again from SaaS founders growing to $5m, $10m ARR or even more that they don’t need a certain VP — with the exception of a VP of Sales. Basically, in SaaS, everyone “gets” that they need a VP of Sales. in ARR, get to Initial Traction , we then realize we have to scale. With less drama.

Sales Hiring 363

Sales Hiring CTO Hire Sales Recruiting Scale 363

SaaStr

OCTOBER 29, 2021

Some leaders like Slack have seen the same, but most Cloud leaders at scale with high NRR end up getting more and more of their revenue from their existing base, not new customers. Use overages to renegotiate contracts, not charge per event. Rather, it uses overage events to trigger a call from sales to buy more. #4.

Scale 300

Scale CTO Hire New CTO CTO 300

SaaStr

MARCH 5, 2023

Ode to the $100,000,000 Exit Dear SaaStr: Should You Hire Someone That Seems Good … But Always Job Hops? SaaStr 638: Lessons Learned in Scaling Your Team & Revenue from $1M ARR to $1B+ with Cloudflare CRO Chris Merritt  2. SaaStr 639: Scaling a SaaS Sales Team While Building Culture with Figma VP of Sales Scott Pugh   3.

Scale 246

Scale Sales Hiring CTO Hire Startup 246

SaaStr

MARCH 7, 2021

No one spends enough time recruiting as it is, after $1m ARR or so. Yes, you can manage the sales team yourself. These are all full-time jobs by $1m ARR. Fixing it yourself becomes the biggest time sink and excuse for not hiring there is. You end up spending all your time backfilling roles you should have hired.

Part-Time VPE 286

Part-Time VPE Sales Recruiting Sales Hiring Scale 286

SaaStr

APRIL 7, 2021

The first type is the kind of management team hired by second+ time founders. Often folks they convince to once again be a VP of Eng or VP of Sales. But most of us are first-time founders, or close to it. And if you are, you are going to naturally start off hiring up-and-comers to your first leadership team.

Part-Time VPE 281

Part-Time VPE Sales Hiring Sales Recruiting CTO Hire 281

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? In 2008, he founded Yammer, an enterprise software company that David grew to 500 employees and $60 million in sales. Head of Sales.

CTO Hire 278

CTO Hire Sales Hiring Sales Recruiting CTO 278

SaaStr

JULY 13, 2023

Startups come in all shapes and sizes on various stages of a timeline, yet it’s not surprising how many have the same questions and concerns about how to scale from x to y to z, the right time to hire and fire, and how to keep a team motivated during hard times. Q: Where Should SDRs Report — Marketing or Sales?

CTO Hire 242

CTO Hire Sales Recruiting Sales Hiring Scale 242

SaaStr

DECEMBER 20, 2023

So to serve both segments at the simultaneously, ZoomInfo has been rolling out a Product-led sales motion, that gives the ability for an SMB customer to sign up directly on their website for a free trial and grow into a paid customer, without ever having to talk to an sales rep or go through a demo process. So, what’s new at ZoomInfo?

New CTO 305

New CTO Scale Sales Hiring CTO Hire 305

SaaStr

NOVEMBER 29, 2020

They’ll revolt when you make a senior or mid-level hire that as a group, they simply cannot suffer one day longer. He was literally the only person on the planet with the specific scaling experience we needed. It did work — we got the scaling done. A senior product lead that engineering wouldn’t work with.

Part-Time VPE 278

Part-Time VPE Sales Hiring CTO Hire Scale 278

SaaStr

JULY 3, 2022

The Ultimate Guide for Hiring a Great VP of Sales. Dear SaaStr: How Many Sales Reps Do I Need? Top Podcasts This Week: SaaStr 568: Mind the Gap: Balancing Growth and Efficiency in Tougher Times with Point Nine Managing Partner Christoph Janz. 10 Common Misconceptions About Getting Funded. Top Videos This Week: 1.

CTO Hire 255

CTO Hire Sales Hiring CTO Scale 255

SaaStr

FEBRUARY 25, 2020

Just like filing your income tax returns or hanging that state-mandated safety poster up in your break room, sales tax is a back-office pain point, not a profit center. . That makes sales tax compliance easy to ignore… until it becomes a problem. . Why is sales tax such a pain for SaaS companies? There are a few reasons.

Merchant Services 193

Merchant Services Technical Review Scale Sales Hiring 193

SaaStr

JULY 14, 2022

We do that with a combination of industry-leading content and community connections. This led to our first meet-ups in 2013 and 2014, the first SaaStr Annual in 2015 , the industry’s leading podcast in 2016, the first SaaS founder coworking space in 2017, and SaaStr Pro , the first learning management system for SaaS founders in 2018.

Scale 300

Scale Sales Recruiting CTO Hire New CTO 300

SaaStr

AUGUST 25, 2023

On top of that, founders are full of excuses preventing them from scaling. 2 “Give the VP of Sales more time.” You can’t always expect a great VP of Sales to double sales in 30-60-90 days. But you have to see progress in one sales cycle. The best VPs of Sales hit the ground running.

Part-Time VPE 242

Part-Time VPE Sales Hiring Scale CTO Hire 242

SaaStr

JULY 10, 2021

Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.

Sales Hiring 258

Sales Hiring Underperforming Technical Team Development Team Review CTO Hire 258

Sales Hacker

SEPTEMBER 29, 2020

Today on the show, we’ve got Vishal Sunak, CEO and co-founder of LinkSquares, a company that applies AI to your contract. Subscribe to the Sales Hacker Podcast. Keys to success when scaling a company [10:56]. Keep the promise of sales enablement and keep your team doing what they do best, which is winning.

Scale 117

Scale CTO Hire CTO Coach Scaling 117

SaaStr

SEPTEMBER 26, 2019

Building a sales team that can go from $0-$50M (Video + Transcript). Gaetan Gachet | SVP of Sales @Algolia. It’s an honor to be here with this mythical creature, this sales leader that goes from zero to 50 million in the same job. He has a whole French sales team and office that only speaks English in Paris.

Scale 141

Scale Sales Hiring Sales Recruiting Technical Advisors 141

Sales Hacker

FEBRUARY 18, 2025

Before that, he was the first non-founder seller at three startups, turning early traction into a repeatable sales motion. Discussed in this Episode: When to hire your first account executives Key traits to look for in early sales hires Structuring compensation for first sales reps Should you ‘hire the buyer’ to be your sales rep?

Sales Hiring 91

Sales Hiring CTO Hire Scale VP of Engineering 91

SaaStr

OCTOBER 24, 2022

WorkOS CEO Michael Grinich, Developer Success Manager Betsy Calender, and VP of Developer Experience Zeno Rocha share how to price your product for developers, how to market it to developers, how to how to support them as they scale and use the products. Bottom-up sales. The contract size grows. Doing Business with Developers.

Outsourced Development 207

Outsourced Development Underperforming Technical Team Development Part-Time VPE 207

SaaStr

SEPTEMBER 18, 2020

Immediately told them to hire 50 reps in a different city, in a different city, and they did. The CEO was deferential because that was 10 times what he’d ever raised before, and did all of it. Jason Lemkin: 50 reps in a new city that you’ve never met, and hired in 60 days when you’re in the low millions ARR.

Sales Hiring 246

Sales Hiring CTO Hire Scale Investment 246

SaaStr

JUNE 1, 2021

Co-founder and CTO Dharmesh Shah shared with us how they got there — and the top mistakes they made — just 3 quarters after their IPO. We have someone that probably 98 percent of you know virtually or socially in some sense, Dharmesh Shah, founder and CTO of HubSpot. It got much better over time. A SaaStr Classic!!

Part-Time VPE 283

Part-Time VPE Technical Cofounder CTO Hire New CTO 283

Teamgate

JUNE 11, 2025

Integrations +1 725-254-2694 Start Free Trial Login Log in Sign up REQUEST A DEMO --> Sales Management Top Tools for Monitoring API Performance Chase Horn June 11, 2025 Explore the top API monitoring tools that enhance performance, reduce downtime, and support scalable operations for businesses of all sizes.

Scale 52

Scale Payment Solutions Payments SaaS Payments 52

Sales Hacker

OCTOBER 8, 2018

This week on the Sales Hacker podcast, we speak with Chris Degnan , Chief Revenue Officer of Snowflake Computing, one of the fastest growing SaaS platforms in the world. Chris is a 20 year Silicon Valley veteran having launched the first part of his career at EMC before finding his way to Snowflake in 2013. What You’ll Learn.

Scale 78

Scale Sales Hiring Sales Recruiting CTO Hire 78

FastSpring

FEBRUARY 6, 2025

If you’re running a smaller digital business, you may find it challenging to hire great talent. If you’re facing challenges winning the best candidates for your roles, or if you have a small number of roles and every hire really matters, then don’t miss this episode of Growth Stage. X sales force, X meta.

SMB 105

SMB Sales Recruiting Branding Sales Hiring 105

SaaStr

APRIL 4, 2019

You’ll also learn how leading SaaS companies are able to scale and thrive in this complex, dynamic environment. And so we actually had to make some major adjustments and look for an alternative way to deliver the software which clearly meant that we needed to move to the cloud full-time. Join us for SaaStr Annual 2020.

Cloud 171

Cloud Scale Trends Artificial Intelligence 171

SaaStr

JANUARY 14, 2020

They were telling me that what they were seeing in our motion, our go to market motion, what we were hearing from our customers, what we were hearing from our sales leaders didn’t sound like we were winning in the enterprise, and there was lots of evidence of that. So, let me walk you through that. As the CEO, I had to really listen.

B2B 170

B2B B2C Scale New CTO 170

SaaStr

JUNE 26, 2024

Deals are contracting, not because of layoffs, but because people are managing budgets so tightly. It Takes Time To Bounce Back Jason was the first investor in RevenueCat , a company that automates mobile subscriptions on your phone. Or Scale AI securing $1B. Being AI doesn’t necessarily lead to riches. in 12 months?

CTO Hire 141

CTO Hire AI Venture Capital Sales Hiring 141

Sales Hacker

MAY 5, 2021

Listen to Hang Black’s podcasts to learn about the future of sales enablement or how to lead with empathy. RevOps leaders are talking about trends in the market, and how the move towards RevOps will change everything from marketing to sales development to post sales. Fixing visibility issues in your sales org.

Scale 119

Scale Technical Cofounder Technical Advisors Sales Hiring 119

Tom Tunguz

NOVEMBER 18, 2015

Last night, SaaS Office Hours hosted Optimizely co-founder and CTO Pete Koomen. First, hire a management coach to work with you as the company grows. The best ways he found to learn leadership skills was to hire a management coach to meet him once per month, to talk through the issues facing him at Optimizely.

CTO Coach 113

CTO Coach Sales Hiring CTO Hire Startup 113