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Along with co-host Ben Salzman, Jason and Henry discuss the transformative power of AI within SaaS and the evolving dynamics that are reshaping the landscape of software as a service. “The best hack,” Jason adds, “is not recruiting one managementteam. It’s recruiting five or six.”
Former Head of Revenue at BILL and HubSpot Americas leader Michelle Benfer recently joined us on a SaaStr Workshop Wednesday share her insights on one of the most critical roles in any SaaS organization: the frontline salesmanager. “At HubSpot, I had over 100 frontline salesmanagers reporting to me.
At SaaStr + AI Summit 2025, Jason Lemkin and Kyle Norton CRO of $1B+ vertical SaaS leader Owner (where Jason is on the board) did a deep dive on AI in Sales today. By the end of this quarter, team members who aren’t genuinely AI-curious should be let go. The 50/50 Team Is Coming Fast. And where it will be very soon.
About Dave Kellogg Dave Kellogg brings a rare combination of marketing and executive leadership experience to his analysis of SaaS businesses. “Marketing is fluffy and unmeasurable” – Unlike sales, which has clear metrics like quota attainment, founders often believe marketing can’t be measured.
In the world of SaaS, conventional wisdom has long dictated that focus is paramount. The narrow approach has been picked over fifteen years ago, you could start a SaaS company in any vertical and likely succeed by being first. This structure enables a seamless experience that starts when a company hires someone.
Jameson Yung, SVP of Sales at Gong, and Sam Blond, Partner at Founders Fund and previous CRO at Brex, share five tactical ways to get back to growing and hitting revenue targets. Create/ track a leaderboard so i f someone is below average in sales, it’s objective. If you look at the number of Sales vs. Marketing.
Basically all of the SaaS CEOs/founders I know of have made at least one terrible VP+ level hire. Sometimes it’s VP Sales (OK, often, this is the most common mishire — another post here on what a really great VPS can do for you, and how a poor one can wreck your company, coming). Only money.
Justin Welsh, former SVP of Sales at PatientPop explains how he started in SaaS in 2009 as the second saleshire 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. Join us at SaaStr Annual 2020.
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 managementteam is something that you often lose sleep over. Which role should you hire for first? And for good reason. TRANSCRIPT.
Sam Blond, the former CRO at Brex with 15 years in tech sales, took the stage at SaaStr Europa 2024 to share nine easy sales concepts that so many get wrong. Sam got his first job in tech sales as an SDR for Jason Lemkin’s company, EchoSign, which later sold to Adobe and launched his career. They did this right at Brex.
What’s the secret to SaaS success at YCombinator? Sam : We’re going to talk today about a lot of topics, but the general theme is, what’s the difference between good and great SaaS companies? The second is pulling more around values, and how we approached team building. Getting the team right is so key here.
Not that they are just "great at sales" — Jason Be Kind Lemkin (@jasonlk) January 12, 2023. So a while back we did a deep dive on why 95% of the VPs of Sales candidates just won’t thrive at your start-up. I think it’s important to repeat that analysis, but for your first few sales reps.
Gorgias is the leading contact center for e-commerce and it’s been a fun one to track at SaaS, from 1,000 to 3,000 to now 7,000 customers. I asked Aasif Osmany to share his learnings as a top-performing SMB VP of Sales, below. Together, we developedsales pitches, built out a robust sales process in just a couple of weeks.
They hired their first VP of Sales with a wonderful pedigree and experience at some of the hottest startups. After three months, this talented guy came to Harbaugh with the recognition that LaunchDarkly’s customers were developers. He didn’t like to sell to developers, so he quit. A bad one can torpedo you.
Hear from Duo Security’s VP of Inside Sales America on how to build a $2.3B salesteam. 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.
While it can be frightening to think differently, doing so has helped him make Veeva the biggest vertical SaaS success story of all time. If you don’t have tickets, lock in Early Bird pricing today and bring your team! I was a software developer, a product person. ” I have apples for sale. Get tickets here.
Hiring a VP of Sales isn’t new, but the conversations have evolved as the world has. SaaStr’s own Jason Lemkin shares the top 10 mistakes he sees during the hiring process during Workshop Wednesday, held every Wednesday at 10 a.m. The last 18 months have seen the biggest changes in the VP of Sales in his SaaS career.
So how feasible do you think that works for a typical B2B SaaS business that probably our user-base is not too knowledgeable about [inaudible] on the internet for something specific in their day-to-day use case? Jason Lemkin: I’ll answer it, but are you thinking more on sales or technology or broadly speaking in the question?
Sam Blond, CSO at Brex explains why recruiting, networking and employee happiness is the key to this playbook on recruiting your salesteam. Sam Blond | Chief Sales Officer @ Brex. I’m doing The Playbook To Recruiting Your SalesTeam. Once again, amazing job to the SaaStr team. FULL TRANSCRIPT BELOW.
It got a lot of engagement from the SaaS veterans out there, so I thought it would be worth digging in more on each point: Regrets are different than mistakes. Because later you’ll see just having gotten on one more jet, made one more key hire, and then a few years down the road, you might be $1m, $2m, $5m further along in ARR.
Sequoia Capital’s India arm put together a terrific summary of all their learnings about SaaS and Cloud from SaaStr Annual this year. They also did an A+ session at Annual with several top India SaaS founders, which you can catch below! Here’s 22 of the most relevant takeaways for India’s SaaS ecosystem.
So read on, and hopefully, your SaaSsales 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.
If you think sales is a simple job, I have a few hundred professional connections who would like a word with you. There’s a range of key skills that separate the best from the rest, and success belongs to companies who can identify and hire reps who have those precious skills. By mastering your sales interview questions.
You could do vanilla 101 SaaS practices and succeed. Getting off the ground is one thing — an easy pitch of being an HR tech startup focused on improving hiring. Hiring is complicated, so you have to build a lot of software to get to $200M ARR. Could something like the Greenhouse of 2015 even make it to market today?
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.
If your SaaS business has a salesteam, 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. Let me start by telling you about my first role as a manager. Overwhelmed.
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.
Pomel focused his session on: Making your SaaS startup customer-centric: Hw event marketing has helped him integrate his engineering and salesteams. The critical role of product managers and ways to utilize them effectively. How many of you guys’ product rely on the highly functioning engineering team?
Whether you’re at an early-stage startup that’s just made its first saleshires, or part of a fast-moving salesteam in a large organization, the key to success often comes down to efficiency. That means your focus should be on building the right customer profile and developing precise messaging to reach them.
This is the recipe for a mediocre salesteam. Like a sports franchise, a top team should be both collaborative and competitive. On this week’s episode, I caught up with Steli to chat all things sales. When not writing his sales handbook, he’s been overseeing the change from Close.io to Close.com.
The fastest growing software companies in recent years all have something in common – they started with little to no salesteam. 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 salesteam.
Have you ever had a sudden realization that you’re spending more on sales and marketing than research and development? If so, you aren’t alone –– the median enterprise SaaS company spends twice as much on sales and marketing than R&D. So how can a CEO manage their marketing effectively?
He previously built the pre and post sales solutions team at mParticle from zero to supporting hundreds of enterprise customers. Should your sales engineers also implement the software? For us in the early stages, we went down the path of hiring a solutions person (in this case the person was myself!)
Almost everyone in sales seems to be into real estate, either “multi-family” real-estate or getting their broker’s license. Or other so-called “passive” income streams that really often take many hours to manage. About 3,000 of you think it’s just fine for even a VP of Sales to have a side hustle.
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. Not only is Klaviyo a rocketship but also the first to IPO in over 2 years (since December 2021) when it went public in September of 2023.
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 salesteam. Hiring for sales with John Barrows.
B2B sales involves one business selling its product to another business. Those with experience in both B2B and B2C sales know that B2B is a lot tougher—the deals are bigger, there’s often more than one decision-maker, and the competition is intense. For all those reasons, hiring and management must be on point.
2019 is shaping up to be another fine year for those working in and around sales enablement. We’re seeing larger numbers of people work in the industry, more companies investing in sales enablement teams and numerous tools being developed to solve sales enablement challenges. But here’s the thing.
How do you build out a SalesDevelopment (SDR) function at your SaaS company? First, they had six AEs before they started hiring any SDRs. First, they had six AEs before they started hiring any SDRs. When Sam joined, there were two AEs, and he hired four additional AEs. The answer didn’t show up in the data.
It’s an approach that’s served him well along the road to building the HubSpot salesteam, where he was CRO for nine years. That experience led to his bestselling book, The Sales Acceleration Formula. This has created large amounts of data for running teams. . This has created large amounts of data for running teams. .
Companies which don’t use mental models risk unleashing mayhem with poor choices or becoming bloated and bureaucratic by reducing the volume and speed at which decisions are made - both scenarios are undesirable and will impact growth. OKRs are a useful mental model - they make it crystal clear what people and teams should be striving for.
Jason Lemkin: One is, how do you penetrate tiny SMBs that aren’t Googling, searching, that don’t have time, and two, how do you subsidize hardware costs in SaaS? Subsidizing a little bit of hardware in the early days of SaaS isn’t that big deal. As they scaled, they radically changed how they did sales.
Customer success means wildly different things to different companies in the SaaS industry. Many organizations create customer success teams but there’s no clear definition as to how these teamsdevelop long-term value for both the customer and the business. The role of customer success teams.
Demand generation (demandgen), responsible in a word, for generating opportunities (oppties) to feed sales [2]. Two important notes: There is an optional fourth part, salesdevelopment , i.e., managing the team of salesdevelopment reps (SDRs) who convert MQLs into stage-1 oppties.
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