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. On the sales side, people hired way too much. More salespeople do not equal more sales. Sam just finished 18 months at Founders Fund after joining in mid-to-late 2022.

Sales Hiring 259

Sales Hiring Sales Recruiting Scale Headcount 259

SaaStr

MARCH 25, 2023

So one recent survey we did really brought out a healthy debate: does your VP of Sales really need to be a product expert? Many of the comments said it was more important a VP of Sales understand process and leadership more than the product itself. They often melt. I say, you just gotta know the product. At least a little bit.

Scale 231

Scale Sales Hiring Sales Recruiting Sales 231

SaaStr

JULY 18, 2023

Some engineers by training, others in sales or product originally. But a few uniting characteristics of the very best: Relentless Recruiters. You have to be constantly recruiting the best. The best founders usually spend at least 20% of their time recruiting. Some ruthless with competition, some more zen about it.

Sales Recruiting 218

Sales Recruiting Scale Scaling Engineering 218

SaaStr

AUGUST 30, 2022

This happens with some regularity in SaaS, I’ve learned (and to be clear: I’m not talking about any company I’ve invested in, am an advisor to, board member of, etc – Because when it’s still a very small team, with no true management team … co-founders can kind of hack it to $1m-$2m in ARR together.

Sales Recruiting 236

Sales Recruiting Technical Cofounder Scale Investment 236

SaaStr

JANUARY 27, 2021

We’ve talked a ton on SaaStr over the years on how to make sure your VP of Sales and top hires really work out. We can pretty much summarize a lot of it into the following: Your VP of Sales should have lots of experience selling at your average ACV. for that type of sale. That they are the right ones. Ask who they are.

Sales Recruiting 323

Sales Recruiting Sales Hiring Scale Sales 323

SaaStr

NOVEMBER 22, 2021

I've never seen a great VP of Sales hide from a miss. We’ve talked a lot on SaaStr over the years about how to hire a great VP of Sales — and how to course-correct if you’ve made a miss hire. Every great VP of Sales has 1 or 2 folks that wants to follow them from their last role. Nothing gets better in 1 sales cycle.

Sales Recruiting 247

Sales Recruiting Sales Hiring Sales Marketing 247

Buffer Resources

SEPTEMBER 11, 2023

I’ve never created LinkedIn content with the “goal” of lead generation or immediate-term sales. Another cool example I really like is Tito Bohrt — he stands out with the pseudo, “ Sales Mad Scientist ” — which demonstrates confidence and a unique identity online.

Sales Recruiting 125

Sales Recruiting Sales Hiring Scale Social Media 125

SaaStr

AUGUST 15, 2021

But one of you has to lead on Customers/Sales/Marketing and the other likely on Product/Engineering for it really to work. Better recruiter than you. If your co-founder is a better recruiter than you, this is an immediate upgrade. Ideally, you are both strong recruiters in different areas.

Sales Recruiting 273

Sales Recruiting Engineering Product Marketing Marketing 273

SaaStr

OCTOBER 27, 2022

You need engineering, product in all start-ups — but in SaaS, even in the very early days, you also need sales, client success, true support, demand gen marketing, etc. Routine Sales. You gotta hire 2 great sales reps as soon as you can. This didn’t work well until I had a Great VP of Sales. That was me.

Sales Hiring 280

Sales Hiring Sales Recruiting Scale Scaling 280

SaaStr

FEBRUARY 27, 2023

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. Their first step to achieving this was hiring a sales leader to build a sales team.

Scale 199

Scale Sales Hiring Sales Recruiting Scaling 199

SaaStr

OCTOBER 3, 2023

It’s so, so easy to stand out in recruiting if you’ve actually done your homework. Sometimes the bar is shockingly low, even for leadership roles” — David Fallarme, VPM, Spotdraft “One time, a candidate had created a free trial account on our SaaS tool, plus trials on competitors. Now I see who they sell to!”

Interviewing 229

Interviewing Sales Hiring Sales Recruiting Consulting 229

SaaStr

JULY 30, 2020

I’ve been reminded of this question in several meetings lately where founders are doing pretty well, getting to and past Initial Traction, but with hindsight it’s interesting that the founder that took the CEO gig perhaps was better suited to a different role, say CTO or SVP of Sales or President or COO or SVP Product.

Sales Recruiting 315

Sales Recruiting Venture Capital CTO Hire CTO 315

SaaStr

SEPTEMBER 1, 2021

For example, a great Stretch VP of Sales might get you to from $50k to $500k a month in new bookings. To recruit the team and resources it takes not just to meet the plan this quarter, but the next one and the following quarters as well. Many first-time VPs just can’t recruit great managers under them.

Sales Recruiting 235

Sales Recruiting Scale Sales Hiring Metrics 235

Sales Hacker

MAY 6, 2021

What’s the difference between a VP of Sales and a Chief Revenue Officer (CRO)? The VP of Sales. Great VPs of sales have gravitas and tact, command the room and hold their end of the table regardless of who is on the other side. Singular focus on sales. As the title would hint at, the VP of Sales should focus on sales.

VP of Engineering 93

VP of Engineering Sales Hiring Sales Recruiting Sales 93

SaaStr

JULY 9, 2022

The role of a VP is to own everything required to hit the goals for a functional area – Sales, Marketing, Product, Engineering, Finance, or Customer Success. This includes: Recruiting the team. While the answer may sound obvious, I’m not sure it always is in early-ish stage start-ups. This can be hard. Hitting the number.

Sales Recruiting 264

Sales Recruiting Sales Hiring Finance Engineering 264

SaaStr

JUNE 24, 2022

Your best sales reps can close so much more than your average rep. Move the bottom 10% out and give the best leads to your top performer, and watch sales go up 20%. The best VPs of Sales design comp plans so the team never wants to leave. You should be striving for zero voluntary attrition on your sales team.

Sales Recruiting 217

Sales Recruiting Sales Hiring Scale Customer Success 217

SaaStr

MAY 6, 2021

A CRO owns and directs the strategy over a company’s revenue cycle, but there’s not a set standard for operational or management decisions: in addition to sales and sales development, they might be responsible for customer success, lead generation and pipelines, and even marketing and brand development. Is a CRO right for you?

Sales Hiring 241

Sales Hiring Sales Recruiting Interviewing Revenue 241

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. Recruiting is easier, but the things that don’t change are customers don’t care.

Sales Recruiting 249

Sales Recruiting Sales Hiring Scale VP of Engineering 249

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 268

Part-Time VPE Sales Recruiting Sales Hiring Scale 268

SaaStr

AUGUST 7, 2020

A few factors that contribute to high-performing sales teams: High quota attainment. The best startups invest in their sales teams and work hard so most of the reps hit and exceed quota. Turning over a sales team is very hard on the organization. A great VP of Sales is worth her weight in gold. They have low attrition.

Sales Hiring 323

Sales Hiring Scale Sales Recruiting Compensation 323

SaaStr

MAY 7, 2022

If you want to get into SaaS sales, start at SDR and knock it out of the park. You can hear a great story of how Sam Blond, CRO of Brex … started off as our first and best SDR ever at Adobe Sign / EchoSign here: In most well-run SaaS organizations, the VP of Sales is constantly using the SDRs as a farm team for AEs.

Sales Recruiting 195

Sales Recruiting Sales SaaS Management 195

SaaStr

AUGUST 23, 2022

My general learnings: By 20-30 employees, you should have 1-2 good managers in place such that at least 50% of the company can run based only on weekly staff meetings, 1-on-1s, and “grab me when you need me-s” E.g., a great first VP of Sales that can just handle sales. management team by 50 employees or so.

Part-Time VPE 195

Part-Time VPE Sales Recruiting Sales Hiring Startup 195

SaaStr

MAY 3, 2021

A new edition, new services, an outbound sales team, an account management / upsell team. From $1m to $10m ARR or so, as you build your first management team: You shouldn’t be the VP of Sales Anymore As You Scale. You still need to spend 15-20% of your time in sales. Add a layer. the prospects).

Part-Time VPE 273

Part-Time VPE Sales Hiring Sales Recruiting Outsourcing Services 273

ChurnZero

NOVEMBER 29, 2022

When I ventured out to build my first Customer Success department at a tech software company, my leadership team thought I was nuts. At the time, I was a sales engineer, and my job was to close deals and move on to the next prospect. However, I found there were two flaws in our customer management process.

Customer Success 98

Customer Success Sales Recruiting Technical Review Compensation 98

Buffer Resources

SEPTEMBER 11, 2023

I’ve never created LinkedIn content with the “goal” of lead generation or immediate-term sales. Another cool example I really like is Tito Bohrt — he stands out with the pseudo, “ Sales Mad Scientist ” — which demonstrates confidence and a unique identity online.

Sales Recruiting 52

Sales Recruiting Sales Hiring Scale Social Media 52

SaaStr

DECEMBER 30, 2022

Could he or she recruit a better team? Often, just one great new VP of Marketing or Sales or Customer Success or Product will tilt the curve enough that you’d back to Better Growth. Not < 30%-40% … where it clearly isn’t quite working. Raise (more) capital? Or even if you are great, is it just time for a change?

Sales Recruiting 227

Sales Recruiting Customer Success SaaS Management 227

SaaStr

JANUARY 25, 2021

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. I should have invested a little more in sales reps, more quickly, one we had some initial traction (see above). Should Have Spent Even More Time Recruiting & Upgrading the Team.

Sales Recruiting 265

Sales Recruiting Sales Hiring Scale SaaS 265

SaaStr

SEPTEMBER 25, 2020

379: From how many reps to hire, to compensation models, here are the top 10 mistakes founders make when hiring their first sales teams and how to avoid them. Announcer: In today’s SaaStr Insider, SaaStr CEO and founder, Jason Lemkin, shared the top 10 mistakes founders make when hiring their first sales team.

Sales Hiring 178

Sales Hiring Sales Recruiting Scale Sales 178

SaaStr

MARCH 19, 2021

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. But the top VPs of Sales know you have to get it going soon. Never will. That hits quota or better. Never will.

Sales Recruiting 324

Sales Recruiting Sales Hiring SMB Engineering 324

SaaStr

JANUARY 24, 2024

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. Define your ICP as early as you can and segment your sales team accordingly.

Scale 231

Scale Sales Hiring Scaling Revenue 231

ChurnZero

DECEMBER 21, 2023

Designing a successful post-sale strategy requires choices, says CXology’s Tim Conder. You can find even more of Tim’s answers on the CXology blog here. You can find even more of Tim’s answers on the CXology blog here. A: First, it matters how you recruit. Here’s the webinar in full.

Sales Recruiting 52

Sales Recruiting Scale Customer Success Sales 52

SaaStr

NOVEMBER 21, 2020

We’ve written a lot on SaaStr on how to increase the odds your first management team is a success. How to hire a great VP of Sales (tons on that here ). What a great VP of sales really does. How to manage customer success. About recruiting and helping you scale. When to hire her (more here ).

Sales Hiring 355

Sales Hiring Scale Sales Recruiting Engineering 355

ChurnZero

JANUARY 25, 2024

Skillset 1: Sales acumen In 2024, driving revenue is a primary responsibility of CS. This means that sales acumen is no longer just a bonus for CS professionals—it’s a new baseline for many companies. Customer success manager roles The CSM role is becoming more strategic, with increased responsibility for driving revenue.

Customer Success 52

Customer Success Sales Recruiting Sales Hiring Scale 52

SaaStr

NOVEMBER 16, 2021

In 2008, he founded Yammer, an enterprise software company that David grew to 500 employees and $60 million in sales. Head of Sales. Positions Needed: Enterprise AEs, Mid-Market & SMB AEs, SDRs, Sales Ops, Sales Engineer. Positions Needed: Demand Gen, Product Marketing, Sales Enablement, Events/Community.

CTO Hire 249

CTO Hire Sales Hiring Sales Recruiting CTO 249

SaaStr

MARCH 10, 2020

That was the most over the top entrance that the sales leader for a company that moves boxes around the world has ever gotten. So we did about 442 million in sales last year. The top 25 freight forwarders combined to do 100 billion a year in sales. Rely on your success, know you are doing something right and scale faster.

Scale 199

Scale Sales Hiring Sales Recruiting Scaling 199

SaaStr

NOVEMBER 19, 2020

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. We’ve talked about this a lot on SaaStr, but hiring a true VP of Sales before you have 2 reps hitting quota (and thus a repeatable, if not yet fully repeating process) is too early. Earlier is better.

Part-Time VPE 363

Part-Time VPE Sales Hiring CTO Hire Scale 363

SaaStr

JANUARY 15, 2021

You might also include developers on sales calls from time to time — it makes everyone feel heard. The CEO of Dominoes recruited his Head of Technology personally, telling him that his realm was the most critical thing Dominoes was going to do in the next decade. 3 Assign problems, not tasks. 4 Provide executive enthusiasm.

Sales Recruiting 163

Sales Recruiting Development Software Review Management 163