FastSpring

FEBRUARY 6, 2025

If you’re running a smaller digital business, you may find it challenging to hire great talent. Larger technology companies can pay more, offer more benefits, and provide a more marketable brand on a candidate’s resume. Why is it so hard for SMBs to hire the best talent when competing with big companies?

SMB 107

SMB Sales Recruiting Branding Sales Hiring 107

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? Head of Product. Positions Needed: Enterprise AEs, Mid-Market & SMB AEs, SDRs, Sales Ops, Sales Engineer. Head of Marketing.

CTO Hire 291

CTO Hire Sales Hiring Sales Recruiting CTO 291

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 265

Sales Hiring Underperforming Technical Team Development Team Review CTO Hire 265

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

SEPTEMBER 26, 2019

So up to 100-150K and SMB, we’re at 2K. And actually when we started, I see one face in the room that I recognize, Kurt Freytag, was one of our big customers at the time when I joined. So you were the first sales hire. So my first sales hire was beginning of 2015. So over time, don’t hire resumes necessarily.

Scale 150

Scale Sales Hiring Sales Recruiting Technical Advisors 150

Mucker Capital

APRIL 6, 2023

Or if you have products that require some configuration–think about Salesforce, Segment, things like that–someone needs to set it up. Obviously if you target enterprise customers, you usually have a very large ACV (Annual Contract Value) and the product usually is complex. If you're really starting from scratch, do the product.

Startup 52

Startup Scale CTO Hire Outsourced Development 52

SaaStr

MARCH 12, 2019

How can founders know when is the right time to make the move from SMB to enterprise? In terms of the marketing, how does that change? Because one message isn’t necessarily always transferable when considering kind of SMB to enterprise. Marketing changes quite a bit. I came back to North America.

Scale 214

Scale Enterprise Scaling Sales Hiring 214