Dear SaaStr: Should You Hire Someone That Seems Good … But Always Job Hops?
Dear SaaStr: Should You Hire Someone That Seems Good … But Always Job Hops? I know there are a lot of views on this question, and job hopping has certainly accelerated in the Age of AI. But I’ve reflected on many years of hiring here, and for me at least, here’s...
Dear SaaStr: What Sales Comp Plan Should I Use For Our Very First Sales Rep?
Dear SaaStr: What Sales Comp Plan Should I Use For Our Very First Sales Rep? At the end of the day you have to solve for two things: A plan that gives the reps a living, fair wage; and A plan that you know and feel is accretive to the company. Sales reps have to be...
Dear SaaStr: What Were The First Five Hires You Made After Product-Market Fit?
Dear SaaStr: What Were The First Five Hires You Made After Product-Market Fit? My first 5 hires at Adobe Sign / EchoSign, beyond the core founding+ team, once we had paying customers and first, if early, product-marketing fit: #1: Full-time sales rep at $8k-ish MRR....
The Top 10 Mistakes People Make When Hiring a CRO / VP of Sales with SaaStr CEO and Founder Jason Lemkin
Hiring a VP of Sales isn’t new, but the conversations have evolved as the world has. SaaStr CEO Jason Lemkin shares the top 10 mistakes he sees.
Should Your VP Sales Start Off as a Player-Coach?
The moment comes when it’s time to hire your first VP Sales. We’ve talked in the past about the 48 Different Types of VP Sales, What a VP Sales Really Does, and even given you a Script to Use When Interviewing a VP Sales. So then that time comes....
Dear SaaStr: What Role Do Founders Play Once They Hire an Outside CEO?
Dear SaaStr: What Role Do Founders Play Once They Hire an Outside CEO? Let me take a slightly different take on the question. Maybe you are really asking – “Am I still on the hook if we hire a ‘real’ CEO to run the company? ‘Cause...
The Three Most Important Things To Look For When You Hire Your First VP of Sales
You just can't hire a VP of Sales that hasn't themselves hired a few great reps before At least 2 good sales reps before, that hit or exceeded quotas pic.twitter.com/8f0qiUVPxV — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) February 10, 2024 We’ve talked a...
Dear SaaStr: How You Deal With Long Sales Cycles, E.g. 7-8+ Months?
Dear SaaStr: How You Deal With Long Sales Cycles, E.g. 7-8+ Months? "What's the best way to shorten a long saled cycle from 6 months to 4-5 months? Hire a truly great CRO / VP Sales. They know how to do this. They know how to move deals faster. How to talk to...
Dear SaaStr: What’s #1 On The Path to Becoming a Great VP of Sales?
Dear SaaStr: What’s #1 on the path to becoming a great VP of Sales? Each story is different, but there is one clear penultimate step: recruiting and managing a small sales team yourself. From scratch. What 95 times out of 100 is a recipe for failure is jumping...
Yes, Your CRO / VP of Sales Also Has to Be a Great Salesperson Themselves
"Hiring a seasoned CRO / VP Sales can make sense. But you have to make sure they still want to be … a CRO / VP Sales. That they still want to spend 100% of their time selling. Not being a COO, or President, etc. Not everyone really wants to sell...
The Problem With Junior Marketing Hires (And What a True VP Costs)
"Once you have any customers at all, hire a head of marketing. You really can't hire a VP of Marketing too early. If they just get you another 20%-50% leads, they'll more than pay for yourself. But that doesn't mean hire someone junior that can't...
I Hired My VP of Marketing at $20k MRR. It Wasn’t a Week Too Early.
"Once you have any customers at all, hire a head of marketing. You really can't hire a VP of Marketing too early. If they just get you another 20%-50% leads, they'll more than pay for yourself. But that doesn't mean hire someone junior that can't...
Dear SaaStr: How Do We Close Bigger Deals?
Dear SaaStr: How Do We Close Bigger Deals? If you already have a few bigger deals under your belt, but most are smaller … a few higher-level suggestions: #1. Hire a Very Good CRO / VP of Sales that has sold at your “high end” price point. They will be much better at...
