SaaStr

APRIL 14, 2025

Head of AI Dialpad: How to Build AI at Scale GTM/ B2B Speakers: CEO HubSpot Yamini Rangan: Going More Multiproduct, Going More AI, and Going More SMB and More Enterprise CEO Dropbox Drew Houston: DropBoxs Third Act: AI & Content Intelligence CEO Calendly, Tope Awotona Open AMA and AI in 2026 CEO Clio, Jack Newton: Reaccelerating Vertical SaaS to (..)

VP of Engineering 204

VP of Engineering CTO Coach VPCs (Virtual Private Cloud) Scale 204

SaaStr

AUGUST 19, 2021

Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $1m-$2m ARR. ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur? What skills should he or she look for? A bit more here.

Sales Hiring 293

Sales Hiring Part-Time VPE VPCs (Virtual Private Cloud) Startup 293

SaaStr

SEPTEMBER 26, 2022

Here are some rough rules: You want a VP of Everything (Sales, Marketing, Product, Eng) by about $5m ARR, and ideally, Sales and Marketing well before that. ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. How can a CEO hire those C-level positions for the first time as a CEO and entrepreneur?

Sales Hiring 284

Sales Hiring Part-Time VPE VPCs (Virtual Private Cloud) Startup 284

SaaStr

MARCH 8, 2021

One thing all of us that have been doing SaaS for a while have learned is that, back in the day, we didn’t do a good enough job of specialization, especially in sales. We’ve learned to build up a specialized sales team from BDRs to SDRs to segmented AEs, so openers are opening, qualifiers are qualifying, and closers are closing.

Sales Hiring 322

Sales Hiring VPCs (Virtual Private Cloud) Scale Engineering 322

SaaStr

NOVEMBER 19, 2020

ARR VPCS: $2m ARR VPP: $3m-$4m ARR VPE: $5m-$6m ARR CFO: $10m ARR COO: $20m ARR. 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. I’ve made the same mistakes you have, and I’ve lucked into a few great VPs early (marketing, product and sales).

Part-Time VPE 363

Part-Time VPE Sales Hiring CTO Hire Scale 363

SaaStr

AUGUST 8, 2022

Your Sales leaders get the playbook from Lattice, Calendly, Snowflake, Confluent, Brex and So. A New Era of B2B Sales: Three Strategies Growth Leaders Must Implement Today. Learnings from 1,000+ Comp Plans: What to Avoid When Scaling from First Sales Hire to IPO. Karen Tang, VPCS @ Active Campaign.

VPCs (Virtual Private Cloud) 246

VPCs (Virtual Private Cloud) Scale Sales Hiring Scaling 246

SaaStr

APRIL 7, 2021

Often folks they convince to once again be a VP of Eng or VP of Sales. The sales leader that did well, but their startup still didn’t quite make it. A truly experienced VP of Sales, for example, will know exactly how to scale the sales team to hit your revenue goals. Even though they already did that before.

Part-Time VPE 284

Part-Time VPE Sales Hiring Sales Recruiting CTO Hire 284