Top 12 for 12

12! Thats the number of weeks I’ve sent out a Stretch VP Weekly Newsletter. Its funny – I started this to share whatever content and learnings I gleaned from sales leaders I follow and look up to. I thought if I was learning, there may be other sales leaders (or aspiring leaders) that may also find these insights valuable. Its turned into something that kind…

Success During a Downturn

Its no secret that times are weird right now. Nuts. Lots of businesses are struggling to survive. Unemployment is at record levels. From what I can gather – history hasn’t seen this since the\ Great Depression of 1929. Not trying to be insensitive or tone deaf. There is real struggle and its difficult for many. But I’m a believer that positivity breeds success. So…where do…

Top 5 Traits of a First Time Sales Leader

Guest Post by Lianne Gong, Sr. Sales Recruiter at Pluralsight My journey to the Corporate Recruiting world started in 2004. I was finishing school and doing an sales internship with a wealth management company. Once I graduated, they hired me full-time into a sales role. Cold calling, appointment setting, tracking the money I was bringing into the firm. I was better at sales than I…

2x4s, Paper Clips, and Jim Thorpe

Guest Post by Riley Jensen – Stories of Grit, Perseverance and Overcoming Adversity 2x4s When I was young. I had a really cool and unique opportunity. I got to string rackets for Utah State University’s tennis team. My Dad was the Head Tennis Coach at USU, and to save money, they taught me how to string tennis rackets, and paid me next to nothing to…

Leading the Leaders

Who leads the leaders? In Mark Roberge’s book – The Sales Acceleration Formula – he references one of the key traits he hires for is coach-ability. I love this. I also feel like as leaders – we too, need to have this same mindset. As coaches ourselves, we need be coachable. WHO and WHERE do we look to for guidance? History has some great examples of wildly…

Never Mistake Activity for Achievement

My dad references this famous quote quite often. In fact, so much so that growing up I originally thought my dad coined the phrase. So who’s the original author? None other than wildly successful and renown National Champion basketball coach John Wooden. The Wizard of Westwood Wooden earned three straight All-America selections as a guard at Purdue University and was named team captain as a…

Castro Is For Closers

I’ve mentioned this in a prior post HERE, but As a VP of Sales there’s a never ending list of things to do, learn and improve on. I also wrote about the fact that as a Stretch VP, I am constantly on the hunt for new content and advice from those that have paved the way in which I can learn from in my role…

Allies to Motivation

(Guest Post by Riley Jensen) When it comes to sales, it seems that there are a myriad of folks willing to tell you how to stay motivated. It seems that bonus money, sales trips, and gifts are the common motivators that are often given as motivators in today’s work place.  Motivation is always a subject when it comes to leaders. How do we motivate Tommy,…

Coaching Basic Blocking and Tackling as a Sales Leader in SaaS.

A few weeks back, I had an insightful conversation with a seasoned VP of Sales at a well known, scaling tech company. As background, this company has raised over $100M to date and is on an amazing trajectory most of us would love to be a part of. But as we talked – I was caught off guard that she was dealing with some of…

How I use tools like Bear + Notion to Be More Productive

As I referenced in an earlier post, as a VP of Sales (or any leadership role for that matter), you have an endless amount of to do’s, thoughts and digital bookmarks you need to rely on. How do you organize all this and become efficiently productive? After years of stretching and reaching to finding a process that I feel not only saves me time, but…