In my career, especially on the “upMarket / Enterprise” side of responsibilities, I’ve always enjoyed the concept of team selling. There is nothing quite like having a well oiled machine, where multiple smart people are collaborating and working on a collective strategy to help a customer be successful. This works extremely well when each role... Continue Reading →
Journey From Idea to $100MM
Last week I talked about emotional journeys. Today I want to talk about a different type of journey. One of my absolute favorite things about being in the SaaS world is the sheer audacity it takes to go from literally an idea to a large (potentially public) company in a matter of years. Its literally... Continue Reading →
Emotional Journeys
Its been 20 years since I graduated from Santa Clara University. Looking back on my career so far I can definitely say I've ben mostly fortunate and have plenty of successes and high points to look back on. I've also met so many incredible people and learned a lot along the way. I've held nearly... Continue Reading →
7 Keys For Partnering With Consulting On SaaS Deals
*This is a guest post from the man, the myth, the legend Dan O'Leary. He is one of the most well-regarded employees @ Box and serves as the Chief Solutions Architect on the Consulting team, working with our largest and most complex deployments. He also loves cat videos and Funyuns.* Modern SAAS applications are often orders of magnitude easier... Continue Reading →
Time For Sales To Call A Truce With Customers
My goal with this site was to create a place for me to share my experiences in SaaS sales as well as to provide a forum for others to do the same. Today is the first of (hopefully many) posts from other contributors sharing their thoughts and insights. This is a re-post from Russ Thau,... Continue Reading →
Talks for Entrepreneurs with Dana Stalder of Matrix Partners
Over the past few years I've been fortunate to get to know and incredible business leader and mentor in Dana Stalder @ Matrix Partners. He's seen a lot in his years as a business leader and VC, including working with great companies like Netscape, Paypal, Zendesk, Hubspot as well as a crop of up and... Continue Reading →
How to Construct a SaaS Sales Machine
Every company needs to face this question multiple times in their life cycle: What is the best way to maximize our growth and how should we build a sales department to capitalize on our market potential? The answer is never simple. The answer will likely change from quarter to quarter, year to year. There is no perfect playbook... Continue Reading →
5 Ways to Fortify and Energize Teams
After one of my first posts an ex colleague of mine, Cam Hardaway, sent a thoughtful question in response. He asked: "In your experience as an IC and people manager, can you elaborate on what tends to energize and create happiness for the people around you?" I replied with the first 5 bullets I thought... Continue Reading →
Hire Slow and Fire Slow! Diamonds in the Rough!
A few weeks back I wrote a post about hiring and what I look for in candidates in order to build a world class sales team. Consider this a companion piece on the other end of the spectrum, firing. Being in management you'll hear the phrase "Hire Slow, Fire Fast" a ton. While I do... Continue Reading →
A Practical Guide to Closing More SaaS Deals
I've been managing sales reps for 6 years now and helping them win deals is obviously a significant part of my job. When they succeed, I succeed! There are lots of ways managers go about helping their teams achieve success. One of the most common strategies in SaaS is a periodic event called a "Deal... Continue Reading →