Dave Kellogg
Technology executive, angel investor, independent director, adviser, and blogger. Formerly CEO of Host Analytics and MarkLogic, CMO of Business Objects and Versant, and independent director of Aster Data, Granular. Currently independent director of Alation and Nuxeo
If Rebranding’s the Answer, What was the Question?
From time to time, every CMO faces a key question: to brand or not to rebrand? Often, it’s right after joining a company and you want to make a big splash. Sometimes, it’s after you’ve been with a company for a while and you and some told-timers are bored with the current branding and want […]
Things to Avoid in Selecting an Executive-Level Job at a Software Startup
This is a sister post to my recent one, Career Decisions: What to Look For in a Software Startup. That piece is all about what to look for when considering taking a job at a software startup. This piece is kind of the opposite: what to look out for when considering an executive job at a […]
Good CEO Habits: Proactively Update Your Board at the End of Every Quarter
I am surprised by how many startup CEOs leave the board hanging at the end of the quarter. As a CEO my rule of thumb was that if a board member ever asked me about the quarter then I’d failed in being sufficiently proactive in communications. In tight quarters I’d send a revised forecast about […]
New ARR and CAC in Price-Ramped vs. Auto-Expanding Deals
In this post we’re going to look at the management accounting side of multi-year SaaS deals that grow in value over time. I’ve been asked about this a few times lately, less because people value my accounting knowledge [1] but rather because people are curious about the CAC impact of such deals and how to […]
Avoiding the Ten-Year Stock Option Trap (and Other Stock-Option Considerations)
I’ve increasingly spoken to startup employees who find themselves in a difficult trap. Let’s demonstrate it via an example: Say you joined a startup in September 2009 as an early employee and immediately received a stock-option grant of 400,000 shares with a strike price of $0.10 when you joined. The company, while having experienced some […]
Stopping Inception Churn: The Prospective Customer Success Review
I think for many sales-aggressive enterprise SaaS startups, a fair amount of churn actually happens at inception. For example, back in 2013, shortly after I joined Host Analytics, I discovered that there were a number of deals that sales had signed with customers that our professional services (PS) team had flat refused to implement. (Huh?) […]
Career Decisions: What To Look For In a Software Startup
So, you’re thinking of taking a job at a startup, but are nervous about the risk, perhaps having trouble telling one from another, and unsure about knowing what’s really important in startup success. In this post, I’ll share what I consider to be a great checklist for CXO and VP-level positions, which we’ll try to […]
Appearance on the Twenty Minute VC: Financing Thoughts, The Private Equity Sales Process, and More
Famed venture capital podcaster and now venture capitalist at StrideVC, Harry Stebbings, released a new episode of the Twenty Minute VC podcast with me as his guest. (iTunes version here.) Harry’s interview was broad-ranging, covering a number of topics including: Financing lessons I’ve learned during prior bubble periods and, perhaps more importantly, bubble bursts. The […]
Communications Lessons from Mayor Pete
Whenever I have the chance to watch a big league politician at work, I always try to study their communications skills in an effort to learn from the best. In a previous post, I presented what I learned watching Congresswoman Jackie Speier work a room, a pretty amazing sight, in The Introvert’s Guide to Glad-Handing. […]
The Market Leader Play: How to Run It, How to Respond
Business-to-business (B2B) high technology markets are all about the market and only less so about the technology. This is primarily driven by corporate buyer conservatism — corporate buyers hate to make mistakes in purchasing technology and, if you’re going to make one, it’s far better to be in the herd with everyone else, collectively fooled, […]
