I help mentor CEOs on executive hiring all the time. One common refrain I hear when we’re talking about requirements for the job is about something I like to call The Mythical Playbook. If I only had the exec with the right playbook, thinks the hiring CEO, all my problems in that executive’s area would be magically solved.

I once hired a senior executive with that same mentality. They had the pedigree. They had taken a similar SaaS company in an adjacent space from $50mm to $250mm in revenue in a sub-group within their functional area. They had killer references who said they were ready to graduate to the C-level job. They had The Playbook! 

Suffice to say, things did not go as planned. I ignored an early sign of trouble, at my own peril. The exec came to me with a new org chart for the department, one with 45 people on it instead of the 20-25 who were currently there. I believed the department was understaffed but was surprised to see the magnitude of the ask. When I pushed back in general, the response I got was “I plan to overspend and overdeliver.” Hmm, ok. I don’t mind that, although a more detailed plan might be useful.  

Then I pushed back on a specific hire, pointing to a box in the org chart with a title that didn’t make sense to me. The response I got was “Yeah, I’m not entirely sure what that person does either, but I know I need that, trust me.” Yikes. 

There are two reasons why The Playbook is mythical. 

The first reason there’s no such thing as a Playbook for executives is that every situation is different. No two companies are identical in terms of offering or culture or structure. Even within the same industry, no two competitive landscapes are the same at different points in time. If life as a senior executive were as simple as following a Playbook, people would make a zillion dollars off publishing Playbooks, and senior executive jobs would be easier to do, and no one would get fired from them.

Now, I’m not saying there isn’t value in analogous experience. There is! But when hiring an executive, you’re not solely looking for someone who claims to know all the answers based on previous experience. That is a recipe for blindly following a pattern that might or might not exist. The value in the analogous experience is in knowing what things worked, sure, but more importantly in knowing when they worked, why they worked, under what conditions they worked, what alternatives were considered, and what things fell apart on the road to success. A Playbook is only useful if it can be applied thoughtfully and flexibly to new situations.

The second reason there’s no such thing as a Playbook when it comes to hiring executives is that the person who might have written the Playbook is actually not available for your job. Most CEOs start a search by saying, “I want to hire the person who took XYZ Famous Company from where I am today to 10x where I am today.” The problem with that is simple. That person is no longer available to you. They have made a ton of money, and they have moved beyond your job in their career progression. What you want is the person who worked for that person, or even one more layer down…or the person who that person WAS before they took the job at XYZ Famous Company. Those people are much harder to find. And when you find them, they don’t have the Playbook. They may have seen a couple chapters of it, but that’s about all.

In the end, the department I referenced above was more successful, but not because of adherence to the new exec’s entire Playbook. The Playbook got the department out over its skis – we overspent, but we did not overdeliver. The new exec ended up leaving the company before they could implement a lot, and that person’s successor ended up refocusing and rightsizing the department. That said, the best thing the department got out of the exec with the Playbook was their successor, which was huge — one element of a strong exec’s Playbook is how to build a machine as opposed to just playing whack-a-mole and solving problems haphazardly.

(Note – I am using the singular they in this and in other posts now, as Brad. Mahendra, and I chose to do in Startup Boards. I don’t love it, but it seems to be becoming the standard for gender neutral writing, plus it helps mask identities as well when I write posts like this.)

• Feld Thoughts
  Brad talks about comp for outside Board members
  (tags: Entrepreneur compensation)

OnlyOnce Now MultiLingual

If you look in the left sidebar of OnlyOnce, you will now see a box that says “Translate This Page” with a dropdown that lets you pick the language.  Google Translate takes over from there and does the heavy lifting. 

Global world…awesome service.  Thanks, Google!

Thanks Brad and Ross for the tip.

• Feld Thoughts: Falling Down and Getting Back Up
  Brad’s colorful, quick posting on “how running is like entrepreneurship.”
  (tags: Entrepreneur VC)

How to Negotiate a Term Sheet with a VC, Part IV

Brad is making  new postings easy this week.  Here’s another good one from the VC’s perspective on liquidation preference.

(This is the seventh and final post in a series documenting the work I did in Colorado on the Governor’s COVID-19 Innovation Response Team – IRT.  Other posts in order are 1, 2, 3, 4, 5, and 6.)

I’ll start the final post in this series by sharing the overview and retrospective deck that we created my last day and the two days after.  Governor Polis is going to share this with the National Governors Association in case other states are interested in our model or learnings. This pdf, which you’re welcome to download or just view in SlideShare, is a good overview of what we did and where things stood as of Saturday, March 28, noting that by the time you’re reading this post, half of it may be obsolete! 

I am normally a small government guy.  But not when this kind of thing hits. This whole thing calls for consistent national government response to the disease – potentially even global government coordination at a level we’ve never seen before (let alone the level that’s fashionable these days).  I’m not sure I’d want a Chinese style lockdown (although that may prove to have been effective), but South Korea’s pattern of learning from SARS and MERS, bulking way up on labs, reagents, epidemiologists, ventilators, etc., and then passing legislation that allows for deeply intrusive tracking in case of a public health emergency like this seems to be the way to go.  

Certainly, leaving responses up to individual states, counties, and cities is a problem.  It’s inefficient and on average ineffective, although I think our group made some extraordinary progress on a few fronts.  But the scale of the effort in an individual state of 6mm people with the associated resources just pales in comparison to what a strong federal response would be.  Of course…the federal government has to actually believe in the need for a rapid and comprehensive response and have the wherewithal to pull it off for that to work.

As for our federal government’s economic responses, that’s a different story.  At some point, the government literally won’t be able to afford to fill in the economic holes left behind by the virus (you could argue that we can’t even afford the $2T we’ve already ponied up since we are terrible at saving money when times are good and run huge deficits even then).  I’m not sure what will happen then.  

But government aside, I hope the response across the country and the world is enough to take the edge off this disease long enough for supply chains and healthcare systems to be able to properly respond.  I hope that people who have the means will continue to support local businesses and individual/freelance service providers like housekeepers, gardeners, music teachers, tutors, and coaches through this stretch, even if those people aren’t able to provide those services.  And I hope all the people who are on the ground working the problem – from frontline healthcare workers to my new friends in the Colorado state government and on the volunteer side – get the recognition they deserve for the extraordinary efforts they are undertaking to drive solutions and get everyone through this.

Special thanks to Governor Polis and his staff for the opportunity to do this work, to Brad for roping me into it and then letting me rope him into leading the private sector side, and to Kacey, Kyle, and Sarah, my new friends, for making it all work and for continuing the work after I left.

I’m thrilled to announce The Daily Bolster — a quick-hitting podcast for startup leaders scaling their businesses. It’s the actionable insight you need to scale—in about 5 minutes. The first episode drops this coming Monday.

Our team created The Daily Bolster for folks in the startup world who — like me — want to hear from industry experts of all backgrounds, but don’t always have the time to listen to full length interviews, even at 2x speed (which usually ends up sounding like Alvin & The Chipmunks, anyway).

Instead, we’re getting straight to the point. GTTFP, as Brad says.

Starting next week, I will be joined every day by experienced operators and industry experts who share their real-world experiences and practical advice. Each day of the week, we’ll cover a different topic or theme:

• Monday: CEO Tips & Tricks
• Tuesday: Scaling Yourself & Your Team
• Wednesday: The View from the Board Room
• Thursday: Ask Bolster (this one will be more like 20-30 minutes to go deeper with someone)

The schedule is jam-packed with dynamic guests and punchy interviews. Whether you tune in every day, when you see a guest you’re especially interested in, or only on Tuesdays, we’re so excited to share these conversations with you.

In Week 1, I welcome Gainsight CEO Nick Mehta, board member extraordinaire and marketplace guru Cristina Miller, Union Square Ventures partner Fred Wilson, Helpscout CEO Nick Francis, and Bessemer Operating Partner and veteran CFO Jeff Epstein. They’ll share their practical advice and real-world experiences around professional development, company culture, startup strategy, and tips and tricks for executive growth.

Check out the season preview to learn more. You can also sign up for email notifications, to make sure you never miss an episode. The daily email will also include a pull quote and clips in case even the 5-minute version is too long for you.

You can subscribe to The Daily Bolster on these platforms: Bolster, YouTube, Apple, Google, Spotify, Amazon, Stitcher, Pandora, and Castbox, plus we’ll put each episode up on LinkedIn and Twitter. You should either follow me (T, LI) or Bolster (T, LI) on those to see the content.

• Feld Thoughts
  Brad has a good posting today about entrepreneur accountability — along the lines of my “Forecast Early and Often” theme. — /2005/11/notsocounter_cl.html
  (tags: VC Entrepreneur)

When a group of us had dinner back in May, Brad posted that it was remarkable that 4 of the 6 people had blogs. Then Amy started a blog, making it 5 of 6. Today, Mariquita and her friend Sharon launched their blog about wine, making it a clean sweep.

There is almost a complete dearth of blog information and commentary about wine. You can tell — the URL she was able to get on Typepad was wine.blogs.com! When Mariquita and I went looking into other wine blogs a couple months ago, all we found were one or two somewhat lame ones, one not updated since February, one not updated since April, none with interesting information that helps average people learn more about how to buy, pair, and enjoy wine.

I think this will be a fun single-topic blog. Enjoy the first posting, and welcome to the blog world, Mariquita and Sharon!

What Separates Good Teams from Bad Teams?

Every once in a while, I have a conversation that forces me to distill an idea to a sound bite – those frequently become blog posts.  Many happen with members of my team at Return Path, or my friend Matt on our Saturday morning runs, or my Dad or Mom, or Mariquita.  This one happened at dinner the other night with Mariquita and my in-laws Rick and Carmen.

The subject came up about managing a senior team, and different iterations of teams I’ve managed over the years.  And the specific question we posed was “What are the most significant characteristics that separate good teams from bad teams?”  Here’s where the conversation went…“I believe that 100% of the members of good teams can, 100% of the time”

1. Get outside of themselves.  They have no personal agenda, only the best interests of the company, in mind.  They make every effort to see issues on which they disagree from the opposing point of view
2. Understand the difference between fact and opinion.  As my friend Brad says, “The plural of anecdotes is not data.”  And as Winston Churchill said, “Facts are stubborn things.”  If everyone on a team not only understands what is a fact and what is not a fact, AND all team members are naturally curious to understand and root out all the relevant facts of an issue, that’s when the magic happens

Of course there are many other characteristics or checklists of characteristics that separate good teams from bad teams.  But these feel to me like pretty solid ones – at least a good starting point for a conversation around the conference room table.

I always thought that spam blacklists were well intentioned but problematic for the email ecosystem, since they are vigilantes in action and have no accountability and trackability. Periodically, I’ve even pondered whether or not they violate someone’s first amendment rights. It’s maddening to know you’re a good guy in the email world, you can get put on a blacklist because some anti-spam zealot decides he or she doesn’t like you on a whim, you can’t complain or get off of the list, you may not even know you’re on the list, then you’re downloaded thousands of times by naively trusting or equally zealous sysadmins, and boom — your emails aren’t getting through any more.

Then yesterday, I was looking at what’s probably the first blacklist for blog comment spam, dubbed by Brad Feld as BLAM. I immediately found myself using it myself to prevent my blog from getting overrun by the newest Internet evil. (Of course, I should be so lucky…my fledgling blog has all of one comment on it, but I’m sure there are scores of people ready to comment at a moment’s notice.)

So here we are at the dawn of a new era: the beginning of the blacklist for blam. I’m an early adopter of Jeff Nolan’s pioneering list and proud of it, which made me rethink my view of email blacklists for about five minutes. It didn’t ultimately change that view — email blacklists still have all the problems I mentioned above and have run amok — but it does make me hope that there’s a better long-term solution for stopping blam than the one the world of email has ended up with. Fred Wilson has some good thoughts on better tools for this as well.

Necessity, as always, is the mother of invention, but hopefully the blam blacklist situation won’t get out of control before someone tries to fix it, which may be too late. What I think we need now to solve the blacklist problem is a blacklist of blacklists, but that’s another story for another posting.