Category Archives: Silicon Valley

B2B SaaS Metrics 2020 Benchmark Report: A Discussion with Ray Rike and The SaaS CFO

The purpose of this post is to embed the video recording of my recent appearance on Monday Night Metrics with Ray Rike of RevOps^2 and Ben Murray, also known by the sobriquet, The SaaS CFO.

In this fast-paced episode we move through topical discussions of the major SaaS metrics followed by investors and operators alike, and look at the size-segmented benchmarks presented in Ray’s 2020 B2B SaaS Metrics report.

I think the episode is suitable both for the SaaS metrics beginner because we review the basics for most metrics as well as for the grizzled professional because we dive into topical (and sometimes fairly non-obvious) discussions for many of them.

Here’s the video:

Thanks to Ray and Ben for having me!

A Quick Critique of Clubhouse

As you may know, I have been experimenting with Clubhouse over roughly the past six months in several capacities:  as a regular user, an occasional audience participant/questioner, and as the host of a regular room I’ve been running with Thomas Otter, the SaaS Product Power Breakfast.

I love to get involved with new social media platforms early because I’m interested in new forms of media (and the often subtle differences they bring), I enjoy watching early evolution of the products and their usage (e.g., the invention of hashtags or URL shortening on Twitter, the applause convention [1], speaking protocols [2], or the use of Instagram DMs on Clubhouse [3]), I like watching the minimum viable product (MVP) questions play out in real time, and I love to see strategy at work.

So, in that light, here is my quick critique of Clubhouse intended as both critical and constructive.

As a startup- and media-watcher, I’m of the opinion that, after raising money at a $4B valuation in April (and with maybe 50 total employees at the time), Clubhouse appears to have lost significant momentum in the past several months.  Why?

  • The pandemic is winding down.  I think Clubhouse got a significant pandemic tailwind when people were locked in, Zoomed out, and looking for new ways to connect with other humans.
  • Certain communities returned to IRL mode, notably comedians, one of several core Clubhouse communities.  Some of my favorite rooms were in Leah Lamarr’s Hot on the Mike club and it appears that many of those outstanding comedians are back working at physical clubs.  That’s great for them, but not for me — as a Clubhouse user I can’t just login when I’m free and easily find a great comedy room as I once could.
  • It’s hard to reliably find live content.  The key difference between podcasts and Clubhouse rooms is the serendipity of live content (e.g., when I stumbled into a room with John Mayer) and the potential for interactivity [4].  Without those two things, I can just listen to a recorded podcast.  If you can’t find content, what good is the app?  It becomes like cable TV — 500 channels, but nothing to watch.  Every day I am less enthusiastic about firing up the app because I think I’ll either spend half my time looking for something [5] or fail entirely.
  • The app doesn’t get the most basic thing right:  language.  While I do listen to content in two languages, the app is constantly showing rooms in my hallway with titles (and dialog) in languages that I don’t speak.
  • The app has no room-search functionality.  The single most basic, MVP-level feature is (still) missing:  search in-progress rooms by keyword (or topic) in the title or description.  Not there.  Stunning.
  • The follow paradigm is wrong.  Content discovery is based primarily on people, not topics.  Using myself as an example, I like:  enterprise software, the Grateful Dead, French language, comedy, startups, mathematics, and philosophy.  Just because you like enterprise software doesn’t mean you like the Grateful Dead or topology.  While the app notionally supports topics, they appear ignored in composing your hallway [6].
  • The app does not appear to learn.  While the app does not appear to learn what I like in formulating suggestions in the hallway, it does appear to learn some bad lessons:  e.g., if you actually stumble into a single Russian room it seems to suggest them endlessly.
  • The app breaks trust in machine learning.  In an era of sophisticated users, I’m OK to hide-room numerous times in order to teach the app my preferences.  While hide-room didn’t appear to actually do anything (yet), I was confident that at some point they’d leverage that data to improve my experience.  Then one day hide-room seems to have simply disappeared from the app, so all that teaching appears to have been wasted.  That breaks my trust.  Don’t ask me questions if you’re going to throw away the answers.
  • The app is gameable in odd ways.  It appears that long-running rooms get some advantage in hallway prioritization so there are people who run rooms for days on end (e.g., Scenes From an Airport Terminal) that pollute my hallway, and that now I can’t even hide.  If the app were focused on topics and not people and duration, they could eliminate this.
  • The community has too many hucksters and charlatans.  Everyone seems to be a millionaire, successfully running five companies, a great venture investor, and yet still somehow need $99 from you to take their masterclass.  Just reading the bios of the moderators in many rooms makes me feel vaguely ill.  Hearing the advice these people give to would-be entrepreneurs makes me feel worse.  Don’t get me wrong, some rooms are amazing and offer an experience you can find nowhere else.  But a lot of Clubhouse feels like the vapid self-help section of a bookstore.  Oh, and don’t forget your laser eyes before going into the crypto rooms.

What to do about it?

  • Strategically, Clubhouse seems to have missed the systematic expansion memo (e.g., Amazon from books to DVDs to cameras and onward, or Facebook from Harvard students to Ivy League students to college students to broader groups).  I think their decision to port the app to Android before coming even close to completing it (e.g., content discovery, search) was a big mistake.  They need to focus on completing the app first.  Get to MVP before porting the app.
  • Systematic expansion includes not only product but community.  Just as they need to prioritize their product features to complete the product in a logical order, they need to decide which communities they want to serve (and, no, “creators” is not a sufficiently focused community definition).  I think comedians may be gone for good because the time that people want to hear them is precisely the time they are out at work.  But there are lots and lots of communities on Clubhouse they can try to develop (e.g., Silicon Valley VC/startups which had an early focus but seems to have faded away, crypto, activism, real estate, investing).  Just pick some and complete the app for them.
  • Appoint community mangers.  In addition to product managers to drive functionality, appoint and empower community managers and not just to makes rules about content [7] but to help build the community in a given topic area.  Just as retailers have category managers (someone responsible for, e.g., swimwear at a business level) so should Clubhouse have community managers.
  • Play to your users, not your VCs.  Existing users definitionally were not pushing for Android.  I’m guessing the VCs were — so they could continue to show great adoption.  But what good is great adoption if, after using the app a few times, everyone drops off because they can’t find anything they want to listen to?  Without great content on the app, there is no need for the app.
  • Stay in touch and on the ground.  One of my favorite rooms was cofounder Paul Davison’s weekly introduction [8] for new members (on Thursday evenings) that I assume he’s still running.  I know he runs a weekly Town Hall as well.  Paul is a great spokesperson, communicator, and listener and I love that he stays in such direct touch with his user base.  They just need to add some more systematic strategic focus atop that and some Geoffrey Moore 101 to go with it — complete the app, use-case by use-case and don’t get stretched too far, too fast in the process.

# # #

Notes

[1] Muting and unmuting your microphone in rapid succession

[2] Examples:  Pull-to-refresh (PTR) order.  Or the “this is Dave and I am done speaking” protocol, which is seemingly for several reasons including:  to identify speakers in rooms with large numbers of moderators where you may not be able to find the speaker (e.g., if they are buried three screens down), as a basic courtesy protocol, and for accessibility reasons for people who are unable see the grey ring indicating speaker identity.

[3] A great example of not needlessly building DMs a feature, but instead supporting profiles that link to Instagram and the community quickly embracing Instagram as the default DM method on Clubhouse.

[4] If you want to raise your hand and ask a question and are so selected — itself another issue as I’d been in numerous rooms where people said they waited literally for hours

[5] And because Clubhouse can be and is often best done while multi-tasking, it needs to be fast and easy to find something, e.g., when you’re hopping on the treadmill.

[6] The app suggests if you’re not finding content you want to “follow more people” — not to like more topics.

[7] The narrow definition of community manager is about making and enforcing rules for rooms, dealing with reported speakers, etc.  While such activity is important, it’s table stakes — a community manager should be far more than a security guard, but instead a leader trying to build the community, drive membership, foster and promote rooms, etc.

[8] Even though it was notionally an “introduction” I attended for several weeks just to hear Paul talk about the app and his vision.

ABM is Not B2B and Other Rants on Account-Based Marketing

The other day I read a book  on account-based marketing (ABM), entitled ABM is B2B, and I must say I disliked it.  Capital D disliked.

My Thoughts on the Book:  ABM is B2B
Why?  It struck me as the kind of buzzword-laden, hype-filled, superficial-case-study-driven, strawman-arguing, compound-adjective-using [1] marketing book that seems to deliberately complexify marketing, perhaps in an attempt – as marketers sometimes do – to perpetuate the idea that marketing is a dark art best left to wizards and gurus and basically everyone else should, well, GTFO and leave us alone as we blaze the trail to ABM in the name of alignment.

A marketing book written in marketing copy style.  For marketers.   Sentence fragments.  Big claims.  Lots of benefits.  Testimonials (-ish).  Few features.  Only after finishing the book, did it really sink in that the book was a sequel [2].  Perhaps that was the problem.  I’ll never know.

I must confess the book irked me before I could open the cover.  Let me get this off my chest:  ABM is not B2B.  ABM means account-based marketing.  B2B means business-to-business [3].  They’re not the same.  QED.  Thanks, I’m here all week.

Perhaps “ABM is B2B” is an attempt to generate a pithy metaphor like “the medium is the message” (McLuhan),  “chaos is a friend of mine“ (Dylan), or “advertising is the rattling of a stick inside a swill bucket” (Orwell).  But it doesn’t even work as a metaphor.  It’s like saying “fruit are apples.”  No.  Apples are fruit.  Just as ABM is one type of B2B marketing.

But when the authors are cofounders of an ABM company, I suppose every marketing problem looks like an ABM problem [4].  When your only tool’s a hammer, every problem looks like a nail.

I was also irked at the outset because — let’s give credit where credit’s due — ABM itself has been so effectively marketed at the C, VC, and board levels.  It reminds me of a cartoon from long ago where an executive is talking to their assistant:

“It’s clear that everyone needs a relational database.  Please go find out what a relational database is.”

Many of the CEOs I work with are in the same situation.  The board knows they need ABM.  They know they need ABM.  But no one’s quite sure what ABM is, and nobody wants to admit it. Hey, I’m a former billion-dollar company CMO and I’m not sure.  So I bought the book to help.  It didn’t.

Let’s have a taste:

And now, with new data, surveys, and customer stories we’ve witnessed, we can see what’s possible when we look at ABM as B2B. In turn, companies that are finding their way and jumping in with their own programs finally can plot where they are on their ABM journey. We call it the B2B Maturity Curve. The curve is simple, yet dynamic. Ask any company if they would prefer to be average or great with their marketing, and you know what they’d say. But they’re not all where they want to be yet. Within this curve is a roadmap outlining the movement from status quo to B2B 2.0 across every key component of ABM marketing, sales, and customer success, making it abundantly clear that most organizations haven’t reached full maturity.

Does that actually say anything?

Nevertheless, there are a lot concepts, quotes, and ideas that I like within the book.  A few examples:

  • The value of marketing is defined by sales.  I wouldn’t say it quite that way, but yes.
  • Some accounts deserve champagne, others sparkling water.  Yes.  As a matter of both company and go-to-market (GTM) strategy, we need to segment the market and then target certain segments [5].  Champagne, to me, is usually part of a long-term, slow nurture program.
  • Your silos should burn to the ground.  I don’t like the passive voice, but yes, sales, marketing, and customer success should all work together closely.  You should burn your silos down.
  • Counting leads for leads’ sake (a so-called vanity metric) is stupid.  Yes.  But only stupid marketers did it.  Strawman. [6].

The book is like a stew made with tasty ingredients that don’t come together into a dish.  Overall, I have three issues with the book:

  • ABM is not B2B. ABM is ABM, one type of B2B marketing appropriate in some situations as a function of company and sales strategy.  This blows the book up on the launchpad for me.
  • Marketing can’t be more aligned to ABM than sales. You’re either aligned to sales or you’re not.  If sales is all-in on ABM, great.  If sales is not, then marketing can’t be all-in — and still be aligned with sales.  If forced to choose among alignment targets, marketing should pick sales every time.  Not ABM idol worship.  Another showstopper.
  • It borders on extremism. The book sometimes preaches what I might call fundamentalist ABM [7] – e.g., MQLs are bad, you should get rid of them as a concept and never think about them again.  No, they aren’t.  When ignorant marketers celebrate MQL volume without caring about conversion, that’s bad.  But you don’t need ABM to fix that; you can do so in other ways.

Enough about the book.  Let’s talk about ABM.  Or should I say B2B?  (I’m so confused.)

My Thoughts on Account-Based Marketing
Here’s my favorite quote on ABM, from a CRO friend:

“If what you mean by ABM is that we should start picking our customers instead of them picking us, then I am in favor.”

Here’s what I often see going wrong with ABM in startups:

  • The board wants it because they want to be helpful, even if they’re not quite sure what it is.
  • The CEO wants it because, well, the board wants it and more focus sounds like a good idea.
  • The CRO doesn’t really want it (think:  don’t fence me in) but grew up in sales and is savvy enough to nod their head in all the right places during discussions.
  • The CMO wants it because the CEO does, it’s a cool marketing buzzword, and a good thing to have on the resume.

What gets implemented is a hybrid where every department does a little ABM.  Salesops whips up an ideal customer profile (ICP), usually not terribly mathematically [8], and a target account list that’s often way too long.  Marketing does some ABM-style programs, such as selective website customization, personalized direct mail, and ad retargeting.  SDRs perform target account research and account-focused outbound.  Sales assigns “focus accounts,” perhaps 10 to 30 per salesrep, so each rep has both a territory and a list of of focus accounts.

What happens?  Everybody gets a little taste of ABM and not much changes.  Those focus accounts?  Well, if my territory is New Jersey plus 20 focus accounts, while my manager might bug me once in a while for account plans, if the territory is producing inbound leads and I’m hitting my numbers, well those focus accounts aren’t going to get much focus.

In fact, only when the territory isn’t producing leads will the focus accounts get focus.  How?  When the rep complains to the CRO in a forecast review about in-bound lead volume, the CRO gets to say:  “you’re on the hook for generating 20% of your pipeline so get on phone and bang away on those focus accounts.”  It’s a built-in protection system for the CRO who, per Kellogg’s first rule of sales management [9], knows they need one.

But are we really picking our customers?  When I ran MarkLogic (where we had only about 30 reps) we had one rep whose territory was one account (NSA).  On my first customer visit at Salesforce, I visited an account (Qualcomm) that was also the rep’s only account.  That’s focus.  New Jersey plus 20 “focus” accounts?  Not so much.  There’s tipping your hat to the ABM gods as a demonstration of political astuteness and then there’s actually picking your customers.

This is a high-class problem.  In good markets you can build to $10M, $50M, $100M or more in a purely horizontal way, riding the back of a new, general-interest category. In fact, if you’re riding your way to $500M right now on the back of hot category, there’s a strong argument you don’t need ABM yet and you might grow faster without it.  ABM is not a virtue unto itself.  It’s just another way to grow revenue.

In bad markets you can’t even get to $10M on the back of a hot category (because definitionally, there isn’t one).  This focuses you solving specific problems for customers, usually in specific industries.  ABM comes naturally in these situations as you are unknowingly already executing it as a company-level strategy.  ABM might tighten your focus (e.g., on key accounts within the vertical) and your execution (e.g., integrated cross-channel campaigns).

The second reason companies execute focus strategies early in their evolution is product completion.  If your enterprise software product is MVP-level, and you have four huge customers — a bank, a pharma, a megatech, and a government agency — you are likely to get figuratively drawn-and-quartered by your customers as each pulls you in a different product requirements direction.  A more strategic, chasm crossing approach would be to focus on one of those industries as a beachhead, accumulating customers with more homogenous requirements, and then expanding into adjacent markets via a bowling alley strategy.

At some point, though, most companies — even those who grew up in hot markets — decide that they can grow faster and do bigger deals with an account-focused strategy.  Usually this is done in conjunction with building a channel strategy and rolls out as something like:  we’re going to focus our enterprise direct sales force on accounts bigger than $2B and give the rest to channels [10].  As part of that, we’re going to focus each enterprise rep on somewhere between 5 and 30 accounts.  No territory plus focus accounts.  Just 5 to 30 accounts as your territory, period.

After focus, the thing I like best about ABM is its in-built reality check.  Traditional marketing funnel metrics (e.g.,. MQL to SAL conversion rates) are typically not cohort-based and, more importantly, assume a linear sales flow that simply isn’t the reality in enterprise software.  As I’ve often said in meetings:

People, we’re not selling toothbrushes here.  There’s no simple linear flow from ad-click to landing-page to trial to purchase [11].  These are complex transactions that happen over the course of months involving multiple constituents in different roles (e.g., user, business buyer, approver).  The full cycle is typically measured in quarters, engaged contacts in dozens, and touches by the score.

I love ABM because it constantly reminds you of that truth, to step back and look bigger picture at the engagement progress across target accounts and not just at MQLs and SALs.  That is, however, not to say that we shouldn’t look at MQLs and SALs; we just need to do so intelligently.  Moreover, at every ops review, we should have a slide [13] that looks back at recently closed deals and remind ourselves how much time, how many people, and many touches were involved in closing that deal.

I’ll summarize my views on ABM here:

  • Many startups get pushed to do ABM too early for the wrong reasons.  If you don’t feel the need to do ABM, I’d argue that you shouldn’t.
  • ABM is, however, a muscle that develops slowly so you should probably start your ABM program about 2 years before you think you’ll need  it.
  • The best way to start at ABM is not by asking everyone to do a little, but by asking a select few to do a lot.  Create a small dedicated strategic accounts team focused on the customers you want to pick and consisting of, e.g., 3 salesreps, 2 sales consultants, 2 SDRs, 2-3 CSMs, and one marketer.  Measure that team not by your regular functional, funnel metrics but first by ARR [13] and then by an ABM scorecard.  If that doesn’t work, fix it.  If it does work, expand it.

In the end, traditional marketing is hanging a sign to attract customers; ABM is stalking customers. (Think:  you don’t know it, but we’re your destiny.)

ABM shouldn’t be conceptualized as account-based marketing.  It’s account-based everything.  Or, better put, account-based go-to-market.  There.  ABM should be ABGTM.

Someone should write a book on that.

# # #

Notes

[1] The attempted humor here is to accuse the book of abusing compound adjectives while simultaneously abusing compound adjectives.  (Think: “I unequivocally deplore people who use highfalutin language.”)

[2] Despite many embedded references to their first book, which I disregarded as cross-sell attempts rather than saw as harbingers of possible sequel disease — where the authors have already said what they wanted to say and are effectively just saying it again, fancier, two-dot-oh-ier.

[3] The old term for B2B marketing was industrial marketing, to separate marketing to businesses from marketing to consumers.

[4] The authors Sangram Vajre and Eric Spett are the co-founders of Terminus, an ABM (their title tag says ABM, not B2B!) marketing software company that has raised over $120M in VC to date.

[5]  In ancient times we were taught the acronym STP:  segment, target, position.  I still like it.

[6] This is one of several strawman arguments in the book.  Long, long ago competent marketers stopped celebrating leads for leads’ sake.  (Apologies for not gender-neutralizing strawman, but I think strawperson doesn’t work.  Ideas appreciated.)

[7] The first time I saw methodology fundamentalism was with Solution Selling.  The book preached that actively evaluating prospects were likely agenda-biased by another vendor and ergo that finding upstream prospects (in pain, but before starting evaluation) produced better leads.  While I get the concept (and it’s an interesting one), I never took it literally — but our salesops people did.  In our initial implementation they actually scored prospects with active evaluations who met BANT criteria as the lowest quality leads!  (Think:  “oh, they’re evaluating, don’t call them back.  Already gone!”)  That’s methodology fundamentalism triumphing at the expense of common sense.

[8] For an early-stage company an ideal customer profile (ICP) must be aspirational.  For a growth-stage company it should be the result of a regression:  identify customers who look like our successful customers.  Which begs interesting questions (that I need to blog on later) about what “look like” and “successful” mean.

[9] Sales managers are some of the biggest hard-asses on the planet because they spend their careers managing salespeople, some of the most demanding employees on the planet.

[10] You might tier your sales structure here as well.  For example, $2B+ accounts to a field-based enterprise team, $1B to $2B to a hub-based, mid-market team, and <$1B to channels.

[11] You can view Quip’s 30 day no-questions-asked return policy as an in-built trial.

[12] Based on a detailed quarterly study of a handful of representative accounts, perhaps by segment.

[13] While it won’t happen immediately, let’s not forget the goal isn’t “to do ABM” for ABM’s sake, but to generate higher sales productivity.  If, over time, we don’t see that — well, why are we doing this again?

The Three Un’s of Founders

[Edited 4/16, see notes at bottom]

I’ve worked with scores of founders and companies over the years and I’ve come to make bright-line distinction between founders and managers.  Let me demonstrate it with a story.

One day long ago I was in a board meeting.  We were discussing the coming year’s budget.  The hotly contested question was:  do we spend $8M or $9M on R&D?  After much wrangling, the board agreed that we should spend $8M.  The meeting adjourned shortly thereafter.  The VCs left first and I was walking out of the room with only the founders.  The CEO said to the CTO as we were leaving, “spend the $9M anyway.”

My jaw hit the floor.  I was aghast, dumbfounded.  What the CEO said was literally incomprehensible to me.  It wasn’t possible.  That’s just not how things are done.

At that moment I realized the difference between a manager and a founder.

As a professional manager [1], we grow up climbing the corporate hierarchy.  We have savoir faire.  We know the rules.  We disagree and commit.  We horse trade.  We split the difference.  But, unless we want to do a deliberate end run to the person in charge, we abide by the decisions of the group.  We are team members in an organization, after all.

Founder aren’t.  While they may strive to be some of those things, in this case, the founders were fresh from university, with little work experience and certainly no ladder climbing.  This wasn’t some organization they were part of.  They started it, based on their research.  It was their company.  And if they thought it spending an extra $1M on R&D was the right thing to do, well, they were going to do it.  That’s a founder.

I write this post in two spirits:

  • To former-manager founders [2] as a reminder that you are now a founder and need to think like one.  It’s your company.  Your investors and advisors will have plenty of opinions but if you end up buried, you will be buried alone.  Unlike your VCs and advisors, you have but one life to give for your company [3].  Act like it — you’re not an EVP at BigCo anymore!
  • To investors [4], advisors, and startup execs as a reminder that founders are not managers, even though sometimes we might like them to act more as if they were.

Example:  a founder is raising a seed round off $1M in ARR and a VC is asking a lot of questions about CAC and LTV.

  • Manager response:  “Well, I know a CAC of 1.7 is high but we are ramping quickly and carrying a lot of unproductive sales capacity that hurts the CAC ratio.”
  • Founder response:  “This is a seed round.  I have two barely qualified SDRs and me selling this stuff.  We don’t have a sales model, so why are you calculating its efficiency?  The only thing we’ve been trying to prove — and we’ve proven it — is that people will pay for our software.”

The manager tries to be reasonable, answer the question, and preserve optionality in raising money from this target.  The founder highlights the absurdity of the question, wonders if this is a VC that they want to partner with in building their company, and isn’t shy about letting their feelings leak out.

The first example, combined with many other experiences, has led me to create the three “un’s” of founders.  Compared to managers, founders are:

  • Unreasonable.  Heck, the whole idea of starting a company is unreasonable.  Taking it to $10M in ARR is unreasonable.  Thinking you have the best product and company in the category is unreasonable.  Becoming a unicorn is unreasonable.  There’s nothing inherently reasonable about any of the things a founder needs to do.   In fact, that’s one reason why some founders are successful:  they don’t know what they can’t do.  Don’t expect someone take a series of very unreasonable risks and then be entirely reasonable in every subsequent management discussion thereafter.  It’s not how it works.  We expect every parent to think their child is the greatest and want what’s best for them; the same holds for founders and companies.
  • Uncompromising.  Managers are trained to split the difference, find middle ground, and keep options open.  In essence, to compromise.  Founders can’t compromise.  They know they will fail if they try to be all things to all people; they know the old saw that a camel is a horse designed by committee.  They know intense focus on being the best in the world at one thing is the key to their success.  If one VC on the board wants to go North and another wants to go East, a manager will tend towards Northeast, North, or East.  A founder — because in their mind it’s their company — will make up their own mind about what’s best for the company and potentially travel in another dimension, like up or down.  Getting promoted in a big company is about keeping those above you happy.  Creating a successful company is about getting the right answer, and not whether everyone is happy with it.
  • Unapologetic.  Managers are professionals who are paid to do things right.  Thus, they tend to count negatives like errors and strikeouts.  They apologize for missed quarters or bad hires.  Founders own the team.  They want to win.  While they don’t like errors and strikeouts, they neither obsess over them nor even necessarily care about minimizing them; they’re not trying to keep their resume free of red correction ink.  They’re trying to win in the market and create a leading company.  Errors are going to happen.  Fix the big ones so they don’t happen again, but let’s keep moving forward.  Yes, we missed last quarter, but how do we look on the year?  We don’t belabor the mistakes we made in getting to where we are, we focus on where we are and where we’re going.

I’m not saying all these un’s are great all the time, and I would encourage founders to recognize and appropriately mitigate them.  I am saying that manger-founders, particularly those who founded companies (or took over as CEO) after long successful careers at big tech companies, need to think more like founders and less like managers.

# # #

Notes
[1] Having never founded a company and as someone who has indeed climbed the corporate hierarchy I view myself as a manager — an entrepreneurial, and perhaps difficult, one — but a manager nevertheless.

[2] And, to some extent, first-time CEOs

[3] You are not living, as one friend calls it, the portfolio theory approach to life.

[4] Who probably don’t need the reminder, but the advisors might.

[Edited] I remove the word “successful” from the title as it was a last-minute, SEO-minded addition and a reader or two correctly called me out saying, “plenty of unsuccessful founders have these three traits as well.”  That’s true and since arguing that “the three un’s” somehow separate successful from unsuccessful founders was never the point of the post — they are, imho, what distinguishes founders (or founder mentality) from managers (or manager mentality) — I removed “successful” from the title.

Thoughts on Hiring Your First VP of Sales

There’s some great content out there on the subject of hiring your first VP of sales at a startup, so in this post I’m going to do some quick thoughts on the subject in an effort to complement the existing corpus.

In other words, this is not your classic TLDR Kelloggian essay, but some quick tips.

  • Hire them first.  That is, before hiring any salesreps.  The first VP of Sales should be your first salesrep.  Hire someone who wants to walk (and even discover) the path before leading others.  Hire someone who enjoys the fight.
  • Hire them hopelessly early.  Don’t wait for product availability.  Don’t wait until you’ve hired 3-4 reps and they need a manager.  Don’t wait until you have a bookings plan that needs hitting. Hire them as early as possible.
  • Glue yourselves together for 6-12 months.  You want to spend 6-12 months as Frick and Frack.  Why?  Most founders can sell their idea and their software.  The real question is:  can anyone else?  By gluing yourselves together you will transfer a huge amount of critical knowledge to the sales VP.  That, or you’ll drive each other crazy and discover you can’t work together.  Either way, it’s good to succeed or fail fast.  And the goal is total alignment.  [1]
  • Hire them before the VP of marketing.  I know some very smart people who disagree with me on this question, but as a three-time enterprise software CMO (and two-time CEO) I take no shame in saying that marketing is a support function.  We’re here to help.  Hire us after hiring sales.  Let the VP of Sales have a big vote in choosing who supports them [2].
  • Hire someone who is a first-line manager today.  Their title might be district manager or regional vice president, but you want someone close to the action, but who also is experienced in building and managing a team.  Why?  Because you want them to be successful as your first salesrep for 6-12 months and then build up a team that they can manage.  In a perfect world, they’d have prior experience managing up to 10 reps, but even 4-6 will do [3].  You want to avoid like the plague a big-company, second- or third-line manager who, while undoubtedly carrying a large number, likely spends more time in spreadsheets and internal reviews than in customer meetings.

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Notes
[1] Hat tip to Bhavin Shah for this idea.

[2] A wise VP of Marketing often won’t join before of the VP of Sales anyway.

[3] On the theory that someone’s forward potential is not limited to their prior experience.  Someone who’s successfully managed 4-6 reps can likely manage 10-12 with one extra first-line manager.  Managing 36 through a full layer of first-line managers is a different story.  That’s not to say they can’t do it, but it is a different job.  In any case, the thing to absolutely avoid is the RVP who can only manage through a layer of managers and views the sales trenches as a distant and potentially unpleasant memory.