An Unusual Approach for Fixing Seed-Stage Sales

Liam Mulcahy
Unusual Ventures
Published in
5 min readAug 29, 2019

“5–10 paying customers and $1M of revenue”

If you’re a founder at the Seed Stage of the company-building journey, there’s a good chance you’re intimately familiar with the expression above. It represents the first of many sales milestones for a typical (enterprise) startup and is a critical metric to hit in order to raise subsequent financing in the form of a Series A. Reaching this goal from a customer acquisition standpoint also typically indicates that you’ve achieved, or are very close to achieving, Product-Market Fit.

In a time where startups are raising record-setting levels of capital and making/losing eye-watering amounts of money, one would think that getting to that first $1M in revenue, while not easy, would still be very attainable.

The unfortunate reality is this $1M sales milestone is one of the biggest roadblocks that startups slam into.

Most startups never reach it and when others finally do, many are left sputtering between extension rounds or crossing the Series A mark with lasting damage.

If you drill down to analyze the overall conversion rates here, which take into account all milestones (sales, product, team, etc.), it’s made clear that the jump from seed to Series A is by far the hardest to make with 79.4% of companies failing to do so.

The chart above is from a great article by Sebastian Quintero.

This “death gap” between Seed and Series A is also exacerbated by the fact that 82 percent of companies that raised Series A rounds from top investors last year are already making money off their customers. That’s a big shift from 2010 when just 15 percent of seed-stage companies that raised Series A rounds were already making some money, and as recently as 2016, when just 56 percent of the startups nabbing Series A funding were generating revenue.

The good news: the solution to significantly increase your chances of hitting/surpassing the $1M sales goal already exists.

You may be familiar with the idea of Sales Enablement, but for those new to the topic, Sales Enablement can be defined as breaking down the complexity of sales into practical ideas through scalable and repeatable practices that will lead to increased revenue. In the simplest terms, it’s the systematic process of teaching others how to sell effectively.

The same way there are defined steps and processes for the software development lifecycle, a good sales process has the same level of rigor for delivering the highest quality revenue (CLV) at the lowest cost (CAC) in the shortest time (ASC). Sales Enablement programs provide this process to sales reps, regardless of whether they’re in their first year or their tenth, in order to learn a company’s sales methodologies through training, templates, frameworks, playbooks, email sequences, etc.

For companies that have Sales Enablement programs, the results are impressive. According to Sales Hacker:

  • 75% of companies that implemented a Sales Enablement process reported higher sales than in the previous 12 months (with nearly 40% of them reporting growth of 25% or more)
  • 59% of companies that have defined Sales Enablement functions exceeded their revenue targets (including 72% that exceeded them by 25% or more)

If you’re still not convinced, according to a Pitchbook report, Lyft, Zoom, Slack, Uber, PagerDuty, Fastly, Crowdstrike, and over 84% of tech IPOs over the last two years have Sales Enablement programs.

The bad news: until now, Sales Enablement hasn’t been accessible to seed-stage startups.

Here’s my take on why that’s the case:

  1. The seemingly endless amount of sales tips, tactics, books, YouTube videos, podcasts, etc., are created for career salespeople and companies that already have Product-Market Fit and are now scaling revenues for their next $1M, $10M, $100M, $1B+ — not first-time founders
  2. Sales Enablement programs require a significant investment of time, people, and money (roughly a $200K starting point on the low end). Only companies that have hit significant revenue milestones and have medium/large sales teams can afford to build one internally or hire expensive consultants.

That’s why we created the sales arm of the Get Ahead Platform (GAP) at Unusual. It’s designed to take all of the insights, strategies, playbooks, and tactics from world-class sales and sales enablement programs — coupled with my experience as a seller and sales leader — to distill them down for what’s most applicable and most impactful for seed-stage founders and their goals.

By better-enabling founders around sales go to market strategies at the beginning of their journey, when they need it the most, I believe we will allow more companies to survive the seed-to-series-a death gap and become more well-rounded and effective executives in the process.

Closing Thoughts

If you tasked the majority of first-time sellers with the goal of bringing in $1M of revenue with no training, no leads, no sales management, no product recognition…oh, and you have to do it in 18–24 months or you’ll likely lose their job, few would sign up for that.

Yet, this is exactly what’s being asked of first-time founders.

By creating what I consider a Founder Sales Enablement program, I’m excited to take what’s made other software companies and sellers wildly successful and give it to founders who are just getting started.

As a seed stage founder, what is your biggest sales challenge? We’d love your anonymous feedback to take into consideration for future content.

Liam Mulcahy is the Director of Sales GTM at Unusual Ventures and focuses primarily on helping portfolio companies create and scale their go-to-market strategy as it relates to sales and customer acquisition. Prior to joining the Unusual team, Liam worked at MongoDB pre/post-IPO as one of the top sales reps before going on to manage the top-performing sales team worldwide.

Unusual Ventures invests in enterprise and consumer technology companies, focusing exclusively on accelerating founders through their toughest early challenges by providing a distinct advantage to entrepreneurs at the seed phase.

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Liam Mulcahy
Unusual Ventures

GTM at Kleiner Perkins I Previously at Unusual Ventures, MongoDB I Aspiring Product Market Fit Scientist