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Extra Extra

Extra Extra is a newsletter about the tactics and mindsets that drive early startup sales. I’ve helped dozens of startups get results like a 50x in repeatable revenue and a 400% lift in sales calls per week.

"I'm not built for this"

EXTRA EXTRA A newsletter about early sales from The Extra Group Read in browser “I’m not built to do sales.” So many founders silently carry this self-limiting belief from sales call to sales call. It was a story I told myself a lot, in fact. But the stories we tell ourselves often aren’t true. You know, stories like, "if I catch the next subway, I'll be three minutes late max," or “scrolling before bed definitely won’t give me anxiety or stress dreams.” We tell ourselves we couldn’t possibly...

The first myth of early sales

EXTRA EXTRA A newsletter about early sales from The Extra Group Read in browser The road to startup success is paved with misconceptions. None are more tricky than the myths we tell ourselves about sales. In this three-email series (which I’m affectionately calling “Mythbusters: Early Sales Edition”), I’ll dismantle some of the beliefs that can hold early-stage founders back from building a sustainable business with recurring, reliable revenue. This week we’ll tackle Myth #1: “I can’t sell...

Five counterintuitive tips for cold outbound

If you’ve worked with me before, you know that I’m weirdly into cold outbounding. I wouldn’t say it’s an obsession, as I reserve that designation for the likes of Survivor and Bruce Springsteen -- but yes, I’m a big fan of cold emails as an outreach strategy. At the most basic level, I like cold outreach because it needs to be part of your strategy if you're serious about sales. Relying on referrals or hoping for inbounds will not provide the necessary volume for sales momentum. Beyond this,...

How to not become a zombie startup

“I don’t want to be a zombie startup,” my co-founder said. I’d never heard the term, but I immediately knew what he meant. You can picture it, I’m sure. It can walk… but it’s not able to lift its feet beyond a shuffle. It has some basic human behaviors, but it’s not high-functioning enough to, IDK, spatchcock a chicken or give a TED talk. It’s not dead… but it certainly isn’t alive and thriving. This is an untimely and all-too-common fate for startups. Ruchi Sanghvi put it well: “The most...

Pillar #3: A consistent, customized sales practice

Consistency is the final, critical pillar of early-stage sales. And it's the one that makes everything else possible. In the past two newsletters, we’ve gone through the first two pillars: We’ve got to avoid Hypotheticalsville and climb Mount Market Signal, despite the discomfort, because selling is the way to find product-market fit. When we manage any judgments we hold about selling, and instead build a sales-positive mindset, early sales happen faster and easier. But even with the right...

Pillar #2: A sales-positive mindset

I’ve always been hesitant to explicitly call out the mindset part of early sales work. Founders like you need tactics that will work. You need clarity, and you need it fast. Of course you do. That’s table stakes. So, you learn the tactics. You’re bought into selling as the way to find product-market fit. You know it won’t be easy, but you sit down at your desk, and make your sales plan. And that's when things get interesting. Acting on a sales plan is hard no matter what. It’s especially hard...

Pillar #1: Market signal can only be determined through sales

I believe selling is the most important thing you can do to find product-market fit. This means selling is more important than doing customer research, running discovery calls, or building a product or prototype. Way harsh, I know. I'm dead set on this because real, confirmed signal from the market is exponentially more impactful to your business than hypothetical insights... and the only thing that provides actual market signal is selling. Think about the difference between asking a prospect...

Good sales vs. bad sales

Selling gets a bad rap, and for a good reason. Many of us have been on the receiving end of a sales pitch that felt pushy or manipulative. Maybe the seller wasn't really listening to your needs. Maybe you could feel them pushing too hard to influence your point of view. Maybe it’s impossible to explain but the whole situation just gave you the ick. These crappy encounters are ubiquitous, but they aren’t representative of all sales. They represent bad sales. Good sales is a conversation. It’s...

Extra Extra is a newsletter about the tactics and mindsets that drive early startup sales. I’ve helped dozens of startups get results like a 50x in repeatable revenue and a 400% lift in sales calls per week.