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The Spotlight · Part Three · The debrief, the engine, the money

Chapter 11The calendar is the proof

1,981 words 8 min read By Sunny Ray

The best pitch deck I own is my calendar. When I want someone to understand what we do, I don't open slides. I share my screen and show them next week. Every block on it is a conversation with a likely buyer or investor. That picture answers their first question before they ask it: does this work? Underneath the picture sits the belief I've come to hold harder than any other in business. Volume is the answer.

A dream about Monday morning

For most of my career I hunted meetings the expensive way. Conferences, ads, posts, parties, the whole circuit. Some of it worked some of the time, and none of it scaled. A couple of years ago I told an investor what I wanted instead:

I go to all these conferences, I do Google Ads, I do Twitter, I do live streams, I do all this stuff, right? But I was just having a hard time scaling any of those in a reliable way with roi but one of my goals that was like, man, wouldn't it be cool if I could wake up, like, Monday morning, click a button, and my calendar could just be filled with meetings that were like, high signal

High signal mattered as much as full. I didn't want a calendar packed with people killing time. I said it plainly to a teammate in February:

Not like tire kickers, not where you're, like, wasting your time. And I'm going to show you something. So when I wake up on Monday morning now, that's what my calendar looks like this week. This is my calendar. Last week. This is the calendar.

I could say "now" because of the cold email I nearly deleted, the one from Charles. His system did what the conference circuit never did for me. It filled the week with people I wanted to meet, and it did it while I slept.

Show, don't pitch

So when a founder asks what we do, I show them. One sentence, then the screen:

we essentially help Founders. We make their calendars look like this.

I've said some form of "my calendar looks like this" on more than two hundred calls this year. It works because a deck is a claim and a calendar is evidence. Anyone can put "we generate qualified meetings" on a slide. Few people can scroll through three weeks of those meetings, live, while you watch.

The colours tell the story too. In September I walked a founder through mine:

See, if you look to my calendar on Monday, I probably have 40, the blue ones. So green is. customers, blue is pre-interviews.

The blue blocks are pre-interviews of fifteen minutes each, and most of the action lives there. Those are people who want to come on the show. They are selling themselves to me, which flips the usual order of a sales week on its head:

So the pre-interviews are them trying to get on my show. So I'm not nervous. I'm not scared. My cortisol is like zero

Hold on to that word, cortisol. We'll come back to it.

Two jobs, one picture

When people hire us, the calendar becomes the scoreboard for the first half of the work. Charles and I split the job cleanly, and I describe it the same way almost every time:

Charles, he's responsible for making your calendar look like a Christmas tree. And my job is once that happens. ... to turn these meetings into dollars in your bank account because our goal is not to make you into Joe Rogan.

The Christmas tree is his. The money in the bank is mine. And the second job only exists because of the first. You can't turn meetings into money if you don't have meetings. Most founders I talk to are trying to fix their close rate, their deck or their pricing, when the real problem is visible from across the room. Their week is empty.

What is inside the blocks

A full calendar is only proof if the right people are in it. So it's worth looking at who fills mine. In late September I told a founder about one week of it:

And the irony is like this week I'm probably talking to 30 investors, but guess what? And when I'm doing entrepreneurship the old way, I might have 30 investor meetings in 6 months, right? I have 30 investors this week and the beauty is I'm not pitching a single one of them, they're all pitching me.

Thirty in a week against thirty in six months. That gap is the whole argument for volume in one comparison, and it understates the case, because the thirty this week arrive in a different posture. They came to be on my show. They spend the call telling me their thesis, what they look for in a founder, what they wish they saw more of. If I ever ask one of them for money, I'll already know that much about them, and they'll already know me.

The same is true for customers. Every block holds somebody I picked on purpose, from a list of the companies I most want to know, who said yes because I offered them something. The colour on the calendar is the result. The choosing happened weeks earlier, when we decided who deserved an invite.

Volume is the answer

That brings me to the belief that sits under everything in this book. I've put it bluntly on calls for most of this year:

my overall thesis is that the answer to all of life's problems is volume.

I know how that sounds. All of life's problems is a big claim, and I'm an engineer, so I should defend it. Here's the version I give founders:

If I'm pitching 40 people a day and some other guy's pitching 3 people a month, who's gonna win? Obviously, the guy who has more shots on goal. He's gonna have more data. More chances.

Data and chances are the obvious half. If you pitch forty people, you learn which sentence makes them lean in, which objection keeps coming back, which kind of company buys and which kind wastes your afternoon. Three pitches a month teaches you nothing. You can't tell a pattern from bad luck.

It took me a long time to see the less obvious half. I was not polite about it on one call in September:

I've been doing this shit for 20 years. It took me 20 years to figure this. Out volume solves everything. That's how I can be experimental. I can have low cortisol.

The cortisol problem

Here is what scarcity does to a salesperson. I described it to a founder who'd already had exits and didn't need the lecture, but he nodded the whole way through, because everybody has lived it:

However, the problem we see with most people is as soon as you think about your mortgage or your rent, For putting food on the table, you've essentially lost. Okay, if you have one no-show and now you're like, oh my God, what does this mean about me? Maybe I'm not a good person. Like, you're having all these internal dialogues. And then the next meeting comes a week later. You already show up, you're defeated, it's over.

One no-show, and a founder starts asking whether he's a good person. I've been that founder. When you have two meetings a week, each one carries the whole month. The other side can feel it. Need leaks out of you in the pauses, in how fast you agree, in the discount you offer before anyone asked. Buyers and investors can smell it, and it repels them.

Volume fixes that without any willpower:

But if I have 40 meetings today, I walk into every meeting from a state of abundance. Like, I don't care if one person buys or not. And that is what sells. It's that feeling that sells.

I never heard anyone teach this when I was starting out. The full calendar doesn't just give you more chances. It changes who walks into each meeting. I'm calmer, so I listen better. I listen better, so I ask better questions. And when the answer is no, it costs me nothing:

if somebody says no, I'm like, okay, it's all good, dude. Next, next, next, next, next.

I'm not pretending I don't care about the people. I care a lot. I just don't need any single one of them, and that frees me to care about them instead of about my rent.

How forty a day stays human

The obvious objection is that forty meetings a day sounds like a factory. It would be, if every meeting were an hour. They aren't. The pre-interview is the valve that makes volume possible:

I'm also doing pre-interviews, which are these blue ones, and those pre-interviews are beautiful because you get to meet again. I can talk to 40, 50 people in a day. And you get really good at kind of figuring out where the signal is versus where someone's just a tire kicker

Fifteen minutes is enough to tell. If someone isn't building anything that excites me, I can say so kindly and end early:

And in that first five minutes, if I'm like, oh, this guy is like not somebody who's building something exciting. I can kill the call.

The people with signal get the full hour on the show and the debrief after it. Everyone else still gets fifteen respectful minutes and an honest answer. Volume at the top, depth where it counts. That's the shape of the week on my screen, blue at the top of the funnel, green further down.

The number on your screen

I put the whole idea in one line for a founder in July, and it's the closest thing I have to a law:

The number of people you meet, I mean, obviously qualified people you meet every day. Is. Proportional to how much money you make.

Qualified is doing a lot of work in that sentence. Forty coffees with friends won't move anything. Forty conversations a day with the people who buy and invest in companies like yours will move almost everything, given a few weeks.

And there's one more thing a full calendar gives you, which took me longest to see. Most of those conversations won't close. That's the nature of sales:

So like the whole sales thing is usually just like miss, miss, miss, miss, miss, then hit. But what if we take all the misses and turn into digital media, turn into art?

On a normal sales calendar, the misses are waste. On mine, every miss is a recorded conversation with someone in my market, and that turns the whole calendar into something else. That's the next chapter.

Try this week

1. Screenshot your calendar for next week, Monday to Friday, every block on it. 2. Colour every block by who is on the other side. One colour for people who could buy from you, one for people who could invest, one for partners who reach either. Everything else stays grey. 3. Count the coloured blocks. Write the number at the top of the screenshot.

That number is the diagnosis. If it's under ten, the deck is not your problem yet, and neither is the close rate. Write down where each coloured meeting came from. A referral, an event, a cold email, a post. One of those sources will be doing most of the work. That's the one to scale.

Then do one more thing. Keep the screenshot and take another one in four weeks, after you've run the next chapter. Put them side by side.

If someone asked you tomorrow to prove your business works, and all you were allowed to show them was next week's calendar, what would they see?

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