1/ Stage out the conversation

One conversation is just that: another conversation.

Land a second, and now you’re being “evaluated”.

Don’t try to jam through everything in the first convo.

Do just enough to pique their interest and land that second meeting.
2/ Do your homework

If you’re pitching a customer, use their product,

Read about the company and the person you’re talking to.

Ultimately, this proves that you will do the work to make their lives easier.

It’s so powerful yet so easily overlooked.
3/ Ask about the decision making process

Who is required to make a decision like this?

What would you need to see from me to be able to buy?

How long will it take to make a decision?

These questions give you the roadmap on how to close the deal.
4/ Don’t always demo

Sometimes it’s habit to jump straight into a demo.

If someone wants to talk first, do that.

This could consume a whole first conversation.

Which gives you a great excuse for that second meeting: going thru the demo.
5/ Don’t stick to the script

If you’re going X direction in a conversation and the customer wants to go Y direction, embrace it.

If you’re using a deck, don’t be afraid to jump around.

This is a good thing; it means the conversation is unfolding organically.

Keep it fluid.
6/ Get commitment to a decision-making timeline

“Hey customer,

There are a number of reasons why timing matters, including ability to lock in best possible prices and integration resources.

Is there a reasonable timeframe in which we can mutually agree to come to a decision?”
7/ Conscious pricing

Pricing can be scary.

The best strategy I’ve found: complete transparency.

If the customer pushes back on pricing,

Explain why your company needs to price the way it does.
8/ Always quid pro quo

If someone wants something outside of the normal bounds,

Ie better pricing, new feature commitments, etc.

Ask for something in return!

Ie Ask the customer to pre-commit to serve as a reference or case study should things go well.
9/ Don’t be dissuaded by no

Persistence pays.

Especially in the early days, I’d often email a customer 5-10 times before receiving replies.

No customer would ever be marked as Lost.

Only “Paused, Try Again Later”
10/ Try turnarounds

After a customer says no, come back creatively:

New product offerings

New pricing scheme

New ROI calculator

Anything “new” is a great excuse to re-engage.
And there we have it!

I’m going to be focusing more on practical business building tips going forward.

If you liked this, give me a follow.

LFG đŸ€Ÿ

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I’m torn on how to approach the idea of luck. I’m the first to admit that I am one of the luckiest people on the planet. To be born into a prosperous American family in 1960 with smart parents is to start life on third base. The odds against my very existence are astronomical.


I’ve always felt that the luckiest people I know had a talent for recognizing circumstances, not of their own making, that were conducive to a favorable outcome and their ability to quickly take advantage of them.

In other words, dumb luck was just that, it required no awareness on the person’s part, whereas “smart” luck involved awareness followed by action before the circumstances changed.

So, was I “lucky” to be born when I was—nothing I had any control over—and that I came of age just as huge databases and computers were advancing to the point where I could use those tools to write “What Works on Wall Street?” Absolutely.

Was I lucky to start my stock market investments near the peak of interest rates which allowed me to spend the majority of my adult life in a falling rate environment? Yup.