← The Fractional Playbook

The Worst Sales Call I’ve Ever Had

I wrote down every mistake so you don’t make them too.

The Worst Sales Call I’ve Ever Had

Someone introduced me to a consultant.

I thought we would get to know each other. We might even find a reason to chat again.

Within an hour, he tried to:

  • Add me to his “roster”

  • Sell me a service

  • Get me to bid on a project

  • Test my product

  • Trade client leads

  • Collect my work history

Every topic became a pitch.

Every one of my polite answers sounded like a yes to him.

By the end, I wanted to hit my face against a wall.

Here is how he did it.

Talk too much

He asked about my work. I answered.

Then he took over and didn’t stop.

He told me about his career. Then his company. Then his other company. Then his partners. Then all the important people he knew.

I just stopped asking questions.

and started saying:

“Yup.”

“Cool.”

“Right.”

Those words can also mean: “Please stop talking.”

He didn’t stop.

If you’re selling do this instead

  • Ask one question at a time

  • Listen to the full answer

  • Keep your own story short

  • Stop when the other person stops asking questions

Mistake manners for interest

I said one of his services sounded interesting.

He heard a sale.

He walked me through the offer. Then the choices. Then how to sign up.

I’d shown mild interest. I didn’t ask to buy anything.

A good seller checks first.

  • “Do you want to hear more?”

  • “Are you looking for this now?”

  • “Should I send you the details?”

A short question can save everyone time.

Sell every connection

We had a few things in common. He tried to turn each one into a new deal.

I work for myself. He had a group I could join. He’d take a cut of any work I got through it.

I design websites. He had a website that needed help.

I was building a product. He wanted to test it.

We both knew founders. He wanted to trade client leads.

He owned another company. He wanted me to buy from it.

It felt like a slot machine. Every shared interest gave him another pull.

A shared interest can stay a shared interest.

You can also give someone a useful idea for free.

People can feel when every sentence you say is trying to make money.

Do this instead

  • Pick the best fit

  • Ask if they want to discuss it

  • Give one useful thought

  • Leave the other ideas alone

Name-drop too much

He knew successful people.

I heard about all of them.

Their job titles filled the call. He wanted me to see how strong his circle was.

It made him sound unsure of his own value.

One name may help explain your work. A long list just sounds like you’re bragging.

Tell me what you did.

  • What problem did you fix?

  • What changed?

  • What did the client get?

  • Why should I care?

Results carry more weight than a list of famous names.

Promise work later

He wanted me to take a project. His budget was far below my usual price.

He said there could be more work later. His network might also send work my way.

Maybe.

People offer “more work later” all the time. It costs them nothing.

Future work doesn’t pay for current work.

If your budget is low, offer something real:

  • Cut the size of the project

  • Pay faster

  • Set a firm date for the next part

  • Offer fair ownership with clear terms

  • Bring in the person who can approve the money

Don’t ask someone to take less money because you know useful people.

Give them homework

One request is easy.

Six requests become a job.

By the end of the call, I had several things to send. He had made a list of tasks and handed it right to me.

A good call ends with one clear step.

  • Send the project details

  • Book a demo

  • Make one introduction

  • Review one proposal

  • Setup a call with the person in charge

Pick one.

Earn the next step after that.

Miss all the signs

People will show you when they want to hear more.

They ask good questions. They ask about price. They ask about timing. They bring up other people who need to join.

People also show you when they are done.

Their answers get shorter. They stop asking questions. They say “interesting” a lot.

My signs were clear.

I stayed polite. He kept selling.

Offer everything

He had a lot of things to sell. So he offered all of them.

His side of the call sounded like this:

  • Here are my services

  • Here are the people I know

  • Here is my other company

  • Here is a project

  • Here is another possible deal

I had one question:

Why the f*ck are we talking?

If you can’t answer that in one sentence, stop selling. And ask a question.

My bad

I stayed on the call.

I kept answering. I gave some advice. I tried to make a project work. I didn’t want to be rude.

That was my mistake.

Next time, I will say:

  • “I don’t think I’m the right person for that.”

  • “I’d rather keep this as a first meeting.”

  • “There are too many ideas here. What matters most?”

  • “Please send the project details. I’ll see if we need another call.”

  • “Sorry, but I’ve got a hard stop here.”

Being clear may feel rude for a few seconds.

A bad sales call wastes time.

Keep it simple

A good first call is easy.

Ask what the person does.

Listen.

Explain your own work in a few sentences.

Find one thing worth discussing.

Ask if they want to take the next step.

End the call.

Good selling makes you want another call.

Bad selling makes you want to hit your head against the wall.

One last pitch

Since this whole post is about selling, I’ll keep mine short.

I’m building Juggle for fractional leaders, consultants and solo operators who manage several clients at once.

It takes your meeting notes, promises and next steps and sorts them by client. No meeting bot. No extra homework.

Private beta is free.

Join the Juggle beta

Thanks for reading,
Gev