How To

How to Be Persistent Without Being Annoying

By Chris Sund · Author of You Are Capable of More · Updated October 2026

For salespeople, job seekers and anyone chasing a yes from someone who keeps not answering.

The Short Answer

To be persistent without being annoying, keep following up, but make every touch about the other person’s problem instead of your need. Space your follow-ups, add something new each time, and when you finally get the conversation, show them the cost of saying no. Persistence earns the meeting. Value earns the yes.

When I was selling beer for a brewery, we were in every major store in our market except one: the biggest retailer in the country. Store managers kept telling me the same thing. One person made the decision, and I needed to reach him.

The Buyer Who Finally Answered

So I called that buyer. Then I called again. And again. I even learned where he worked out, hoping I might run into him.

Eventually he picked up. He told me I was persistent. Then he asked if I knew how many products were in his stores, and whether he bought paper clips. His point was clear: to him, my product was paper clips.

I told him he did not have ours. It was a top seller in its category and in every one of his competitors, and loyal fans would go to a competitor to buy it, and do the rest of their shopping there too. He paused, then said: get me your best sellers, every store, and I want a display.

Persistence got me the conversation. Showing him the cost of saying no got me the yes.

Six rules for persistence that works

01

Make it about their problem

Annoying follow-ups are about what you want. Effective ones are about what they need. Every message should answer the question: why should this matter to them?

02

Add something new each time

“Just checking in” gives them nothing. Share a result, a relevant idea or a new piece of information. Each touch should earn the next one.

Try thisBefore your next follow-up, write down one new thing you can offer that you did not mention last time.
03

Space it out

Persistence is consistency over time, not volume in a single week. Leave room between touches so each one feels considered rather than desperate.

04

Use more than one channel

Some people never answer email but pick up the phone. Others respond to a referral or a quick note. Store managers pointed me to the buyer. Use every respectful path available.

05

Show the cost of saying no

When you get the conversation, do not just pitch. Show them what it costs them to pass. That is what turned “paper clips” into a display in every store.

06

Know when to pause

A clear no deserves respect. Thank them, leave the door open, and come back later only if something meaningful has changed. Persistence is not ignoring someone. It is staying ready.

Persistence earns the meeting.
Value earns the yes.

Where persistence pays off

The same approach works for job seekers following up after an interview, people asking for a mentor’s time, and anyone pitching an idea inside their company. When I started reaching out to people who seemed out of reach, some never responded. The ones who did became game changers.

This connects to Finish What You Start and Unlock Your Hidden Gear. If you are newer to sales, see How to Get Into Sales With No Experience.

Common questions

How many times should I follow up before giving up?

There is no magic number. What matters is that each follow-up adds something new and is spaced respectfully. Stop when you get a clear no.

How do I follow up without being pushy?

Make every message about their problem, add new value each time, and leave reasonable space between touches.

What is the difference between persistence and being annoying?

Persistence adds value and respects the other person’s time. Being annoying repeats the same ask and ignores their signals.

How do I get a decision maker to respond?

Use more than one channel, ask the people around them for guidance, and lead with what it costs them not to act.

Your Takeaway

Follow up about their problem, add something new each time, space it out, and when you get the conversation, show them the cost of saying no.

Chris Sund holding You Are Capable of More
Finish What You Start

You Are Capable
of More.

Ten principles for becoming the person you know you are capable of being, built from real stories of people who doubted themselves and did it anyway. Winner of the How-To category at the 2026 Paris Book Festival.

Chris Sund seated holding his book You Are Capable of More
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