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8 Questions With …
Interviews with seasoned freelancers about making it in the industry


Freelance Life

+1

Freelance careers are built in the gaps

Jul 2, 2026

•

4 min read

Freelance careers are built in the gaps

Step 1 is easy: File excellent stories. Step 2 is ... well, everything else.

Tim Herrera
Tim Herrera
A 4-step postmortem checklist for every assignment

Jun 30, 2026

•

6 min read

A 4-step postmortem checklist for every assignment

A paycheck is a paycheck, sure, but what's the true cost to get it?

Tim Herrera
Tim Herrera

reporting

+3

The only pitch format you'll (mostly) ever need

Jun 25, 2026

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7 min read

The only pitch format you'll (mostly) ever need

A simple template to memorize.

Tim Herrera
Tim Herrera

Pitching

Why you should pitch the editor, not the publication

Jun 23, 2026

•

5 min read

Why you should pitch the editor, not the publication

One way to increase your pitching hit rate.

Tim Herrera
Tim Herrera

Q&A

+1

A handy guide to sorting out your sources for a pitch
LockSimple

Jun 18, 2026

•

5 min read

A handy guide to sorting out your sources for a pitch

It's probably both less and more work than you'd think.

Tim Herrera
Tim Herrera

Q&A

+2

An editor wants me to write on spec. Should I do it?

Jun 16, 2026

•

5 min read

An editor wants me to write on spec. Should I do it?

That and more in today's Q&A.

Tim Herrera
Tim Herrera

Freelance Life

+4

3 things freelancers should stop stressing about

Jun 11, 2026

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5 min read

3 things freelancers should stop stressing about

Never sweat the little stuff — no one else is.

Tim Herrera
Tim Herrera

Freelance Life

+1

Want to get into Travel writing? Here's how.

Jun 9, 2026

•

7 min read

Want to get into Travel writing? Here's how.

Advice from a top editor in the Travel writing world.

Tim Herrera
Tim Herrera

Freelance Life

+1

Was your last assignment worth it? Let's see.
LockSimple

Jun 4, 2026

•

5 min read

Was your last assignment worth it? Let's see.

A paycheck is a paycheck, sure, but what's the true cost to get it?

Tim Herrera
Tim Herrera

Pitching

A messy pitch is a pitch that won't sell

Jun 2, 2026

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5 min read

A messy pitch is a pitch that won't sell

Just apply the golden rule of writing to your pitches: all killer, no filler.

Tim Herrera
Tim Herrera

#pitchesthatsold

The exact text of a pitch sold to NPR for $1,150

May 28, 2026

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4 min read

The exact text of a pitch sold to NPR for $1,150

Plus: An update to paid subscriber benefits

Tim Herrera
Tim Herrera

Freelance Life

+1

Fail more, and fail often

May 26, 2026

•

4 min read

Fail more, and fail often

If you're batting .1000, you're not aiming high enough

Tim Herrera
Tim Herrera

portfolio

+9

How to keep rejected pitches alive

May 19, 2026

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5 min read

How to keep rejected pitches alive

Sure, know when to cut your losses, but some ideas are just too good to drop.

Freelancing With Tim
Freelancing With Tim

portfolio

+6

3 tips for 🌸Spring cleaning🌸 your freelance life
LockSimple

May 14, 2026

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4 min read

3 tips for 🌸Spring cleaning🌸 your freelance life

Plus: Upcoming Zoom workshops, and discounts for one-on-one coaching!

Freelancing With Tim
Freelancing With Tim

portfolio

+8

How to pitch multiple outlets the same idea at the same time

May 12, 2026

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4 min read

How to pitch multiple outlets the same idea at the same time

In a word: gracefully.

Freelancing With Tim

Offering weekly tips, advice, and guidance from a seasoned editor to help freelance journalists navigate the industry.

© 2026 Freelancing With Tim.
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