How I got every client I’ve ever had

PLUS: Real pitches I’ve actually used

Today’s newsletter is a follow-up from last week’s “How I got started as a freelancer,” and it’s also a response to another question from my Ask Me Anything form! 

What is your most successful client acquisition method?

Here’s the TL;DR:

LinkedIn and referrals. 

I get quite a few inbound inquiries through LinkedIn, and I’ve recently gotten some good referrals.

It sounds fun to take a walk down memory lane, so I’m going to look at every single client I’ve had since March 2022 and break down exactly how I came to work with them.

My friend Sam did something similar in her recent newsletter, Every freelance gig I’ve ever had. (Yes, I shared this last week, but I’m sharing it again.)

(Table formatting is a bit wonky on mobile. Desktop viewing is recommended.)

Date

Type of Client

Type of Project

Duration

Acquisition Method

April 2022

SEO Agency

SEO website writing

One-time project

Upwork

April 2022

Creative Service Provider

Naming

One-time project

Upwork

April 2022

HR Tech Startup

Blog writing

3 months

LinkedIn (Cold pitch)

May 2022

Personal Coach

Website copy

One-time project

Established connection (Former colleague from a previous full-time job)

May 2022

Nonprofit

Promotional design

One-time project

Established connection (Former colleague from a previous full-time job)

May 2022

SaaS/Agency*

Blog writing

Ongoing

WriteJobsPlus Newsletter (Cold pitch)

May 2022

Financial

Website copy

3 months

LinkedIn (Inbound)

June 2022

Media Company

Journalism/Personal essay

One-time project

Cold pitch

January 2023

SaaS

Email copy

One-time project

Established connection (Someone in my network, warm lead)

January 2023

Tech

Blog writing

One-time project

Established connection (Former client from a previous agency job)

March 2023

IT Consulting

Blog writing, Other writing projects

5 months

LinkedIn (Inbound)

May 2023

Agency

Website copy

One-time project

Established connection (Someone in my network, warm lead)

June 2023

HR Tech

Blog writing

3 months

WriteJobsPlus Newsletter (Cold pitch)

December 2024

IT Consulting

Blog writing

6 months

LinkedIn (Inbound)

January 2025

Agency

Blog writing, Other writing projects

Ongoing

Referral

March 2025

Cybersecurity

Website copy

Ongoing

Referral

*This “agency” client is actually nDash, a freelance writer marketplace and content platform. I have previously described nDash as “Upwork if it was actually legit and paid well.” I have written for 10+ brands through nDash, but I just put the initial acquisition method here. 

Here is the exact pitch I sent for that first nDash gig:

Hello [name]! I wanted to reach out regarding your search for a graphic design writer. I am a freelance writer with a strong design background (I have been both a full-time writer and full-time designer at different times). Here's a good example of my writing about a design topic: [writing sample]

More samples are here: [portfolio]

Let me know if you have any questions!

Kara

I highly recommend linking directly to one or two specific, relevant samples in a cold pitch. Editors and managers don’t want to wade through your portfolio site. Deliver what they’re looking for on a silver platter, and be as direct and concise as possible.

Here’s another pitch that landed me a client:

Hello!

I saw that you are looking for an experienced B2B writer to help out with some blog posts and other materials. I would love to work with you!

I recently wrote a number of short blogs for a startup called [redacted], a hospitality and retail hiring platform:

- [writing sample 1]

- [writing sample 2]

More writing samples are available on my website: [portfolio]

I am passionate about the world of work, and I would love to chat more about your writing needs.

Thanks,

Kara

Expert freelancers Lizzie Davey and Kat Boogaard both have great resources covering cold pitching and freelance pitch emails. I also like this post from my friend Stephanie on how she found her latest clients.

To be completely honest, I’m not sure why I get so many unsolicited, inbound inquiries on LinkedIn. They don’t all turn into consistent, well-paid gigs, of course, but some of them do! Here are my quick LinkedIn tips:

  • Fill out your entire profile.

  • Spend some time commenting on other people’s posts a few times throughout the week.

  • If you never post, start posting weekly-ish.

  • Find and follow marketing and content leaders at companies you’d like to work with.

  • Follow people who talk about freelancing, and look at their posts and profiles for inspiration. (I’d start with Austin L. Church, Alyssa Towns, Kaitlyn Arford, and Tim Herrera.)

  • Add me on LinkedIn! 😉

I’m not a LinkedIn expert, but I’m happy to help if I can. 

If you have any more questions about client acquisition and/or pitching, let me know!

I’m taking next week off to commune with loons in Wisconsin’s Northwoods.

See you in TWO weeks,

Kara

Out of Office

What I’m doing when I’m not working

  • I went to my first drive-in movie last Saturday! It was a perfect evening (mild temp, no bugs), and I really enjoyed the movie (Superman) and the vibes.

  • I’m trying to sort through my entire camera roll on my phone/iCloud. I got one of those swiping apps (swipewipe) to facilitate the sorting, and I’ve deleted more than 4,000 files so far! I’m thinking of switching to Google Photos for photo storage and organization.

P.S. Got a question about self-employment, anti-hustle culture, business books, or something else?

Kara Detwiller is a writer and creative based in small-town Saskatchewan. She specializes in long-form content writing for enterprise SaaS, cybersecurity, and manufacturing clients. She is also working on her first novel, among other creative pursuits. To connect, reply to this email or find Kara on LinkedIn. To support her work on Wishful Working, share this email with someone or buy her a “coffee.”

Why Wishful Working? I write this newsletter because I want to see more people enjoy a life not centered around work. For some, the path to freedom and flexibility is through self-employment, but we also need to challenge cultural norms and champion healthier working conditions and work/life balance for all types of workers.