How to Optimise a Brand to Reach New Audiences — A Case Study
With Jack offers business insurance for creative freelancers in the UK. Being more personal and different to other insurance companies, it's probably the most likeable insurance company I've ever met.
After a year of building With Jack, it was time to optimise the brand message.
Ashley, With Jack's founder and director, came to me because the existing website did a good job of conveying the brand ethos — but it didn't tell creatives why they should sign up.
In order to find the messaging that would help grow the brand, we embarked on an in-depth conversion copy project, consisting of Research & Discovery, Writing & Wireframing and Testing & Learning.
The new copy has been rolled into a wider rebrand and will go live in stages. We’re testing and learning from the results as part of our ongoing conversation.
Ashley has written a comprehensive behind-the-scenes of the rebrand, too, which I highly recommend — especially if you’re in tech or growing a startup.
In it, she’s incredibly generous with her praise:
Research & Discovery
With Jack's branding was already strong.
The value proposition, “Business insurance on a first-name basis”, seemed utterly attractive to me.
But it was clear that this would only appeal to freelancers who were already looking to buy business insurance.
With this in mind I decided to start with research.
Analysing customer feedback to find the 'job to be done'
Ashley had already collected an impressive amount of useful customer feedback that I could analyse for common themes.
I also reviewed (anonymised) customer emails and freelancers' anecdotes.
Which job did freelancers hire business insurance to do for them?
Researching compliance needs
Insurance is a heavily regulated industry, and so I wasn't going to be able to just "write what I want".
I already had a solid background writing for other insurers, so I could focus on catching up on latest developments and due diligence.
Understanding the brand — past, present and desired future
Ashley told me the backstory of With Jack and explained the marketing decisions she had made thus far.
We looked at analytics to determine what was working, and spent time exploring where she wanted to take the company in future.
Independently, Ashley mapped the ideal user journey for her optimised website. This map was an incredibly useful tool when designing the messaging.
Competitor mystery shopping report
This allowed us to discuss different ways of handling important stages in the user journey and draw up a roadmap for optimising the copy.
Writing & Wireframing
Now it was time to develop the new brand messaging.
With Jack already had beautiful illustrations and a strong nautical theme, which we wanted to preserve.
The copy did not engage with the illustrations at all — they lived side by side.
One key consideration therefore had to be how the copy could relate to the nautical theme without distracting from the product (insurance), sounding too childish, or becoming to pirate-y.
Designing the Copy Strategy
Before I got started on the actual copy, I wrote down all my recommendations in a Copy Strategy Report.
This way, Ashley and I could address the key questions without me having to do lots of rewrites.
Be a confident freelancer: developing the new value proposition
With Jack's homepage had to be rewritten from scratch: it was going to take on a new job as the landing page for freelancers who weren't sure if they wanted insurance.
Based on my earlier research, I was able to determine a messaging hierarchy that would speak to their reality and dreams, as well as giving them enough rational facts to make an informed decision.
Improving the narrative UX of the conversational quote interface
One of the best features of With Jack's website had always been the conversational quote system.
To make it even better, Ashley's web developer Scott Riley was working to fully automate the backend. Getting a quote and taking out insurance was going to be much more fun.
I drew on years of scripting automated phone systems to tighten up the conversation, inject even more personality and make it behave more like a human.
For example, I removed any mention of "worry" and made sure Jack always interacted on a first-name basis:
Applying the new copy strategy to the rest of the website
Next, we optimised every single subpage to make sure the messaging was on point, supported the visual design, and supported the ideal customer journey.
One area where my background in customer care could add special value was the new FAQ site, which we completely restructured.
The goal was to make the right info easy to find as well as easy to understand — removing as much 'insurance lingo' as possible.
A new era for insurance With Jack
This is the most exciting part of any project: seeing the new copy live and observing how users interact with it. As we learn what works, we can improve the messaging further. If you’re curious, take a peek at With Jack’s website from time to time and see it evolve.
Are you looking to grow your brand?
If you're not reaching all the people who'd benefit from your offer, new messaging can take you far.
It's not always necessary to also change the visual design or website functionality. The copy in this project would have worked with minor tweaks to the existing page.
But then, sometimes new words inspire new pictures...
Has your brand outgrown its messaging?