Before
Email With Jack team asking if professional indemnity covers scope disputes → Wait for response → Client gets increasingly hostile
Ashley's excited about this one!
Hi, it’s Ashley here. How are you today? How’s business been?
At With Jack, we’re coming off a marathon year revamping how we serve you as your insurance partner. (!!!)
The quickie: Starting with April 2026 renewals, you’ll get a dashboard where you can do things like edit your coverage, make a claim, and rummage around for your policy number – whenever you want. We’ve also taken this opportunity to improve our offerings based on your feedback, which we’ll get into below.
To be clear, we’re not just using tech to make things more fancy. I believe in good design but as a past freelancer myself, I know you’re not thinking – oh, I wish I could buy insurance more quickly.
The real thoughts are the racing midnight worries that a client’s considering legal action, wondering who’s got your back in case you hit a hairy moment. The real thoughts are about how to have the confidence to stand up for your work and yourself – because when you’re freelance, your work and life and finances are all intertwined.
That’s where the dashboard comes in – this frees up my time to service those deeper needs. Your renewal will upgrade you to With Jack 2.0 (what we’ve been calling it internally!) – but you’ll still get all the personal support you’re used to. The team and I aren’t going anywhere.
Your new dashboard handles everything I’ve been doing manually:
We’ve removed excess fees on the claims you make most often.
| Before | After | Your benefit |
|---|---|---|
| Smashed phone claim: £150 payout after £250 excess | £250 payout after £150 excess | Get £100 more |
| Copyright issue: You pay £500 toward resolution | Full coverage, £0 from you | Keep £500 |
| Emergency mitigation costs: £500 excess deducted | Fully covered | Keep £500 |
We’ve partnered with Markel – a specialty insurance company with deep legal expertise. It adds ~£7 per month to your plan, an almost negligible price for the wide array of benefits.
| Before | After | Your benefit |
|---|---|---|
| Outsourced helpline, slow callbacks | In-house legal team, same-day response | Get help when you actually need it — no more endless holds |
| Basic contract templates | 600+ contracts, templates and guides | Access help for every situation imaginable |
| Expensive contract reviews | 70% cheaper contract review service | Ensure your contracts are bulletproof — at a lower cost |
New cyber insurance is available for data breaches, ransomware, and digital threats. We’ve also introduced lower-cost policy options so you can adjust coverage to fit your budget.
Email With Jack team asking if professional indemnity covers scope disputes → Wait for response → Client gets increasingly hostile
Log in → Check professional indemnity section → Find clear guidance on scope disputes → Respond confidently the next morning
Email Ashley to check contents cover → Wait for callback → Panic about impacted work and replacement costs
Check coverage instantly → See £5,000 equipment limit → File claim online → Focus on data recovery and monitor claim status in dashboard
Spend weekend worrying → Call legal helpline Monday → Get transferred twice → Still waiting for callback Wednesday
Access Markel's in-house legal team → Get same-day guidance → Download contract templates to prevent future issues
Account setup takes 5-10 minutes, as your existing product selection will be ported over. Given our offering’s expanding, we’ll ask you a few questions about your business and circumstances to make sure you’re getting the right products and policies. Then you’ll input payment details – and you’re all set!
About the transition
Your existing policy will lapse and you’ll lose coverage. This isn’t optional – everyone needs to move to the new system for their renewal. But don’t worry, we’ll send two reminders in the month preceding your renewal and the setup process is straightforward.
You can’t break anything. The platform only shows you options that make sense for your business type and coverage level. Plus, you can still reach out to our team at hello@withjack.co.uk to talk through your coverage before updates go live. Think of it as guided self-service, not a free-for-all.
If you can use online banking, you can use this. It’s designed for people who want simple access to their information, not tech enthusiasts who love learning new platforms. We’ve designed it so you should be comfortable within your first login.
About Costs & Coverage
Your pricing depends on your coverage choices and risk profile. The platform itself doesn’t add fees, though most people will see a slight increase due to our new legal provider’s expanded benefits, and higher pricing for the £1,000,000 level of cover for professional indemnity. We’ve also introduced lower-cost coverage if you’d like to explore other options.
Your coverage hasn’t changed – just how you access information about it. You can choose for all your current protections to carry over, and the dashboard actually makes it easier to understand what you’re covered for. Each section explains what’s included in plain English, not insurance jargon.
We’ve updated our provider to Markel, which costs about £7 more per year and offers more reliable service. You get in-house legal support instead of outsourced callbacks, 600+ professional templaces including customisable freelance agreements, and contract review services that are 70% cheaper than our current referrals.
About Support
Absolutely. We’re not going anywhere – we’re just not spending our time on things like emailing you policy documents or processing address changes anymore. That frees us up for the stuff that actually needs human expertise: complex claims, coverage advice, and those “is this situation covered?” conversations that matter to your business.
Claims work exactly the same way until you onboard onto the platform, after which you can submit there and get a consolidated page to track claims status and history. In the meantime, contact us directly and we’ll have your back.
Yes – everything’s there. Current policy, claims history, coverage summaries. No more digging through old emails to find your policy number or wondering if you saved that document somewhere.
Reach us at hello@withjack.co.uk – we’re still here, as always.
