With Jack Reviews 

79
TrustScore 5 out of 5

4.9

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Rated 5 out of 5 stars

I've been with With Jack since 2021 & luckily never had to claim, but they have been INCREDIBLY useful recently helping me chase payment from 2025. I couldn't even get a reply, and with their help, w... See more

Rated 5 out of 5 stars

Insurance should be easy.... And With Jack it absolutely is! Ashley set everything up smoothly, gave me a good premium, and made everything work with minimal effort. I haven't had to claim (fortu... See more

Rated 5 out of 5 stars

WithJack made it easy to sign up and get insured, but most importantly when I stopped trading they made it so very easy to cancel. I called them and was connected within seconds to a wonderful and h... See more

Rated 5 out of 5 stars

Outstanding service from Ashley at With Jack, honestly can’t recommend them enough! I’ve had two issues this year and both times Ashley has gone out of her way to make sure everything is running smoot... See more

Company details

  1. Insurance Agency

Information provided by various external sources

Be a confident freelancer.


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4.9

Excellent

TrustScore 5 out of 5

79 reviews

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4.9

All reviews

(79)

4 reviews in the last 12 months

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Rated 5 out of 5 stars

Outstanding service from Ashley at With…

Outstanding service from Ashley at With Jack, honestly can’t recommend them enough! I’ve had two issues this year and both times Ashley has gone out of her way to make sure everything is running smoothly which really helps when you are so busy trying to keep your business alive. When ever I have made contact they have always come back with a rapid positive response. It’s a great feeling knowing your business is in safe hands ... thanks guys 😁

February 24, 2020
Unprompted review
Rated 5 out of 5 stars

Fast, simple, easy, done.

The easiest and simplest thing I've managed to get done in a very long time. In an industry which is notorious for being overly complicated, WithJack is friendly, approachable, far more affordable than other well-known providers and extremely fast at setting everything up. An absolute joy.

January 10, 2020
Unprompted review
Rated 5 out of 5 stars

Excellent Service

Having been using With Jack for a year, I recently made a claim which was dealt with such ease it made renewing a no brainer!

January 5, 2020
Unprompted review
Rated 4 out of 5 stars

Fuss free and friendly. Cost-effective business insurance

I have just arranged my business insurance through Ashley at With Jack. Its the third year I have needed it but the first time I have changed provider. Ashley was friendly and supportive and answered all my questions and set the insurance up with no fuss at all. I feel fully confident in the service over the next year.

August 6, 2019
Unprompted review
Rated 5 out of 5 stars

Refreshingly simple, understanding and comprehensive freelance insurance

Ashley at With Jack have made something as daunting as buying correct professional insurance an absolute pleasure.

Being a multi-disciplinary freelancer working with all sorts of clients in all sorts of places meant that I found it very difficult to find comprehensive, affordable insurance at other companies where I didn’t fit in to a neat little box.

I submitted a quote and some circumstantial questions in the evening and was able to have a reassuring, professional and yet friendly chat about my requirements just minutes afterwards!

By the next morning Ashley had arranged the customised policy and I was insured for a very reasonable price.

There was no misleading catches, hidden fees, dubious upsells or confusing wording that you may find elsewhere. Not even any interest when opting to pay monthly.

I’ll be sure to update my review if I have to make a claim but from this interaction so far and everything I have heard from the community I have peace of mind that they’ll be in my corner should the need arise. A personal service that’s backed by the big guys is an ideal solution.

Now stop reading reviews and get in touch! Their service sells itself. 😄

June 25, 2019
Unprompted review
Rated 5 out of 5 stars

Ashley at With Jack has been fantastic

Ashley at With Jack has been fantastic. Every time I have contacted Ashley I get an immediate and personal response. I have had my business insurance policies tailored to my individual needs and my premiums are considerably cheaper than anywhere else I've looked. A friend recommended me and I couldn't be happier.

June 17, 2019
Unprompted review
Rated 5 out of 5 stars

Excellent service

Everything about With Jack has been excellent, from the onboarding process right through to processing a damage claim. When claiming for a broken laptop Ashley and With Jack made a difficult couple of weeks much more bearable by guiding me through the process and helped get the machine replaced without a hitch!

June 3, 2019
Unprompted review
Rated 5 out of 5 stars

Super friendly customer service

I am very satisfied with the choice. They provide super friendly customer services, that helped me go through a claim without the feel of any bureaucratic burden or hair pulling.
Keep it up!

April 13, 2019
Unprompted review
Rated 5 out of 5 stars

Excellent customer services and great pricing

From the day I got the quote from WithJack, I knew my business was going to be insured by them. I don't have a clue about business insurance, but everything was so clear and Ashley is so helpful that I felt in safe hands from day one.

Customer service is excellent, prices are great, and it's a small business, which makes me like them even more!

I'm sure that as long as my company is running, WithJack will be my biz insurance provider!

April 12, 2019
Unprompted review
Rated 5 out of 5 stars

Great product at a very reasonable price

I used With Jack after a year using a larger and better known company. With Jack's quote was around 30% less but actually provided better cover, including insurance for my laptop out of the office.

Ashley was really helpful and quick to reply too.

Would highly recommend to any other freelancer.

March 11, 2019
Unprompted review
Rated 5 out of 5 stars

Great Service - unique insurance company

With Jack made sure that I had the right cover for my business. The service is really excellent, and no question is too daft to ask. There was no call centre and I didn't ever feel part of someone's sales pipeline. The people at With Jack really come across as caring for the companies they help. I would highly recommend them to anybody looking for business insurance, from freelancer to larger companies :-)

October 31, 2017
Unprompted review
Rated 5 out of 5 stars

Amazing service and company

Amazing service and always offering new ways to make insurance easy and accessible, even to someone like me who knows nothing about how it works. I feel like I’m in safe hands and that With Jack will actually act if I ever need help or to make a claim, which I couldn't say about any other insurance I have right now!

October 31, 2017
Unprompted review
Rated 5 out of 5 stars

A personalised service with a refreshing approach to insurance

I’ve been a Jack customer for about a year now. From setting things up through to any time I’ve had to contact them has been really straightforward. Ashley at Jack really went the extra mile to help me when I had to make an unfortunate claim, which was dealt with swiftly and helped me in a tricky situation. I wouldn’t hesitate in recommending Jack to anyone. A personalised service with a refreshing approach to insurance.

October 31, 2017
Unprompted review

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