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With Pocket

With Pocket

5.0(3 reviews)See reviews ↓·Sydney

About the company

Pocket is an insurance broker based in Sydney and part of the Steadfast broker network, described as Australasia's largest. Sam Raco is Head of Broking at Pocket, has been in insurance for nearly 20 years, is Tier 1 qualified, and is a NIBA Associate member; she previously ran her own small business for years. Ben Webster is the founder behind Pocket and a Junior Broker, has spent over 15 years building insurtechs, including travel insurance, pet insurance, and sanctions compliance platforms, and is working toward his full broker qualification while currently Tier 1. Pocket works with multiple insurers and is not tied to a single product.

Its industries include hospitality (cafes, restaurants, bars), trades (electricians, plumbers, builders), creative services (designers, agencies, photographers), and professional services. Pocket offers business insurance, business and office insurance, commercial motor and fleet insurance, commercial property owners insurance, construction and contract works insurance, corporate travel insurance, cyber protection insurance, hospitality and retail insurance, ICT insurance, management liability, marine cargo and inland transit insurance, owner builders insurance, plant and equipment insurance, professional indemnity, public and products liability, tradies insurance, and workers compensation.

What customers say

Based on genuine customer reviews

Responsiveness and depth of knowledge stand out as the qualities clients return to when describing work with this Sydney brokerage. Several customers note that Sam Raco handles business insurance needs spanning cyber, professional indemnity and general cover, and that she remains closely involved from the initial quote through to accepting cover and arranging funding. Reviews regularly refer to prompt replies and ongoing communication across the whole process, describing the experience as seamless and free of friction.

The advice itself is characterised as insightful and well matched to both personal and financial circumstances, with options presented that suit the client rather than a generic product. One thing mentioned again and again is the willingness to go further than expected to secure the right outcome, with nothing treated as too much trouble. Long-standing clients speak of continuing to deal with the same broker over several years, which suggests consistency in how matters are handled. The business sits within the business-to-business service space, and the accounts centre on commercial cover types alongside personal needs. The recurring thread is a broker who stays engaged well beyond placement.

Business to business service

Reviews

Reviews are taken from publicly available sources.

TM
Tiana Marrollo4 August 2026

Insurance broker Sam has been very professional and insightful to work with. She went above and beyond with ongoing communication throughout the whole process. Highly recommend

DO
Deliah Onorato30 July 2026

Dealing with Sam Raco is always a seamless experience. Prompt responses and excellent options to suit our personal and financial needs. Will continue interacting with this provider and agent.

AP
Ange Poole4 June 2026

I have used Sam at With Pocket for our business insurance needs — cyber, professional indemnity and business — for several years now. Sam is exceptionally easy to deal with; responsive, knowledgeable and genuinely invested in getting the right outcome. Nothing is ever too much trouble and she goes above and beyond to ensure we have the right product. What also stands out is the process she has around quoting, accepting cover and funding — it is seamless and efficient in a way I have not experienced with any other broker. I could not recommend her highly enough.

Insurance brokers in Sydney compared

Ordered by rating, weighted by the number of reviews — businesses with only a handful of reviews do not jump to the top automatically. 12 businesses in this category in Sydney are compared.

RankProviderRatingReviewsOpen Sat.
1With Pocket (this page)★ 5,03No
2Strata Insurance Solutions Sydney★ 5,048No
3Tank Insurance★ 5,0106No
4AJB Insurance Solutions Pty Ltd★ 5,093No
5Howden Insurance Brokers (Australia)★ 5,02No
Contact
+611300475092withpocket.com.auSte 1, level 6/171 Clarence St, Sydney NSW 2000
Working hours
Monday09:00–17:00
Tuesday09:00–17:00
Wednesday09:00–17:00
Thursday09:00–17:00
Friday09:00–17:00
SaturdayClosed
SundayClosed