Chester Rose
Technical Paraplanner (Financial Planner Development Pathway)

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π Location: Primarily remote role with occasional travel to our Newbury office. Applicants should be based within approximately 1β1.5 hours of Newbury.
π Full-time | Competitive salary + benefits
Are you an experienced Paraplanner with ambitions to become a Financial Planner?
Chester Rose Financial Planning is seeking a technically strong and ambitious Paraplanner to join our growing team. This is a unique opportunity for someone who enjoys the technical side of financial planning but ultimately wants to transition into a client-facing Financial Planner role.
For the first 18β24 months, you will play a key role within our Paraplanning team, developing a detailed understanding of our clients, advice process and technical standards. During this time, you will receive ongoing support, mentoring and development with the aim of transitioning into a Financial Planner role.
What you'll be doing
- Producing high-quality suitability reports and recommendation letters
- Conducting technical research across pensions, investments, protection and estate planning
- Supporting Financial Planners with complex client cases and planning strategies
- Preparing cashflow modelling and financial planning analysis
- Reviewing existing client arrangements and identifying planning opportunities
- Working closely with advisers to develop your understanding of client relationships and the advice process
- Ensuring client records and documentation are maintained to the highest standard
Reasons to use Rodeo
Iβm in my final year doing Economics and I donβt know whether to apply for grad schemes now or do a masters first. What do you think?
Honest answer β it depends on where you want to end up. A lot of top grad schemes (Big 4, civil service, banking) donβt need a masters. Letβs look at the ones youβd be competitive for now, and we can decide if a masters actually adds anything.
Also worth knowing: most autumn 2026 applications are open now. Timing matters more than you think.
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Grad scheme, placement, apprenticeship? Not sure what you want yet β that's fine. Your agent talks it through with you and turns "I have no idea" into a shortlist.
Graduate Consultant β 2026 Scheme
Why you're a good match
StrongYour economics background and your summer at a regional bank line up with what PwC looks for on the consulting scheme. Applications close in four weeks.
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Every day your agent scans the market matching roles against what actually matters to you, not just keywords on a CV.
Why you're a good match
Youβve got the grades and the economics background, and your bank internship is exactly the experience this scheme looks for. Apply soon β deadlines close within the month.
Experience fit
Your summer at the bank plus your econometrics coursework map directly to the day-one responsibilities on this scheme β client modelling, market briefings, and deal support.
Only hits
No noise. No "maybe this fits." Just roles with a clear explanation of why they're right β and where to focus when applying.
What we're looking for
- A minimum of 3 years' Paraplanning experience
- Strong technical knowledge across pensions, investments, protection and estate planning
- Diploma qualified (Level 4) through the CII or CISI as a minimum
- Ideally working towards Chartered status
- A genuine ambition to become a Financial Planner within the next 18β24 months
- Excellent analytical, technical and report-writing skills
- A proactive individual who is keen to develop their technical expertise whilst building the skills required to become a trusted Financial Planner


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Why join Chester Rose?
- Primarily home-based role with flexibility
- A genuine and structured pathway to becoming a Financial Planner
- Mentoring and support from experienced Financial Planners
- Exposure to a wide range of complex planning scenarios and high-quality clients
- Chartered Financial Planning environment
- Ongoing professional development and study support towards Chartered status
- The opportunity to build long-term client relationships and develop into an adviser role
This role is ideal for an ambitious Paraplanner who has strong technical foundations and is ready to take the next step towards a career in Financial Planning.
π© Apply now or get in touch for a confidential conversation.
βIt took my CV and asked me questions relevant to understanding what kind of jobs to suggest for me. Suggestions were almost perfect. Jobs were exactly what Iβve been looking for.β
Jessica, London
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