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Octopus Investments

Invests retail and institutional clients' capital

Investment Manager - Real Estate Debt

Full-TimeUpdated on 10/23/2026
No salary listed
Mid
Bachelor's
London, UK
HybridHybrid working; option to work overseas up to one month per year.
Finance & BankingRetail & Commercial Banking

About the job

Requirements
  • At least 3 years of relevant experience in UK real estate debt, lending, finance, or an equivalent transactional role, ideally with a lender, debt fund, bank, broker, alternative lender, or real estate finance platform.
  • A demonstrable track record of originating and executing real estate debt transactions.
  • A strong and active network across brokers, borrowers, advisers, and other market participants, with the ability to generate new opportunities immediately.
  • Strong understanding of commercial real estate lending, development finance, and living sectors, including the key risks that influence lender appetite and transaction structure.
  • Ability to assess opportunities quickly, form a clear commercial view, and identify appropriate lending structures and risk mitigants.
  • Experience negotiating terms and managing transactions through due diligence, Credit Committee, and legal documentation to completion.
  • Good financial analysis skills, with familiarity with financial models, development appraisals, cash flows, valuations, and credit papers.
  • A degree or equivalent professional experience is preferred for the role.
  • RICS, CFA, CAIA, or another relevant professional qualification is advantageous but not required.
  • Ability to balance borrower needs with appropriate risk-adjusted lending decisions.
  • Confident and credible communication, influencing, and negotiation skills.
  • Strong organization and discipline, with judgment to prioritize effectively in a fast-paced environment.
  • Commitment to delivering excellent service to brokers, borrowers, and internal stakeholders.
  • Good judgment and a collaborative mindset.
Responsibilities
  • Achieve and exceed agreed lending, origination, and deployment targets across commercial and development debt.
  • Independently source and originate new lending opportunities through an established network of brokers, borrowers, advisers, and other market contacts.
  • Act as a senior focal point for key relationships in the target market, building trusted long-term relationships and generating repeat business.
  • Develop and maintain a high-quality introducer panel through regular meetings, follow-ups, and pipeline reviews.
  • Meet brokers, borrowers, and professionals in the market, and represent Octopus at relevant industry events, conferences, and market meetings.
  • Progress new enquiries and convert viable opportunities into completed transactions.
  • Source new lending opportunities across commercial real estate, development finance, and living sectors, including residential-for-sale, PBSA, co-living, build-to-rent, retirement living, care, and other operational residential sectors where appropriate.
  • Monitor competitor activity, pricing, market liquidity, borrower requirements, and broker feedback to identify attractive risk-adjusted business opportunities.
  • Share market intelligence internally and contribute to origination strategy, product positioning, and credit appetite.
  • Maintain accurate pipeline information, including expected timings, conversion risk, borrower feedback, and forecast completions.
  • Work with the Head of Investment and wider team to prioritize opportunities and allocate resources to the strongest prospects.
  • Lead assessment of new opportunities, including borrower quality, asset type, location, business plan, exit strategy, leverage, planning status, pricing, and fit with lending appetite.
  • Structure transactions and negotiate commercial terms with borrowers and advisers, including term sheets and key transaction parameters.
  • Own transactions from initial enquiry through due diligence, Credit Committee approval, documentation, and completion.
  • Prepare and present investment papers, deal summaries, and recommendations for Credit Committee.
  • Work with Credit, Legal, Operations, Asset Management, and other internal stakeholders to resolve issues and deliver transactions efficiently.
  • Challenge assumptions and information, identify downside risks early, and propose mitigants or alternative structures.
  • Maintain borrower relationships after completion and identify refinancing, follow-on lending, and repeat-borrower opportunities.
  • Mentor and support junior investment team members on opportunity assessment, transaction execution, and market engagement.
  • Support the Head of Investment in improving origination processes, pipeline discipline, team efficiency, and conversion.
  • Contribute to a collaborative, high-performance culture across the real estate debt platform.
Desired Qualifications
  • Relevant experience ideally gained with a lender, debt fund, bank, broker, alternative lender, or real estate finance platform.
  • A degree or equivalent professional experience.
  • RICS, CFA, CAIA, or another relevant professional qualification.

About the company

Octopus Investments manages about 12.8 billion pounds from both retail and institutional investors. It invests in people, ideas, and industries that can change the world, focusing on three themes: empowering people, revitalising healthcare, and building a sustainable planet. For individuals, it offers products such as Venture Capital Trusts, Enterprise Investment Schemes, Business Relief-qualifying investments, and listed UK small- and medium-sized company funds. For institutions, it manages investments across five specialist asset classes: renewable energy, sustainable infrastructure, real estate, healthcare, and venture capital. Octopus Real Estate and Octopus Ventures operate under the same Octopus umbrella. The company aims to grow capital while directing funds toward areas that deliver measurable social and environmental impact, helping clients achieve their financial goals while supporting positive change.

Company Size

201-500

Company Stage

N/A

Total Funding

$69.4M

Headquarters

London, United Kingdom

Founded

2000

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Simplify's Take

What believers are saying

  • Octopus AIM VCTs opened a £30 million fundraise on 12 January 2026.
  • Future Generations VCT stayed open in September 2026, with £53 million AUM.
  • Budget changes lifted VCT limits, supporting Octopus's 2026 fundraising and adviser sales.

What critics are saying

  • Octopus froze OITS withdrawals on 28 July 2026; the pause still extends.
  • SJP, Fairstone, and Openwork dropped OITS by August 2026, crushing distribution.
  • March 2026 layoffs hit 130 roles, exposing operational strain during AI restructuring.

What makes Octopus Investments unique

  • Octopus manages £14.5 billion and remains UK's largest VCT provider, by 30 June 2026.
  • Octopus owns specialist platforms across VCTs, AIM, healthcare, renewable infrastructure, and real estate.
  • Octopus's October 2026 product lineup spans 120 Titan holdings and 45 Apollo investments.

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Benefits

  • Flexible Work Hours

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