Real Estate Investment Associate at Moonlight… · Cape Town

Roseau Ford is building a portfolio of residential-scale senior living communities — senior coliving and cohousing — designed for upper-income residents who want connection, autonomy, and community at home. We’re a small, high-trust team at an early stage of growth, and this is a foundational role. You’ll touch every part of the business — from sourcing and underwriting acquisition targets to structuring deals with lenders, and from coordinating architects and contractors to managing resident experience and community programming. As the portfolio scales, you’ll have the opportunity to grow into the function that best fits your strengths, whether that’s on the investment and capital side or the property and community side. Both are strategic to what we’re building. You’ll work directly with the principal and senior partners across multiple projects simultaneously.

What you’ll do

Acquisitions & deal sourcing

• Source acquisition opportunities against a defined buy box using MLS, off-market channels, and direct outreach
• Conduct preliminary property analysis and filter candidates against investment criteria
• Initiate and manage seller communications to gather preliminary information, rent rolls, and expense history
• Draft letters of intent for principal review and signature

Financial analysis & deal structuring

• Build and maintain pro formas for acquisition and development projects
• Track NOI, DSCR, and returns assumptions across the portfolio
• Structure loan terms with lenders and prepare lender packages
• Coordinate due diligence, manage third-party reporting timelines, and support closing execution from accepted LOI through funding

Project coordination

• Serve as a coordination point between architects, contractors, and vendors across active projects
• Track schedules and deliverables; flag issues early
• Manage document flow and approvals across active projects

Property management support

• Support day-to-day rental operations including lease tracking and resident communications
• Coordinate vendors and triage maintenance issues
• Help evaluate and interface with third-party operators

Resident experience & programming

• Help design and coordinate community programming and activities for senior residents
• Develop resident onboarding materials, community agreements, and engagement touchpoints
• Think holistically about what makes a home feel like a community

Operations & process building

• Help create SOPs, workflows, and playbooks as the portfolio grows
• Document what works; identify gaps
• Build systems that allow the team to scale without adding complexity

Experience

2–5 years across real estate, property management, development, or hospitality. Direct experience building pro formas, working with lenders, or evaluating acquisition targets is a strong plus.

People skills

Warm, professional communicator. Comfortable interfacing with sellers, residents, vendors, and lenders — often in the same day. Discretion and care matter here, especially with senior residents.

Generalist mindset

Equally comfortable with a deal spreadsheet and a community calendar. Doesn’t need a narrow lane. Enjoys variety and can prioritize across competing tasks without losing things.

Self-directed

This is a remote role on a small team. You’ll need to manage your own workload, surface issues proactively, and work without close supervision most of the time.

Systems thinking

When you do a task twice, you write it down the third time. Interested in building processes, not just completing them. Comfortable with ambiguity in a growing organization.

Nice to have

Background in senior living, aging services, or community development. Familiarity with RAL-scale or residential assisted living concepts. Experience evaluating your own real estate deals or managing your own portfolio. Interest in the coliving movement.

Working at Roseau Ford

Small team, high trust, direct access to leadership. This is not a siloed role — you’ll see the full picture of how investment projects come together, from deal sourcing through resident move-in. As the portfolio grows, the natural evolution of this role is a split between the investment and capital function and the property and community function. We don’t need you to have chosen a lane yet. We value people who are honest about what they don’t know, curious enough to figure it out, and reliable enough that things don’t fall through the cracks.

• Competitive compensation commensurate with experience ($1500 - $1900 monthly)
• Opportunity for performance-based bonuses as the company grows
• Direct mentorship from the founder and CEO
• 21 days of paid time off
• Health benefits