When Alexander first approached Roofio in 2019, his brief was simple: one primary residence, Los Angeles, $6M budget, needs a home office. Six years later, he owns five properties across three markets with a combined current valuation of $44M — against an all-in cost basis of $28M.
The First Property and the First Lesson
The Silver Lake purchase — a 4,100-square-foot architectural mid-century on a canyon hillside — was acquired off-market at $5.8M in late 2019. By 2021 it was appraised at $8.4M. The lesson was not that prices rose in the pandemic. It was that off-market properties with genuine irreplaceability compound faster than comparable on-market acquisitions. Alexander drew that conclusion himself. He did not need to be told twice.
Building the Portfolio Logic
Properties two through four followed a consistent logic: one primary, one primary backup (a second home that functions as a liquid investment), and one pure investment at the highest rental premium per square foot available. Property five — a land acquisition in Montecito — was a departure: raw land with approved plans, bought below replacement cost during a contraction window.
- Property 1: Primary residence — appreciating, non-income-producing
- Property 2: Second home in a high-demand short-term rental market
- Property 3: Fully managed long-term investment — institutional quality tenant
- Property 4: Off-plan acquisition at developer pricing ahead of completion
- Property 5: Entitled land — held for development or appreciated land sale
The portfolio was never planned. Each acquisition solved a specific problem in Alexander's life, financial and personal. The returns were the byproduct of making excellent individual decisions.
Roofio's Portfolio Advisory service reviews your existing holdings and identifies the single next acquisition most likely to improve your overall risk-adjusted return. Schedule a private consultation with your advisor.
