PLOT Daily's Jake Heller and Quinn Edwards ran six CRE workflows through Claude Cowork in just over 20 minutes, including mapping an offering memorandum into their underwriting model, abstracting a 50-page lease against an estoppel, and producing a quarterly investor report PDF, then saved lease abstraction and deal screening as reusable skills.
Solo GP Jeremy Apfel, with about $500 million of industrial, office, and multifamily assets, built the underwriting platform Reversion Technologies largely himself with Claude, feeding the model graduate-level real estate material plus years of historical model inputs and outputs to build a deterministic cash flow engine over several thousand hours.
PLOT Daily built a scheduled Claude routine that checks the inbox, CRM, and call notes every Monday at 7 a.m., with a 12-month lookback on the first run, extracts every rent comp mention, and logs each comp to a spreadsheet, running the recurring job on the cheaper Sonnet model.
Ben Michel of Ridgeview Property Group spent half a day teaching Claude Cowork his underwriting spreadsheet cell by cell, saved the session as a Skill, and now gets a model populated in about 5 minutes instead of paying a freelancer $100 per property and waiting 3-4 days.
Adventures in CRE built an AI Skill for its Short-Term Rental Acquisition Model that teaches Claude, ChatGPT, or Gemini every input cell; the Skill asks whether the user is an STR buyer, an LP, or a lender and leads with the matching metrics, such as minimum DSCR for lenders because seasonal revenue can hide weak months.