JENSON CRIPPS

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Currently: Portfolio Operations @ Fifth Wall

Location: Santa Monica, CA

ABOUT

I'm a Portfolio Operations Associate at Fifth Wall, a venture capital firm focused on real estate and climate technology. Outside of work, I'm a short-term rental investor, tinkerer, and coffee enthusiast. I deeply enjoy pushing myself to constantly learn and evolve through exploration of new ideas.

Reading

The Idiot by Fyodor Dostoevsky

Exploring

  • - Claude Code
  • - LangGraph Agents
  • - Suburban Development / Master Plan Communities
  • - Housing Affordability
Jenson Cripps - Portfolio Operations at Fifth Wall

MENTALLY, I'M HERE

6 W 95th St, - Image 1

6 W 95th St,

New York City, NY

$10,888,888

5 beds5 baths

A New Townhouse Masterpiece by Central Park A rare offering of timeless elegance and contemporary perfection - 6 West 95th Street is a masterfully rebuilt never-lived-in single-family townhouse with an elevator and private garden on one of the most beautiful and peaceful tree-lined blocks on the Upper West Side. What a wonderful surprise awaits the fortunate buyer who opens the door behind the limestone facade to find a stunning gut-renovated contemporary interior with 5 bedrooms, 4 full baths, and two powder rooms. The home spans approximately 5,016 interior square feet plus an additional 1,000sf beautifully finished basement. Built in 1893 in classic Renaissance Revival style and meticulously reimagined, it has a historic fa ade, and - a tranquil south-facing garden, two terraces, and a with open city views. Landmarks Preservation Committee approval has been obtained for an additional level on the rooftop, if desired. This home was renovated for the owners personal needs before their situation predicated a change in plans. This is important to note because the most casual buyer will easily notice the extraordinary level of craftsmanship and materials from top to bottom. From the Sub-zero, Wolf, and Bosch appliances in the kitchen to the double-sized laundry room properly placed on the Fourth floor to the wonderfully landscaped garden, no detail or expense was spared in this renovation. This is truly a "no work" situation. While one may very well wish to bring their own personal touch to design, there is "no work" needed to move-in today. Every inch of this special property reflects the perfectly tailored sensibility of modern living. The home's and high-performance infrastructure systems are world-class. The interiors feature white oak and walnut hardwood floors, a with built-in speakers and Lutron lighting, radiant heated bathroom floors, a state-of-the-art security system, and an elevator that accesses all levels. As if the beautiful original limestone facade and exquisitely renovated interior wasn't enough, this special home is a mere few feet from New York's favorite playground - Central Park. The home is also near world-class shopping, dining, and cultural institutions. Multiple subway lines provide effortless access to the entire city. We invite you to see for yourself what makes this such an appealing and exciting opportunity. Please contact us to arrange your private visit.

83 Mount Tiburon Rd, - Image 1

83 Mount Tiburon Rd,

Tiburon, CA

$7,598,888

6 beds7 baths

Experience the pinnacle of modern luxury in this architectural masterpiece known as the 'Art House, ' a rare blend of art, design, & nature. Perfectly positioned atop coveted Mt Tiburon, ' this pvt estate offers breathtaking, panoramic views of the Tiburon Peninsula, GG Bridge, SF Bay, and Sausalito. Set on an expansive, beautifully landscaped yard, the home seamlessly integrates indoor & outdoor living with meandering garden paths, lush greenery, and vibrant outdoor entertaining areas. Multiple terraces, a sunny pool site, and a make this the ultimate retreat for hosting or relaxing in style. Inside, and a welcome you to a light-filled, curated by renowned designer Gary Hutton. The residence includes a stunning library, office, media/rec room, and gym. The upper-level primary suite is a true sanctuary, complete with a marble FP, pvt terrace, and awe-inspiring views across SF Bay. Custom design toucheslike a steel shower door in the spa-like bathroomhighlight the home's unique artistic pedigree. Additional features include a 3-car garage with ample off-street parking, A/C, and just minutes from open space, downtown Tiburon's charming shops, restaurants, & ferry service.

1547 El Camino del Teatro - Image 1

1547 El Camino del Teatro

La Jolla, CA

$14,801,018

5 beds6.5 baths

The Tree House - A marvel of sculptural and exceptional design by award-winning architects KAA Design. This 1.5-acre estate balances panoramic ocean views and vivid natural topography with sophisticated materiality, featuring mature cork oak, Torrey Pines and fragrant Southern magnolias, while honed limestone flooring, rich woods, and rough-hewn stone walls are elegantly juxtaposed with private courtyards and reflecting pools. The home sustainably incorporates all the latest technology, radiant floor heating, state of the art security systems, 126 solar panels with batteries and a back up generator. Built in 2019, this luxury estate in one of La Jolla's most exclusive neighborhoods features exceptional architectural design and high-end amenities.

55 Springhurst Rd - Image 1

55 Springhurst Rd

Bedford Hills, NY

$9,559,200

6 beds9 baths

Magnificent estate home in Bedford Hills built in 1983. This luxurious 8,395 square foot residence features 6 bedrooms and 9 bathrooms on a sprawling property. Previously sold for $25 million in 2014, this prestigious home represents the pinnacle of Westchester County living with its grand scale and exceptional amenities.

FEATURED PROJECTS

→enter the lab

SFH Underwriting & Visualization Platform

Present

Real estate web application for single family construction decisions

Next.jsTypeScriptPythonFastAPITailwind CSSSupabase

LangGraph Underwriting Agent

Present

Utilized single agent architecture with custom MCP servers to provide tools that would automate the tedious tasks of underwriting infill SFH deals including flood zone checks, deed restriction checks, and vision analysis for lot externalities

LangGraphPythonMCPComputer VisionAI/MLReal Estate APIs

AVM Automation Chrome Extension

Present

Chrome extension that injects custom UI controls and automates property valuation workflows by integrating Redfin estimates directly into the native underwriting application

JavaScriptChrome Extension APIWeb ScrapingDOM Manipulation

Portfolio Operations Automation Platform

Present

Intelligent dashboard that automates portfolio operations through LLM-powered document parsing and centralized KPI management, enabling instant memo and material generation

Next.jsTypeScriptPythonFastAPISupabaseLangChainLLMs

Spatial Walkability and Home Prices Model

Spring 2024

Statistical model analyzing correlations between home values and walkability scores

RData VisualizationSpatial AnalysisCensus Data

Short-Term Rental Data Tool

Fall 2022

Web scraping and analysis tool for short-term rental investment decisions

PythonBeautiful SoupSeleniumTableauMatplotlib

View all 6 projects →

EXPERIENCE TIMELINE

View Resume →
JANUARY 2025 - PRESENT
Portfolio Operations
Fifth Wall • Santa Monica, CA
AUGUST 2024 - DECEMBER 2024
Investment Strategy & Acquisitions Analyst
Homebound • San Francisco, CA
  • • Manages acquisitions in Houston metro area with coverage extending to South Florida and Dallas
  • • Supports underwriting of multi-lot acquisitions in Texas, collaborating with investment strategy and growth teams
  • • Aids in opening new markets through market research and discovery, utilizing machine learning workflows
  • • Supports efforts in BOOL strategy optimization through identifying bottlenecks and discussing new growth opportunities
  • • Responsible for establishing a line of connection between technical teams and underwriting to help iterate and improve on systems
PythonMachine LearningSQLReal Estate Analytics

STAY WITH ME

Indianapolis Luxury Stay
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📍 Downtown Indianapolis👥 Sleeps 8

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