AI Software / Project Intelligence
UpperDeck
An AI command center for client work. UpperDeck gives every project persistent memory, cited answers, briefs, risks, and follow-ups powered by an AI employee named Sunny.
Technology Holding Company
Sim Capital builds and operates software, real estate intelligence, and automation companies.
Software · Real Estate Technology · AI Infrastructure · Automation · Private Client Tools
Selected experience
Mission
Sim Capital brings together product development, AI systems, real estate technology, and operational execution under one company. We build products from the ground up, test markets quickly, and turn high-conviction ideas into durable businesses.
01
We create software products and AI-native workflows from zero to one.
02
We manage projects, customer feedback, growth, and execution across every company.
03
We turn validated products into focused companies with clear markets and long-term potential.
Companies
Each company is built with a shared operating system: AI-first workflows, fast iteration, and disciplined execution, while serving a distinct market.
AI Software / Project Intelligence
An AI command center for client work. UpperDeck gives every project persistent memory, cited answers, briefs, risks, and follow-ups powered by an AI employee named Sunny.
Real Estate Technology / AI Planning
AI-powered planning tools for buyers, sellers, move-up homeowners, and wealth-focused real estate decisions. Built for agents, advisors, and private clients.
Thesis
We believe the next generation of companies will be smaller, faster, and more intelligent. AI will collapse the distance between idea, product, distribution, and operations. Sim Capital exists to build in that shift.
01
Software that remembers context, executes workflows, and compounds institutional knowledge instead of resetting with every chat.
02
Deep products for specific industries beat horizontal tools that try to serve everyone and master none.
03
Private markets need better decision systems for buyers, sellers, advisors, and wealth-focused clients.
04
The best companies are built by operators who stay close to product, customers, and the details that compound.

Sim Dhillon
Founder
Founder & Operator · Sim Capital
Sim Capital is led by Sim Dhillon, a technology leader and founder who has spent his career building AI systems, cybersecurity platforms, and large-scale consumer products. His work has spanned agentic AI, secure infrastructure, and engineering leadership across companies including HackerOne, SimSpace, New Relic, Nike, and Microsoft.
Operating System
Every company inside Sim Capital is built with a shared operating system: AI-first workflows, fast product iteration, customer feedback loops, investor-ready documentation, and disciplined execution.
Pipeline
Sim Capital is actively exploring new products across AI agents, real estate intelligence, personal operating systems, workflow automation, and vertical SaaS.
Exploring
Agent systems that execute work across tools and teams.
Exploring
Decision layers for private markets and advisory desks.
Exploring
High-trust software for wealth, property, and planning.
Exploring
Operational infrastructure that removes repetitive work.
Exploring
Structured intelligence from messy business information.
Exploring
Personal operating systems for focused, high-agency users.
Contact
For investors, operators, advisors, real estate professionals, creators, and strategic partners interested in working with Sim Capital.
Email hello@simcapital.com