Technology Holding Company

Building AI-native companies for the next era of work.

Sim Capital builds and operates software, real estate intelligence, and automation companies.

Software · Real Estate Technology · AI Infrastructure · Automation · Private Client Tools

Selected experience

HackerOneSimSpaceNew RelicNikeMicrosoftAlaska Airlines

Mission

An operating company for ambitious ideas.

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

Build

We create software products and AI-native workflows from zero to one.

02

Operate

We manage projects, customer feedback, growth, and execution across every company.

03

Scale

We turn validated products into focused companies with clear markets and long-term potential.

Companies

Companies inside Sim Capital.

Each company is built with a shared operating system: AI-first workflows, fast iteration, and disciplined execution, while serving a distinct market.

Live Product

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.

AI EmployeesProject MemoryClient WorkSaaS
Visit UpperDeck
Active Build

Real Estate Technology / AI Planning

Private Client Property Desk

AI-powered planning tools for buyers, sellers, move-up homeowners, and wealth-focused real estate decisions. Built for agents, advisors, and private clients.

Real Estate AIBuyer PlanningSeller StrategyWealth Forecasts
Visit Property Desk

Thesis

Our 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

AI-native operations

Software that remembers context, executes workflows, and compounds institutional knowledge instead of resetting with every chat.

02

Vertical software

Deep products for specific industries beat horizontal tools that try to serve everyone and master none.

03

Real estate intelligence

Private markets need better decision systems for buyers, sellers, advisors, and wealth-focused clients.

04

Founder-led execution

The best companies are built by operators who stay close to product, customers, and the details that compound.

Sim Dhillon, Founder of Sim Capital

Sim Dhillon

Founder

Founder & Operator · Sim Capital

Founder-led. Product-driven.

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.

  • Architected production agentic systems for autonomous security testing, including multi-agent workflows, exploit agents, and evaluation platforms
  • Built AI-driven cyber defense and adversary simulation platforms for national security and Fortune 500 environments
  • Helped launch and scale Nike SNKRS globally across 12 countries, supporting high-uptime consumer systems at significant revenue scale
  • Led observability platform and SDK work at New Relic, and contributed technical due diligence at Microsoft on major acquisitions including Minecraft
  • Founded and shipped products across AI, fintech, and health, including ventures that raised pre-seed capital and reached thousands of users

Operating System

The Sim Capital 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.

  1. 01Identify opportunity
  2. 02Build prototype
  3. 03Test with users
  4. 04Automate operations
  5. 05Scale company

Pipeline

New companies are forming.

Sim Capital is actively exploring new products across AI agents, real estate intelligence, personal operating systems, workflow automation, and vertical SaaS.

Exploring

AI Workflows

Agent systems that execute work across tools and teams.

Exploring

Real Estate Intelligence

Decision layers for private markets and advisory desks.

Exploring

Private Client Tools

High-trust software for wealth, property, and planning.

Exploring

Automation Systems

Operational infrastructure that removes repetitive work.

Exploring

Data Products

Structured intelligence from messy business information.

Exploring

Consumer AI

Personal operating systems for focused, high-agency users.

Contact

Partner, invest, build, or collaborate.

For investors, operators, advisors, real estate professionals, creators, and strategic partners interested in working with Sim Capital.

Email hello@simcapital.com