Two Bets on the Same Idea
Real estate runs better when everyone touching a property works from one system.
Sid Was Here
DSHG PortfolioThe Problem
Agents leave brokerages for three reasons: confusing commission pay, missed client communication, and manual paperwork.
What We Built
An AI-native brokerage where software is the operating model, not an add-on — commission math, client messages, and documents all run through one system from an agent’s first day.
No quantified number exists yet — the confirmed result is qualitative: "a brokerage built around why agents actually stay — clear pay, no missed messages, less busywork."
HomeHubAI
Equity Build · In BuildThe Problem
Homeowners juggle maintenance records, warranties, service providers, and insurance documentation across scattered paperwork and disconnected apps.
What We Built
An AI-powered home management ecosystem centered on VAL, an AI companion answering questions about maintenance, documents, and a home’s history — connecting homeowners, realtors, insurers, vendors, and buyers around one continuous record.
480 subscribers on the App Store — the only DSHG-confirmed number; the product’s own site publishes larger figures that aren’t independently verified.
Learn about HomeHubAI →Why Real Estate Needs a Different Partner
Not a generic CRM. Not brokerage software with AI bolted on.
We build for the whole transaction and the whole home — every stakeholder working from one record, not five disconnected ones.
Whole transaction
Built for the whole transaction
Sid Was Here’s model: commission, communication, and paperwork run through one system from an agent’s day one, instead of retrofitting tools onto an existing brokerage.
One record, many stakeholders
Built around one home record
HomeHubAI’s model: connect homeowners, realtors, insurers, vendors, and buyers around a single continuous record of the home, not five disconnected systems.
Retention and trust as the product
Built to reduce friction, not add features
Both companies target the friction that makes agents leave and homeowners disengage — commission confusion, scattered paperwork — not a feature checklist.
Where the Real Pain Is
Agents leave over money and paperwork. Homeowners fall behind for the same reasons.
6.8%
annual real estate agent turnover in 2025, a third of it driven by financial distress — costing brokerages an estimated $15,000–$50,000 per agent lost. Sid Was Here’s exact target.
2025 Agent Migration Report, via HousingWire/ezrecruits
~60%
of U.S. homeowners say they’re putting off home repairs because they can’t afford or keep track of them — HomeHubAI’s VAL targets exactly this.
Today’s Homeowner survey, 1,000 U.S. homeowners, Sept. 2023
~87%
of new real estate agents leave the industry within five years, per widely-cited NAR data — reinforcing why brokerage retention is the real product, not a feature.
NAR data, cited via secondary reporting — verify against the original source before publishing
How a Real Estate Partnership Works
From your most fragmented workflow to a working system
Apply
A short form: your brokerage or platform, and the workflow that hurts most.
Diagnose
A founder call to map the workflow and what’s actually at stake for agents or homeowners.
Build the pilot
A scoped pilot shaped by your team’s weekly feedback, not a slide deck.
Launch
Deployed into your real brokerage or platform, production-ready, not a demo.
Structure the partnership
Equity or a fractional engineering retainer — whichever actually fits.
Tell Us What’s Fragmented
Let’s map your brokerage or home-platform workflow.
We review every application personally, and we’ll tell you honestly whether an equity build fits — and what shape it should take.
Who we’re looking for
Prefer to talk first? Book a Founder Call →
Agents and homeowners deserve one system, not five. Let’s build it.
Tell us the workflow that’s costing your brokerage or platform the most. We’ll tell you honestly whether we’re the right partner.