Illinois · Property Management & Renovation

Residences, reimagined to last.

MM Squared Investments manages, renovates and elevates residential property across Illinois — one team, from blueprint to keys.

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Manage + BuildUnder One Roof Blueprint → KeysOne Team Owner-FirstTransparent Reporting

The Firm

Most owners are caught between a manager who won’t build and a builder who won’t manage. We are both — so nothing about your property is ever someone else’s problem.

From tenant screening to full architectural remodels, every discipline lives under one roof. The crew that rebuilds the kitchen answers to the same standard — and the same phone number — as the manager who leases it.

Explore our services

The Build

Watch it come together.

Model MM-01 · Assembling
STAGE 01 · 0%

Scroll — the house builds itself · Drag to orbit

Light-filled renovated living space

Every detail, considered.

“A renovation is finished when nothing about it asks for attention — and everything rewards it.”

The Transformation

Same address.
Different world.

Project No. 214 — site photo to handover in eight weeks, one accountable team. Drag the line.

Kitchen before renovation Kitchen after renovation Before After SITE PHOTO · 03/14/2026 Handover · 05/09/2026 MM² · PROJECT FILE 214

Project No. 214 · Larkspur Kitchen · Naperville, IL

The Standard

5Service Lines
1Accountable Team
8–16wkFull Remodel
MonthlyOwner Statements

Selected Work

Finished. Occupied.
Still admired.

01Modern white residence exterior

The Meridian House

Complete Remodel
02Bespoke kitchen with marble island

Larkspur Kitchen

Kitchen
03Serene marble bathroom

Alabaster Bath

Bathroom
04Warm curated living room interior

Willow Residence

Interior
05Evening facade with pool reflection

Stillwater House

Management + Build

Representative imagery · Project portfolio available on request

Services

I.Property ManagementLeasing · Care · Statements · Open → II.Complete Remodeling8–16 Weeks · Open → III.Kitchens3–6 Weeks · Open → IV.Bathrooms2–4 Weeks · Open → V.Interiors & Flooring1–3 Weeks · Open →

How We Work

Three steps between your address and its full potential.

01The Walk

We visit the property, pull rent comps for the block, and listen to what you actually want from the asset — income, appreciation, or both.

02The Written Word

Within a week: current rent, achievable rent, and the exact scope of work that closes the gap — with a fixed price and schedule. No surprises, in writing.

03The Keys

One team builds, leases, and manages. You receive a statement on the fifth of every month — and very few phone calls in between.

Technology-Enabled Property Management

One property, one connected system.

Managing property well means keeping many moving parts in sync. Every property runs through one connected chain — and when those steps live in scattered spreadsheets and inboxes, things slip. We run operations as a single system, so an owner's asset, a tenant's request, a vendor's invoice and the month-end statement all reference the same source of truth.

OwnersPropertiesTenantsLeasingMaintenanceVendorsInvoicesFinancial ReportingAnalytics

Faster maintenance

Evaluating automation that routes and prioritises work orders, so nothing is lost between a tenant's request and a vendor's visit.

Clearer finances

Exploring document intelligence for invoices and leases, plus automated property-level reporting — a clean owner statement, on time.

Responsive service

Assessing assistants that answer routine tenant and owner questions instantly, while a real person handles anything that matters.

Sharper decisions

Building toward analytics on occupancy, re-lease time and renovation ROI — turning everyday data into better pricing and scope.

We evaluate AI, cloud, automation and analytics responsibly — adopting them only where they measurably improve reliability, transparency and the owner and tenant experience. Capabilities described here are under active evaluation, not all in production.

MM Squared at a Glance

ResidentialManagement + Renovation
Est. 2018Illinois LLC · Active
Naperville, ILUnited States
5Service Lines
7+Years Operating
Manage + BuildUnder One Roof
Blueprint → KeysOne Accountable Team
Owner-FirstTransparent Reporting

The Organization

One standard, every desk.

Management and construction under one roof only works when accountability is structured, not assumed. Every property, project and owner relationship has a named owner inside the firm.

JW

Jonathan Whitmore

Managing Principal

Sets the firm's direction and the standard every engagement is held to — owning client relationships, asset strategy, and the final word on quality across management and construction alike. Sponsors the firm's move toward technology-enabled operations and the responsible evaluation of AI, cloud and analytics.

SM

Sarah Mitchell

Director of Operations

Runs the day-to-day engine — scheduling, vendor coordination and owner reporting — so every property moves on time and every statement lands on the fifth.

RD

Rachel Donovan

Head of Property Management

Leads leasing, tenant screening and resident care across the portfolio — keeping occupancy high, turnover low, and owners out of the weeds.

TG

Thomas Gallagher

Head of Renovation & Construction

Owns every build from scope to handover — crews, schedules and fixed-price delivery, from a two-week flooring turn to a sixteen-week full remodel.

NC

Nathan Cole

Technology & Systems Lead

Builds the connected system behind operations — maintenance routing, document intelligence and owner analytics — evaluated responsibly, adopted only where it measurably helps.

In Their Words

They handle everything from screening to rent collection — a year in, I couldn’t be happier.
J. Mathews — Owner, Two Properties · Aurora, IL

Begin

Your property has
a higher self.

Send us the address. We’ll walk it, pull the numbers, and show you exactly what it should be earning — no fee, no obligation.