Madison Investing

What Madison Investing does

Madison Investing, LLC is a Sacramento, California-based investment group founded in 2018 by Spencer Hilligoss (CEO) and Jennifer Morimoto (COO) that distributes passive real estate investment opportunities to accredited investors through an invitation-only club model. The core offering is access to vetted real estate syndications across asset classes including multifamily, self-storage, mobile home parks, and short-term rentals, where Madison's investors serve as limited partners alongside general-partner operators. The company requires sponsors to co-invest at least $100,000 of personal capital per deal and applies a three-criteria vetting process (operator experience, market fundamentals, deal structure) before presenting opportunities to members. CEO Hilligoss has facilitated over $350 million in real estate transactions and holds interests in 3,500+ residential units across his career.

The business operates without proprietary technology beyond a Wix-hosted marketing site, a third-party investor portal (madisoninvesting.invportal.com), and Google Analytics for web measurement. Revenue mechanics are not publicly disclosed but are characterized as syndication facilitation with implied management fees and/or carried interest on deals; specific fee schedules, AUM, and recurring revenue figures are not reported. Go-to-market is content-led: an extensive blog, the Wealth Windup video series, podcast appearances (Millennial Investing, The Deal Closers Podcast), and recurring earned media in Forbes, Business Insider, MarketWatch, USA Today, and Digital Journal — anchored by Hilligoss's personal brand and Forbes Business Council membership (2023).

The customer base is exclusively individual accredited investors, with named testimonials spanning FIRE seekers, career professionals diversifying beyond 401(k)s and index funds, and healthcare practitioners. Distribution is gated via a request-invitation workflow and direct email/portal channels, with no enterprise customers, no institutional capital relationships, and no disclosed external funding rounds, headcount, or regulatory actions.

Name

Madison Investing

Legal name

Madison Investing, LLC

Website

https://madisoninvesting.com

Company type

Private

Founded year

2016

Operating status

Operating

Headcount range

1–10 employees

Short description

Madison Investing, LLC is a Sacramento-based, invitation-only investment club that facilitates vetted passive real estate syndications for accredited investors, founded in 2018 by Spencer Hilligoss and Jennifer Morimoto using a content-driven, founder-led go-to-market across multifamily, self-storage, and short-term rentals.

Ownership category

akta.pro rank

Product category

Real Estate Investment Services

NAICS

Portfolio Management and Investment Advice (523940), Miscellaneous Intermediation (52391)

SIC

Investment Advice (6282)

akta.pro primary industry

Real Estate Capital Markets Advisory (Debt/Equity Placement, Refinancing) (BPAJANAE)

akta.pro secondary industries

Real Estate Investment Advisory (Acquisitions/Dispositions, Capital Allocation) (BPAJANAA), Real Estate Capital Markets Brokerage (Debt & Equity Placement) (FSAEAJAK)

Keywords

• Real estate syndications
• Passive real estate investing
• Private placement investments
• Accredited investor services
• Commercial real estate investments

Headquarters

HQ city

Alameda

HQ country

United States

HQ region

North America

Offices2 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Marketing or Sales, Operations, Technology or R&D, Others

Revenue model

1. Investment Management / syndication facilitation: Madison Investing provides accredited investors access to private real estate investment opportunities including real estate syndications and funds. The company earns revenue by facilitating investment deals and potentially charging management fees or carried interest on returns generated through their vetted investment opportunities. Specific fee structures are not publicly disclosed.

Pricing tiers

Go-to-market motion2 records

Distribution channels3 records

Marketing channels7 records

Core offering

Madison Investing operates an invitation-only investor club that curates and facilitates passive real estate investment opportunities (syndications and private placements) for accredited investors. The core offering is access to vetted commercial real estate deals, including multifamily, self-storage, mobile home parks, and short-term rental properties, sourced through partner operators who act as General Partners while Madison investors serve as Limited Partners.

Product overview

Madison Investing is a passive real estate investment platform offering accredited investors access to private placements and real estate syndications. The core offering consists of the Madison Investing Club, which provides vetted investment opportunities in commercial real estate including multifamily properties, self-storage facilities, mobile home parks, and short-term rentals. Additional offerings include an Investor Portal for account management, the Madison Investing Blog with educational content on passive income and investment strategies, Real Estate Syndication Education explaining deal structures and evaluation criteria, and the Wealth Windup Video Series addressing common investor questions. The platform emphasizes education, data-driven deal selection, and passive income generation through strategic real estate partnerships.

Differentiator

Problem solved

Functional benefit

Products and services

• Madison Investing Club An exclusive, invitation-only investor club that provides accredited investors with vetted, data-backed real estate syndicate investment opportunities targeting passive income generation, portfolio diversification, and FIRE (Financial Independence, Retire Early) outcomes. Access requires submission of an invitation request and SEC-accredited investor qualification.
• Passive Real Estate Syndication Investments Curated private placements and real estate syndication investments for accredited investors, providing passive ownership exposure to commercial real estate assets including multifamily, self-storage, mobile home parks, and short-term rentals. Investors participate as Limited Partners alongside General Partner operators who source, acquire, and manage the underlying properties.
• Investor Portal Online member portal that enables existing Madison Investing Club members to access current investment opportunities, review deal documentation, and manage their investment accounts and portfolio.

Quantifiable outcome

• Target annualized returns of 8% with goal of 18% total return including property sale
• +2 more outcomes

Named customers3 records

Segments4 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

Partnerships

One partnership is on record.

• Real Estate Operators / SponsorscoreOthersMadison Investing partners with experienced real estate operators and sponsors who source, acquire, and manage investment properties. These operators act as General Partners (GPs) in syndication deals while Madison Investing investors serve as Limited Partners (LPs). The company requires operators to invest at least $100,000 of their own capital in each deal as 'skin in the game' criteria.

Scale indicators3 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• EquityMultiple: EquityMultiple offers curated commercial real estate investments including preferred equity, senior debt, and common equity syndications to accredited investors. Its curated deal flow and vetting-driven positioning closely mirror Madison's approach.
• RealtyMogul: RealtyMogul provides accredited investors with access to private real estate investments, including commercial properties and REITs. Comparable to Madison in targeting accredited investors with diversified commercial real estate exposure.
• CrowdStreet: CrowdStreet is a leading online marketplace for accredited investors to access institutional-quality commercial real estate deals through syndications and funds. It directly competes with Madison Investing in deal sourcing, investor onboarding, and private placement facilitation for the same target customer.

Emerging players

• AcreTrader: AcreTrader enables accredited investors to buy fractional shares of farmland through private placements. Comparable to Madison's niche real estate syndication model, though focused specifically on agricultural land rather than commercial property.
• Masterworks: Masterworks is an art investment platform offering fractional ownership of blue-chip artworks to accredited investors. Comparable to Madison as an alternative-asset private placement platform targeting accredited investors seeking diversification.
• PeerStreet: PeerStreet is a real estate investment platform providing accredited investors access to short-term, high-yield real estate loans. Comparable to Madison in serving accredited investors seeking alternative real estate exposure through vetted opportunities.

Broad incumbents

• Fundrise: Fundrise is a large-scale real estate investment platform offering eREITs and syndications across multiple asset classes to both accredited and non-accredited investors. It is a broader incumbent in the same real estate private placement space as Madison Investing.
• YieldStreet: YieldStreet is an alternative investment platform offering access to real estate, marine, legal, and other private market deals to accredited investors. Comparable to Madison in providing vetted, asset-class-diversified alternatives beyond public markets.
• Roofstock: Roofstock is a large single-family rental investment marketplace serving accredited and retail investors. It overlaps with Madison's residential real estate syndication focus and accredited investor base.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat3 records

Key risks5 records

Key highlights6 records

Customer concentration

• Facebookfacebook.com/MadisonInvesting
• LinkedInlinkedin.com/company/madisoninvesting

Revenue estimate

Valuation estimate

Number of profiles

Profiles2 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Madison Investing