Straight Up Chicago Investor

Booking Overview

An interview-led real estate investing show focused on Chicago-area neighborhoods, multifamily investing, property management, financing, and practical operating lessons, typically featuring local investors, housing professionals, and real estate service specialists. Credible pitches include Chicago investors, property managers, lenders, real estate technology founders, contractors, and specialists with practical deal or operations expertise; booking difficulty is low because the show regularly features accessible local professionals rather than only nationally prominent figures.

Metrics

Episodes: 483

Frequency: Weekly

Rating: 5.0/5.0

Estimated listeners: 1k-10k

Gender skew: Male

Location: USA

YouTube: 2.9k subscribers

Instagram: 1.7k followers

Contact Information

Publicly listed emails

straightupchicagoinvestor@gmail.com

mark@gcrealtyinc.com

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Host

Mark Ainley - Chicago real estate investor associated with GC Realty & Development, with experience in acquisitions, flips, BRRRR projects, syndication, short-term rentals, and property management.

Booking Intelligence

Booking Requirements

low

Typical Credentials:

Chicago-area real estate investors, multifamily operators, property managers, lenders, housing providers, contractors, and real estate technology or service professionals with direct experience and practical results.

Required Achievements:

Built or acquired a Chicago-area real estate portfolio, Completed multifamily acquisitions or financing transactions, Scaled a wholesaling, property management, or real estate services business, Developed practical expertise in construction, maintenance, operations, or real estate technology

Recent Guest Discussions

Eric Workman - The Lending Environment And How Real Estate Deals Are Funded.

Gabe Horstick - Real Estate Rehabs And Development.

Noah Birk - Small Multifamily Investing.

Erica Miles - Property Management Efficiencies.

Corey Oliver - Building Operations On Chicago’s South Side.

Recent Topics

Real Estate, Property Management, Multifamily, Wholesaling, Financing

Episodes

Here's the recent few episodes on

Straight Up Chicago Investor

Episode 479: Finding Cash Flow in Chicago's A Class Neighborhoods with David Shifrin

September 17, 2026

David Shifrin of Elite Properties Chicago returns to share how he has scaled his portfolio since his last SUCI podcast appearance in 2024! David opens up by summarizing his portfolio and how he created cash flow in premier Chicago neighborhoods! He breaks down how a 1031 exchange works and gets granular with an example that led to the acquisition of a great multifamily asset in Avondale. David shares some lessons learned from a rough rehab project and talks about strategies to raise rents and...

Episode 478: The Proposed Move Act: Where Owners Can Transfer Their Existing Mortgage

September 15, 2026

What do investors need to know regarding the proposed legislation for both the Road To Housing and Move Act? ============= Connect with Mark and Tom: StraightUpChicagoInvestor.com Guest: Chris Puleo, Puleo Group Link: Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo Email the Show: StraightUpChicagoInvestor@gmail.com Link: Build Your Team | Straight Up Chicago Investor Podcast Properties for Sale on the North Side? We want to buy them. Email: StraightUp...

Episode 477: Building an 80-Unit Portfolio in 2 Years with Arthur Barkan

September 10, 2026

Arthur Barkan of Barkan Realty joins us to share how he rapidly scaled his multifamily portfolio to 80 units! Arthur breaks down the ins and outs of investing in North Chicago, current market deal flow, and evaluating troubling tenants and potential evictions! He also shares strategies for scaling faster, tools to improve property management operations, and lessons learned from working with villages in the northern suburbs. Arthur gets granular on financing properties, capital recycling throu...

Publicly listed emails

straightupchicagoinvestor@gmail.com

mark@gcrealtyinc.com

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