Join us at upcoming events

September 19, 2026 | 9:45 AMJoin the Chicago CashFlow Breakfast Club for another in-person real estate investor education and networking event focused on getting deals done in today’s market.This session is part of the group’s 12-part monthly education series and will focus on flipping and holding real estate deals in 2026. Each event covers a stand-alone topic, so investors can attend even if they missed previous sessions.F...

September 29, 2026 | 8:00 AM - 11:30 AM Join property management and real estate professionals from across Chicagoland for the 21st Annual Chicagoland Property Management Summit in Lombard.The morning will bring together leaders from property management, commercial real estate, operations, construction, and related industries to discuss current strategies, challenges, and trends affecting property owners and managers.Featured GC Re...

Community Investment Corporation (CIC) is bringing its in-person Property Management Training Certificate Class to the Chicago Urban League.Property owners, managers, and housing professionals can spend the day learning practical property management strategies and gaining information they can put to work in their rental operations.Speaker: Mark Ainley Founder, GC Realty & Development Host, Straight Up Chicago Investor PodcastðŸ“...

Community Investment Corporation (CIC) is hosting an in-person Property Management Training Certificate Class for rental property owners, managers, and real estate professionals looking to strengthen their property management knowledge.This full-day training provides practical information housing providers can use to improve their management practices and day-to-day rental operations.Speaker: Mark Ainley Founder, GC Realty & Develop...

Join us for an afternoon of networking with local property owners, operators, and real estate professionals at GC Realty & Development's "The Underground."This event is focused on connecting with others who understand the day-to-day challenges of property maintenance and rental operations. Come meet other owners and operators, exchange ideas, build relationships, and connect with professionals in the ind...

Join us for an exclusive evening bringing together property managers and industry professionals for a Maintenance Mastermind & Dinner at Chicago Prime Italian.This is an opportunity to connect with other property management professionals, share maintenance challenges, exchange ideas, and learn from others dealing with the same day-to-day operational issues.📅 July 30, 2026 ⏰ 6:00 PM - 8:00 PM CT 📍...

Event Details: Location: Salerno's Pizza 7128 Roosevelt Rd Oak Park, IL 60304Date: Tuesday, June 30, 2026 Time: 6:30 PM – 9:00 PMOverview: Join the West Suburban Building Owners Association (WSBOA) for its monthly meetup featuring Mark Ainley, Partner and Co-Founder of GC Realty & Development and co-host of the Straight Up Chicago Investor Podcast.This event brings together rental housing providers, investors, and industry...

Event Details: Location: 1941 N Elston Ave Chicago, IL 60642Date: Saturday, June 13th, 2026 Time: 1:30 PM – 4:00 PMOverview: Chicago real estate is shifting, and the best opportunities are not always obvious.Join fellow investors and industry professionals for the Dan Loves Houses Summer Property Investor Summit to discuss current market conditions, investment strategies, and opportunities throughout Chicago. The event will featur...

Event Details: Organization: Chicago Creative Investors Association (CCIA) Location: Zoom Meeting Date: Sunday, June 14th, 2026 Time: 5:30 PM – 8:30 PM CTOverview: Mark Ainley, partner of GC Realty & Development and co-host of the Straight Up Chicago Investor Podcast, will join Chicago Creative Investors Association to discuss leasing, self-management, and the current leasing environment for Chicagoland real estate investors.A...

Join us at Investor Summit, Summer 2026 for face-to-face networking and hot investment insights.Get ready for the Investor Summit, Summer 2026! Join us in person to connect, learn, and grow with fellow investors and industry experts. It’s all about smart talks, fresh ideas, and great networking in a relaxed setting. Don’t miss this opportunity to boost your investment game.RESERVE YOUR SPOT!Location: GC Realty & Develop...