Level Up Chicago: From First Deal to Full Portfolio
Schedule
Thu May 21 2026 at 05:30 pm to 07:30 pm
UTC-05:00Location
Hyde Park Bank | Chicago, IL
About this Event
Scale Up Chicago: From First Deal to Full Portfolio
Live for less. Invest smarter. Build wealth.
Why start investing in real estate?
Real estate investing is about using property as a tool to build wealth — from your first purchase to a growing portfolio. With the right approach, you can generate income, build equity, and create long-term financial stability while scaling at your own pace.
What to Expect:
🍷 A casual evening with wine and small bites
🎤 Live, informal panel discussion led by THC and Landmark Property Management, plus local experts
💬 Open Q&A with trusted lenders, attorneys, inspectors, and real estate professionals
🏢 Selection of local industry professionals and community partners hosting informational tables
📋 Practical, take-home insights you can actually use
Topics We’ll Cover:
- How to qualify for low down payment financing
- Guidance on choosing the right broker and what to look for in a strong real estate partnership
- What to look for when buying investment properties in Chicago
- Tenant considerations, protections, and risk mitigation
- Financial, property management, inspection, and legal essentials
- When property management makes sense — and how it helps you scale
Who Should Attend:
- Current investors looking for insights on how to build their portfolio
- First-time buyers ready to stop renting
- Future investors exploring their options
- Anyone interested in lowering their housing costs through real estate
- Individuals and families focused on building long-term wealth
Event Details:
📍 Location: Hyde Park Bank
📆 Date: Thursday, May 21st
🕕 Time: 5:30-7:30pm CT
🎟️ Cost: FREE with RSVP (space is limited)
Come for the wine, small bites, and conversation — leave with a clear plan to start, optimize, or scale your real estate portfolio with intention.
Our Sponsors:
Chanon Slaughter | Senior CRA Loan Originator
Wintrust Mortgage
773.753.4189
www.wintrustmortgage.com
Jaime Wail | Founder
AIP | Ace Insurance Partners
708.334.2501 (Call | Text)
Shawn Santos | Owner & Home Inspector
Optimal Home Inspections LLC
773.710.5891
https://www.optimalhomeil.com
Agenda
🕑: 05:30 PM - 06:00 PM
Arrive, Sip & Connect
🕑: 06:00 PM - 06:30 PM
Panel Discussion
🕑: 06:30 PM - 07:00 PM
Q&A
🕑: 07:00 PM - 07:30 PM
Mingle + Meet the Experts
Where is it happening?
Hyde Park Bank, 1525 East 53rd Street, Chicago, United StatesEvent Location & Nearby Stays:
USD 0.00
