Investor profile - IL
Jonathan Less
Jonathan Less is a real estate investor and operator based in Chicago, IL-IN-WI. Public filings show activity across 19 properties held through 5 holding companies. Recent mortgage relationships include Clear Sky Financial, KCHWC, and Kiavi.
Jonathan's Activity
As of December 2025, public records show approximately $3.1M in recorded mortgage exposure linked to this investor across at least 29 mortgage filings and 19 properties held through 5 holding companies. Activity appears concentrated in residential and multifamily assets recorded between 2017 and 2022.
Associated People
Primary Geography
Chicago, IL-IN-WI
ZIP codes: 60002, 60015, 60040, 60076, and 60133
Most recorded activity for this investor appears in CHICAGO, SKOKIE, WESTCHESTER, ALSIP, and HANOVER PARK.
Property Type Breakdown
Associated Entities (5)
IL · 54 properties · 116 mortgages
IL · 0 properties · 4 mortgages
IL · 16 properties · 0 mortgages
+2 more not shown
Mortgages (29)
Top Lenders
| Date | Amount | Status | Lender | Borrower | Address |
|---|---|---|---|---|---|
| 10/12/2022 | $446k | Open | Clear Sky Financial | JBMM INVESTMENTS LLC | 2015 W ADDISON ST, CHICAGO, IL 60618 |
| 10/04/2022 | $330k | Open | Clear Sky Financial | JBMM INVESTMENTS LLC | 5359 W DEMING PL, CHICAGO, IL 60639 |
| 10/04/2022 | $110k | Open | Clear Sky Financial | JBMM INVESTMENTS LLC | 232 EVOLUTION AVE, HIGHWOOD, IL 60040 |
+26 more not shown
Owned Properties (19)
| Address | Deeded owner | Status | Consideration |
|---|---|---|---|
| 5359 W DEMING PL, CHICAGO, IL 60639 | KAITLYN JONES | Sold | $330k |
| 232 EVOLUTION AVE, HIGHWOOD, IL 60040 | JBMM INVESTMENTS LLC | Sold | $110k |
| 10408 S UNION AVE, CHICAGO, IL 60628 | JBMM INVESTMENTS LLC | Sold | $115k |
+16 more not shown
FAQ
What type of real estate does this investor focus on?
Associated mortgages and deeds show activity in residential and multifamily properties across Chicago, IL-IN-WI.
What companies is Jonathan Less associated with?
Jonathan Less is associated with 5 entities based on extracted signatures from public records. Key entities include JBMM INVESTMENTS LLC, JBMM INVESTMENTS LLC AN ILLINOIS LLC, JBM INVESTMENTS LLC, JM LESS INVESTMENTS LLC, and JEAN INVESTMENTS LLC.
How many properties are associated with this investor?
At least 19 properties are associated with Jonathan Less and the entities they control, based on signatures extracted from recorded documents connecting Jonathan Less to the entities.
Which lenders has this investor worked with?
Recent mortgage activity references Clear Sky Financial, KCHWC, and Kiavi, indicating a mix of lending relationships.
How recent is their activity?
Records show activity from 2017 through 2022, with the most recent mortgage recorded in 2022.
How is associated activity determined?
Elementix uses AI to extract signatures from recorded documents. These signatures are used to determine the relationships between people and entities. This is a novel approach that goes beyond looking at corporate filings and skip-tracing.
The information displayed on this page is compiled from recorded real estate documents, business filings, and other lawfully available sources. Elementix summarizes and analyzes public record activity related to investment real estate and associated business entities. Any contact indicators shown (such as email domain references or partial phone digits) are provided solely as unverified signals and may be incomplete or outdated.
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