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| 2 | 04/15/26 | SIM Chicago Summit 2026 | Keynote | 1 Seminar Table, w/4 guest passes | 3 | $30,000 | Union League Chicago | 7:30 AM - 5:00 PM |
| 3 | 04/15/26 | SIM Chicago Summit 2026 | 10-Minute Tech Talk | 1 Seminar Table, w/2 guest passes | 4 | $15,000 | Union League Chicago | 7:30 AM - 5:00 PM |
| 4 | 04/15/26 | SIM Chicago Summit 2026 | Summit Regular Table Sponsor | 1 Seminar Table, w/2 guest passes | 9 | $10,000 | ULCC | 7:30 AM - 5:00 PM |
| 5 | 05/20/26 | Enclave Dinner - Suburbs | Event Sponsor - Local | 1 pass | 1 | $6,000 | | |
| 6 | 06/18/26 | CoTY Judges & Nominees Reception | Event Sponsor | 2 passes | | $5,000 | TBD | 5:30 - 8:30 PM |
| 7 | 08/03/26 | Annual Golf Outing | Apparel Sponsor | 1 foursome | 1 | $6,000 | White Eagle Naperville | 10AM-7PM |
| 8 | 08/03/26 | Annual Golf Outing | Lunch Sponsor | 1 foursome | 1 | $6,000 | White Eagle Naperville | 10AM-7PM |
| 9 | 08/03/26 | Annual Golf Outing | Buffet Dinner Sponsor | 1 foursome | 1 | $6,000 | White Eagle Naperville | 10AM-7PM |
| 10 | 08/03/26 | Annual Golf Outing | Beverage Cart | 1 foursome | 2 | $2,500 | White Eagle Naperville | 10AM-7PM |
| 11 | 08/03/26 | Annual Golf Outing | Prize Sponsor | 1 foursome | 1 | $3,300 | White Eagle Naperville | 10AM-7PM |
| 12 | 08/03/26 | Annual Golf Outing | Putting Contest | 1 foursome | 1 | $2,900 | White Eagle Naperville | 10AM-7PM |
| 13 | 08/03/26 | Annual Golf Outing | Chipping Contest | 1 foursome | 1 | $2,900 | White Eagle Naperville | 10AM-7PM |
| 14 | 08/03/26 | Annual Golf Outing | Longest Drive | 1 foursome | 5 | $3,000 | White Eagle Naperville | 10AM-7PM |
| 15 | 08/03/26 | Annual Golf Outing | Closest to Pin | 1 foursome | 4 | $3,000 | White Eagle Naperville | 10AM-7PM |
| 16 | 08/03/26 | Annual Golf Outing | Hole Sponsor | 1 foursome | 2 | $2,800 | White Eagle Naperville | 10AM-7PM |
| 17 | 08/18/26 | Enclave Dinner - Downtown | Event Sponsor - Local | 1 pass | 1 | $6,000 | Chicago Cut | 6 - 9pm |
| 18 | 08/18/26 | Enclave Dinner - Downtown | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Chicago Cut | 6 - 9pm |
| 19 | 09/09/26 | CoTY - Red Carpet Candidate Event | Event Sponsor | 2 passes | 1 | $5,000 | | |
| 20 | 10/06/26 | Women In Technology Exclusive Event | Event Sponsor | 2 passes | 1 | $5,000 | | |
| 21 | 10/14/26 | CoTY - Meet the Finalists | MTF Table Sponsor | 2 passes | 6 | $5,000 | In Person - TBD | 5:30 - 8:30 PM |
| 22 | 11/18/26 | CIO of The Year Fall Gala | Speaker | 1 table, w/5 sponsor, plus 1 VIP seat speaker table | 1 | $7,000 | Union League Chicago | 5:30 - 8:30 PM |
| 23 | 11/18/26 | CIO of The Year Fall Gala | Fireside Chat Sponsor | 2 guest passes | 1 | $5,000 | Union League Chicago | 4:30 - 5:30 PM |
| 24 | 11/18/26 | CIO of The Year Fall Gala | Dinner | 2 guest passes | 2 | $5,000 | Union League Chicago | 5:30 - 8:30 PM |
| 25 | 11/18/26 | CIO of The Year Fall Gala | Beverage | 2 passes | 2 | $4,000 | Union League Chicago | 5:30 - 8:30 PM |
| 26 | 11/18/26 | CIO of The Year Fall Gala | Appetizer | 2 passes | 1 | $3,000 | Union League Chicago | 5:30 - 8:30 PM |
| 27 | 11/18/26 | CIO of The Year Fall Gala | Award - CIOY | 2 passes | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM |
| 28 | 11/18/26 | CIO of The Year Fall Gala | Award - CIO+ | 2 passes | 1 | $1,700 | Union League Chicago | 5:30 - 8:30 PM |
| 29 | 11/18/26 | CIO of The Year Fall Gala | Award - Innovator | 2 passes | 1 | $1,700 | Union League Chicago | 5:30 - 8:30 PM |
| 30 | 11/18/26 | CIO of The Year Fall Gala | Finalist Table | 1 table, w/ 5 sponsor + 5 finalists | 4 | $3,000 | Union League Chicago | 5:30 - 8:30 PM |
| 31 | 11/18/26 | CIO of The Year Fall Gala | Candidate Table | 1 table, w/ 4 sponsor + 6 candidates | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM |
| 32 | 11/18/26 | CIO of The Year Fall Gala | Judges Table | 1 table, w/ 4 sponsor + 6 judges | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM |
| 33 | 11/18/26 | CIO of The Year Fall Gala | SIM BOD CIO Table | 1 table, w/ 4 sponsor + 6 BOD CIO | 1 | $2,500 | Union League Chicago | 5:30 - 8:30 PM |
| 34 | 11/18/26 | CIO of The Year Fall Gala | Premier Table | 1 table, w/10 guest passes | 2 | $3,000 | Union League Chicago | 5:30 - 8:30 PM |
| 35 | 12/02/26 | Enclave Dinner - Downtown | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | | |
| 36 | 12/03/26 | Enclave Dinner - Suburbs | Event Sponsor | 1 pass | 1 | $6,000 | | |
| 37 | 12/03/26 | Enclave Dinner - Suburbs | National Vendor Event Sponsor | 1 pass | 1 | $6,000 | Gibson's Oakbrook | 6 - 9pm |
| 38 | 12/10/26 | Members Only - Breakfast Event | Event Sponsor | 2 pass | 1 | $5,000 | Suburbs TBD | 7:00 - 9:30 a.m. |
| 39 | 05/20/26 | Enclave Dinner - Suburbs | Event Sponsor - National | | | $6,000 | | |