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2nd Quarter 2019 Shareholder Newsletter

July 2019
We hope you are enjoying a great summer! Parkside is happy to report a very good first half of 2019. We look forward to continued growth throughout the year with the support of a strong prospect pipeline and the end of our seasonal deposit runoff. It’s been an exciting quarter at Parkside! Check out some
of our news below, including highlights from this year’s shareholder meeting.

2019 Shareholder Meeting
As announced at our 2019 Shareholder Meeting, a dividend of $0.80 per share of Parkside Financial, Inc. stock was paid on June 15th. This is Parkside’s 6th dividend payment and a $0.175, or 28%, increase from our 2018 dividend. Checks were mailed directly to the address of record or to the custodian of record. If you have not received your check, please contact Karen Turner at
kturner@pfbt.com. We continued our annual share repurchase program in 2019, marking the 4th consecutive year we’ve offered to repurchase shares. This program helps improve liquidity for our shareholders as we stated we would do when we formed Parkside. This year we offered to repurchase up to 60,000 shares of our stock at $36.00 per share. A total of 37,815 shares were tendered and repurchased in early July. Transactions for Parkside Financial, Inc. shares are negotiated throughout the year on BancList.com. In the past year, approximately 40,000 shares have been negotiated using this site. Should you have any questions regarding BancList, please contact Leigh Ann Gruenewald
at lgruenewald@pfbt.com.

Parkside Heads West
Parkside is excited to announce the opening of a loan production office in Denver, Colorado.
We welcome our new team member, Senior Vice President - Commercial Lender, David Bell.
David offers more than 20 years of industry experience working with privately held businesses in
St. Louis and, most recently, in Denver for CoBiz Financial Inc. He will focus on middle market commercial and industrial business, private equity, and commercial real estate transactions throughout the Rocky Mountain region. Stay tuned for additional information next week about David and our commitment to building partnerships in the Rocky Mountain region.
2019 Most Influential Business Women
Parkside Executive Vice President Carla Valenti was recently named as one of the St. Louis Business Journal’s 2019 Most Influential Business Women. Carla joined our team when we opened for business in 2008, and has served as a lending specialist and partner for privately held small and middle
market businesses in the St. Louis area for more than 35 years. Her unparalleled commitment to each client’s success has allowed her to impact the banking industry and the diverse industries in which her clients work. The St. Louis Business Journal will feature Carla and fellow women leaders in its Most Influential Business Women Awards section on August 9th. Please join us in congratulating Carla on this well-deserved recognition.

2019 Top Workplaces
In June, Parkside was recognized by the St. Louis Post-Dispatch as a 2019 Top Workplace. We are particularly proud of this designation as it is based solely on employee feedback gathered through a third-party survey measuring several aspects of workplace culture. We strive to treat each employee with the same resolute commitment to their well-being and success as we do our shareholders
and clients. After all, it’s their expertise, passion and loyalty that truly make Parkside uncommon.

Summer Internship Program
Parkside is currently hosting four college students for a 10-week internship program designed to provide hands-on experience with Commercial Banking, Trust, Family Office and 401(k) as well as spending time with our customer service, finance and marketing teams. We congratulate them on a job well-done, thank them for their valuable contributions and wish each of them the best as they return to school this fall. We hope you and your families enjoy a safe and fun summer!
As always, should you have any questions or comments, please feel free to contact us.
James C. Wagner - CEO
Andrew S. Hereford - President, Bank
Matthew A. Wagner - President, TFO