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Douglas Stepansky

CCO at Strategic Investment Solutions in Orland Park, IL

Investment adviser and broker registrationsUpdated

Douglas Stepansky is CCO of Strategic Investment Solutions, Inc., an investment adviser managing $830M, and works from its Orland Park, IL office. Douglas Stepansky has been registered as an investment adviser representative through Strategic Investment Solutions since 3 December 2010, has 26 years in the industry across 4 firms and has passed the Series 7, Series 66 and Series 24.

26
Years in industry
15
Years at firm
4
Adviser firms
1
States registered

From the IAPD record, checked 22 October 2026SEC record

Career

Douglas Stepansky has been CCO of Strategic Investment Solutions since January 2017, is a control person of the firm and directly owns between 10% and 25% of it. Douglas Stepansky holds a Bachelor of Science in Business Management from Eastern Illinois University and a Master of Business Administration from Northeastern University.

Strategic Investment Solutions, Inc. is an Orland Park, IL firm with $830M under management, 2,695 clients and 9 advisers across 4 offices, as of its February 2026 filing.

Doug Stepansky is a partner at Strategic Investment Solutions, Inc., where he assists clients as an on-staff financial advisor, serves as chief compliance officer and has a seat on the firm's investment committee. He has provided investment management and financial planning to his clients for over 20 years.

Douglas Stepansky’s longest registration is the current one, 15 years at Strategic Investment Solutions since 2010. Before joining Strategic Investment Solutions in 2010, Douglas Stepansky was registered through LPL Financial Corporation and Waterstone Financial Group, Inc.

  1. – present · 15 years
    Orland Park, IL · Adviser representative · Firm CRD 143128
  2. LPL Financial Corporation
    – · under a year
    Orland Park, IL · Adviser representative · Firm CRD 6413
  3. Waterstone Financial Group, Inc.
    – · 5 years
    Itasca, IL · Adviser representative · Firm CRD 10078
  4. Heritage Capital Management Inc
    – · 2 years
    Itasca, IL · Adviser representative · Firm CRD 110383

Credentials and registrations

Professional designations

Listed by Strategic Investment Solutions

  • CERTIFIED FINANCIAL PLANNER™ (CFP®)
  • Accredited Investment Fiduciary (AIF®)

Investment adviser representative registrations

Douglas Stepansky is registered as an investment adviser representative in Illinois, since December 2010.

  • IllinoisSince 3 December 2010

Examinations

SIECredited
Name
Securities Industry Essentials Examination
Series 2416 June 2010
Name
General Securities Principal Examination
Series 6622 January 2000
Name
Uniform Combined State Law Examination
Series 77 December 1999
Name
General Securities Representative Examination

Key facts

Full name
Douglas James Stepansky
CRD
4063040
Role
CCO
Office
9501 W 144TH PLACE, Orland Park, IL 60462-2562
Registration
Investment adviser and broker registrations
In the industry since
December 1999
Disciplinary history
Not yet shown here · SEC record · BrokerCheck
Firm bio
sisfp.com

Common questions

Where does Douglas Stepansky work?

Douglas Stepansky has been CCO of Strategic Investment Solutions, Inc. since January 2017, and is a control person of the firm.

Source: Form ADV, Schedule A, filed 16 February 2026

Is Douglas Stepansky a financial advisor?

Yes. Douglas Stepansky has a current investment-adviser registration in Illinois, through Strategic Investment Solutions since December 2010.

Source: IAPD individual record, checked 22 October 2026

How many years of experience does Douglas Stepansky have?

Douglas Stepansky has 26 years in the financial industry, since December 1999, across 4 adviser firms.

Source: IAPD individual record, checked 22 October 2026

What exams has Douglas Stepansky passed?

Douglas Stepansky has passed 3 licensing exams: the Series 7, Series 66 and Series 24. The earliest, the Series 7, was passed in December 1999. FINRA credited Douglas Stepansky with the SIE, which began in October 2018.

Source: IAPD individual record, checked 22 October 2026

Where did Douglas Stepansky work before Strategic Investment Solutions?

Before Strategic Investment Solutions, Douglas Stepansky was registered through LPL Financial Corporation, September 2009 to December 2009; Waterstone Financial Group, Inc., March 2004 to September 2009; Heritage Capital Management Inc, January 2004 to September 2006.

Source: IAPD individual record, checked 22 October 2026

Where is Douglas Stepansky based?

Douglas Stepansky’s registered office is in Orland Park, IL.

Source: IAPD individual record, checked 22 October 2026

Is Douglas Stepansky registered with FINRA?

Yes. Douglas Stepansky has a current broker registration, under CRD 4063040.

Source: FINRA BrokerCheck

Is Douglas Stepansky a CFP?

Strategic Investment Solutions lists Douglas Stepansky with the CFP credential (“CERTIFIED FINANCIAL PLANNER™ (CFP®)”) on its website. CFP Board confirms certification status.

Source: Doug Stepansky biography, sisfp.com

How can I verify Douglas Stepansky’s record?

Search CRD 4063040 on the SEC’s adviser search (adviserinfo.sec.gov) and FINRA’s broker search (brokercheck.finra.org), which publish Douglas Stepansky’s full registration record.

Source: IAPD individual record, checked 22 October 2026

Leadership at Strategic Investment Solutions

Sources

  1. IAPD individual record, CRD 4063040, checked 22 October 2026. Registration status, employment history and examinations.
  2. Form ADV Part 1A, Schedules A and B of Strategic Investment Solutions, Inc., filed 16 February 2026. Title, control and ownership bands.
  3. Strategic Investment Solutions team page. Biography, education, credentials, awards.