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Troy Leonard, portrait

Troy Leonard

Chief Compliance Officer at Cornerstone Enterprises in Appleton, WI

Investment adviser registrationUpdated

Troy Leonard is Chief Compliance Officer of Cornerstone Enterprises, LLC, an investment adviser managing $220M, and works from its Appleton, WI office. Troy Leonard has been registered as an investment adviser representative through Cornerstone Enterprises since 3 January 2023, has 15 years in the industry across 2 firms and has passed the Series 7 and Series 66.

15
Years in industry
3
Years at firm
2
Adviser firms
3
States registered

From the IAPD record, checked 22 October 2026SEC record

Career

Troy Leonard has been Chief Compliance Officer of Cornerstone Enterprises since December 2022, is a control person of the firm and directly owns under 5% of it.

Cornerstone Enterprises, LLC is an Appleton, WI firm with $220M under management, 579 clients and 5 advisers across 3 offices, as of its February 2026 filing.

Troy M. Leonard is Chief Executive of Cornerstone Financial Group. He has worked as an investment advisor with the firm since 2011 and took the reins as head of the firm in 2020. He works with executive teams at small and medium businesses on employee benefits and executive bonus programs, buy-sell agreements, informal business valuations and exit strategies.

Troy Leonard’s longest registration was 11 years at Principal Securities, Inc. (2011–2023). Before joining Cornerstone Enterprises in 2023, Troy Leonard was registered through Principal Securities, Inc.

  1. – present · 3 years
    Appleton, WI · Adviser representative · Firm CRD 324255
  2. Principal Securities, Inc.
    – · 11 years
    Appleton, WI · Adviser representative · Firm CRD 1137

Credentials and registrations

Professional designations

Listed by Cornerstone Enterprises

  • AIF®
  • AIFA®

Investment adviser representative registrations

Troy Leonard is registered as an investment adviser representative in 3 states. The first approvals date from January 2023; the most recent is Florida, in June 2023.

  • FloridaSince 30 June 2023
  • TexasSince 3 January 2023
  • WisconsinSince 3 January 2023

Examinations

SIECredited
Name
Securities Industry Essentials Examination
Series 6627 May 2011
Name
Uniform Combined State Law Examination
Series 714 May 2011
Name
General Securities Representative Examination

Key facts

Full name
Troy Michael Leonard
CRD
5899672
Firm
Cornerstone Enterprises · CRD 324255
Role
Chief Compliance Officer
Office
158 E NORTHLAND AVE, Appleton, WI 54911
Registration
Investment adviser registration
In the industry since
May 2011
Disciplinary history
Not yet shown here · SEC record
Firm bio
cfgwi.com

Common questions

Where does Troy Leonard work?

Troy Leonard has been Chief Compliance Officer of Cornerstone Enterprises, LLC since December 2022, and is a control person of the firm.

Source: Form ADV, Schedule A, filed 17 February 2026

Is Troy Leonard a financial advisor?

Yes. Troy Leonard has a current investment-adviser registration in Florida, Texas and Wisconsin, through Cornerstone Enterprises since January 2023.

Source: IAPD individual record, checked 22 October 2026

How many years of experience does Troy Leonard have?

Troy Leonard has 15 years in the financial industry, since May 2011, across 2 adviser firms.

Source: IAPD individual record, checked 22 October 2026

What exams has Troy Leonard passed?

Troy Leonard has passed 2 licensing exams: the Series 7 and Series 66. The earliest, the Series 7, was passed in May 2011. FINRA credited Troy Leonard with the SIE, which began in October 2018.

Source: IAPD individual record, checked 22 October 2026

Where is Troy Leonard based?

Troy Leonard’s registered office is in Appleton, WI.

Source: IAPD individual record, checked 22 October 2026

Is Troy Leonard registered with FINRA?

No. Troy Leonard has no current broker registration.

Source: IAPD individual record, checked 22 October 2026

How can I verify Troy Leonard’s record?

Search CRD 5899672 on the SEC’s adviser search (adviserinfo.sec.gov), which publishes Troy Leonard’s full registration record.

Source: IAPD individual record, checked 22 October 2026

Sources

  1. IAPD individual record, CRD 5899672, checked 22 October 2026. Registration status, employment history and examinations.
  2. Form ADV Part 1A, Schedules A and B of Cornerstone Enterprises, LLC, filed 17 February 2026. Title, control and ownership bands.
  3. Cornerstone Enterprises team page. Biography, education, credentials, awards and the portrait, reproduced for identification.