Sec Form 3 Filing - PEAK6 Investments LLC @ LEAF GROUP LTD. - 2020-06-15

FORM 3 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person PEAK6 Investments LLC 2. Issuer Name and Ticker or Trading Symbol LEAF GROUP LTD. [ LEAF] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) _____ Director _____ 10% Owner _____ Officer (give title below) X __ Other (specify below) May be member of 10% group (Last) (First) (Middle) 141 W. JACKSON BOULEVARD, SUITE 500 3. Date of Earliest Transaction (MM/DD/YY) 06/15/2020 (Street) CHICAGO, IL60604 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) _____ Form filed by One Reporting Person __ X __ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4) Code V Amount (A) or (D) Price Common Stock 1,386,583 I By PEAK6 Capital Management LLC ( 1 )

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities) 1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4, and 5) 6. Date Exercisable and Expiration Date (MM/DD/YY) 7. Title and Amount of Underlying Securities (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of Derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4) Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other PEAK6 Investments LLC 141 W. JACKSON BOULEVARD, SUITE 500 C HICAGO, IL60604 May be member of 10% group PEAK6 Capital Management LLC 141 W. JACKSON BOULEVARD, SUITE 500 CHICAGO, IL60604 May be member of 10% group PEAK6 Group LLC 141 W. JACKSON BOULEVARD, SUITE 500 CHICAGO, IL60604 May be member of 10% group PEAK6 LLC 141 W. JACKSON BOULEVARD, SUITE 500 CHICAGO, IL60604 May be member of 10% group Hulsizer Matthew 141 W. JACKSON BOULEVARD, SUITE 500 CHICAGO, IL60604 May be member of 10% group Just Jennifer 141 W. JACKSON BOULEVARD, SUITE 500 CHICAGO, IL60604 May be member of 10% group Signatures /s/ Jay Coppoletta, Chief Corp. Dev & Legal Officer of PEAK6 Investments LLC and of PEAK6 Group LLC 06/24/2020 Signature of Reporting Person Date /s/ Tom Simpson, Chief Executive Officer of PEAK6 Capital Management LLC 06/24/2020 Signature of Reporting Person Date /s/ Matt Hulsizer, individually and as Manager of PEAK6 LLC 06/24/2020 Signature of Reporting Person Date /s/ Jennifer Just, individually and as Manager of PEAK6 LLC 06/24/2020 Signature of Reporting Person Date

Explanation of Responses:

( 1 )PEAK6 Investments LLC is, directly or indirectly, the owner of 100% of the equity interests in PEAK6 Group LLC and PEAK6 Capital Management LLC. PEAK6 Group LLC owns 99% of the equity interests in PEAK6 Capital Management LLC. PEAK6 LLC is the managing member of PEAK6 Investments LLC. Matthew Hulsizer and Jennifer Just are managers of PEAK6 LLC. Each Reporting Person expresslydisclaims beneficial ownership with respect to any shares beyond her, his or its pecuniary interest therein.

Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.

* If the form is filed by more than one reporting person, see Instruction 4(b)(v).

** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).

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