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Colbert Cannon

Director at Mediaco HoldingMediaco Holding
Board

About Colbert Cannon

Colbert Cannon (age 49) is a Managing Director at HPS Investment Partners; he joined MDIA’s board on April 17, 2024 as an Investor Director Designee of SLF LBI Aggregator, LLC (an HPS affiliate) under a shareholder agreement tied to the Estrella transaction; his current term runs to 2028. He previously served as Partner/Director of Research at Wingspan Investment Management (launched 2013), Managing Director leading credit at Glenview Capital (2009–2012), Principal at Audax Group, and began his career in Goldman Sachs M&A; he holds an AB in Social Studies from Harvard College . The board has determined Cannon is an independent director under Nasdaq rules, while MediaCo is a “Controlled Company”; the independent Board Chair is Deborah A. McDermott .

Past Roles

OrganizationRoleTenureCommittees/Impact
HPS Investment PartnersManaging DirectorSince 2017 (per bio)Credit/financial expertise
Wingspan Investment ManagementPartner; Director of ResearchLaunched 2013 (prior to HPS)Distressed credit investing
Glenview CapitalManaging Director; led Credit Investment effort2009–2012Credit strategy leadership
Audax GroupPrincipalPrior to GlenviewPrivate equity investing
Goldman SachsM&A Investment BankingCareer startTransaction execution background

External Roles

OrganizationRoleTenure/Notes
SLF LBI Aggregator, LLC (HPS affiliate)Signatory; Aggregator had board designation rights; Cannon designated and elected 4/17/2024Aggregator holds warrant/rights from Estrella deal; Cannon listed as Managing Director/signatory in deal documents

The proxy notes Cannon “has served on the boards of several media companies,” but does not list specific current public company directorships .

Board Governance

  • Committees: Compensation Committee member (Chair: Deborah McDermott; other members: Amit Thakrar, Mary Beth McAdaragh). Cannon is not on the Audit Committee (members: Robert Greene—Chair and financial expert—McDermott, McAdaragh, Brett Pertuz, Amit Thakrar) .
  • Independence: Board deems Cannon independent under Nasdaq; MediaCo is a “Controlled Company” (exempt from certain independent nominating requirements) .
  • Leadership: Independent Board Chair (Deborah McDermott) oversees agendas and independent director executive sessions; coordinates with CEO .
  • Meeting cadence/attendance: Board held 4 meetings in 2024; each director attended at least 75% of Board and committee meetings; all directors in office attended the 2024 annual meeting .
  • Election outcome (2025 annual meeting): Cannon (Class A director) received 37,835,746 For, 91,702 Withheld; Class B directors Greene and McDermott were also elected .

Fixed Compensation

ComponentAmount/Detail
Board retainerMr. Cannon receives no compensation for Board service (policy set in 2021 provided $75,000 base retainer for non-Emmis officers and various chair fees for others; reductions since 2020 remain; but Cannon and Pertuz receive none) .
Committee feesNone for Cannon (no compensation paid) .
Chair feesNot applicable to Cannon (not a chair) .

Performance Compensation

  • Director performance-based pay: None disclosed; Cannon receives no director compensation .
  • 2025 Equity Compensation Plan (framework only): Non-employee director award limit is $1,000,000 in the year of appointment and $300,000 per subsequent year; plan includes clawback/forfeiture provisions and prohibits option/SAR repricing without shareholder approval .
  • No specific director performance metrics or director equity grants to Cannon are disclosed .

Other Directorships & Interlocks

RelationshipDetailGovernance/Conflict Note
Investor Designee statusCannon was designated by Aggregator under the Shareholders/Stockholders Agreement in connection with the Estrella acquisition; Aggregator has the right to designate up to three directors (subject to ownership thresholds) and certain consent rights over material actions .Potential influence by significant financing/equity partner on board composition .
HPS/Aggregator financing & equityHPS affiliate received a Second Lien Term Loan ($30m, SOFR+6%), 60,000 shares of Series B Preferred, and a warrant to purchase up to 28,206,152 Class A shares at $0.00001 per share, subject to caps until shareholder approval (which was granted 3/6/2025) .Concentrated power: creditor and equity holder with very low-priced warrant; consent rights amplify influence .
Standard General controlSG Broadcasting (Standard General affiliate) owns ~80.01% of Class A and 100% of Class B; controls ~89.5% voting power as of 6/18/2025 .Controlled Company status affects committee structures; alignment to controlling holder .
Standard Media Group (affiliate) leasingAt-cost Employee Leasing Agreement with Standard Media Group (affiliate of Standard General) for legal, digital, broadcast IT, news roles effective 10/1/2024; terminable on 30 days’ notice .Related-party operational arrangement (disclosed as at-cost) .

Expertise & Qualifications

  • Financial/credit expertise from HPS, Glenview credit leadership, and Audax PE; M&A background from Goldman Sachs .
  • Education: AB, Harvard College .
  • Board skills cited: financial analysis, operational oversight; prior service on several media company boards (unspecified) .

Equity Ownership

HolderClass A Shares% of Class AClass B Shares% of Class BVoting Power Context
Colbert Cannon (individual)— (<1%) <1% combined voting power
HPS Group GP, LLC (context)35,257,690 46.11% 27.00% of total voting power (context)
Standard General, L.P. (context)42,945,193 (includes 5,413,197 Class B) 80.01% (Class A) 5,413,197100.00%89.52% combined voting power

Insider filings/trades:

  • Form 3: Initial statement of beneficial ownership filed April 24, 2024, reporting person “Cannon Colbert”; no reported Form 4 open-market purchases/sales in 2024–2025 returned by our query .
  • Insider-trades retrieval summary (2024-01-01 to 2025-12-31; person filter “Colbert Cannon”): one record (Form 3 on 2024-04-24), no Form 4 transactions returned (awards/sales/purchases) during this window.

Say-on-Pay & Shareholder Feedback

Proposal (Aug 8, 2025 Annual Meeting)ForAgainstAbstainBroker Non-Votes
Elect Colbert Cannon (Class A)37,835,74691,70200
2025 Equity Compensation Plan91,877,143140,24242,033625,169
Advisory vote on NEO compensation92,003,24515,04641,127625,169
Ratify Deloitte & Touche LLP (FY 2025)92,620,27964,047261

Governance Assessment

  • Strengths

    • Independent director status, strong finance/M&A/credit background; serves on Compensation Committee (key oversight role) .
    • Board Chair is independent; formal governance guidelines and clawback policy embedded in the 2025 Equity Plan .
    • Attendance threshold met by all directors in 2024; shareholder support for Cannon’s election and Say-on-Pay was very high .
  • Risks and potential conflicts

    • RED FLAG: Investor-designee from HPS while HPS affiliates hold low-priced warrant ($0.00001 exercise), Series B preferred, and second-lien creditor position with consent rights via Stockholders/Shareholders Agreement—concentrated influence and potential conflicts in capital allocation/transactions .
    • RED FLAG: Controlled company status (Standard General ~89.5% voting power as of 6/18/2025) reduces independence requirements and concentrates control; Aggregator board designation rights further entrench sponsor influence .
    • RED FLAG: Cannon receives no director compensation and shows no personal MDIA share ownership; alignment may be primarily via sponsor economics rather than direct ownership alongside minorities .
    • Related-party Employee Leasing Agreement with Standard Media Group (affiliate of controlling shareholder) embeds operational ties; disclosed as at-cost but still a governance sensitivity .

Related-Party Transactions (Context for Conflicts)

TransactionTermsDate/Status
Warrant to Aggregator (HPS affiliate)Up to 28,206,152 Class A at $0.00001/share; cap at 19.9% until shareholder approval (approved 3/6/2025) Issued 4/17/2024
Series B Preferred to HPS affiliate60,000 shares issued; voting limited as specified 4/17/2024
Second Lien Term Loan (HPS)$30.0m, SOFR + 6.00%, matures 4/17/2029 4/17/2024
First Lien Term Loans (WhiteHawk)$45.0m facility; SOFR + 6.00%, amortization 0.8333% monthly; amendment 9/10/2024 4/17/2024; amended 9/10/2024
Stockholders/Shareholders AgreementAggregator right to designate up to 3 directors (subject to ownership thresholds), consent rights over material actions 4/17/2024
Registration RightsCustomary shelf and piggyback rights for SG Broadcasting and Aggregator 4/17/2024
Employee Leasing (SMG affiliate of Standard General)At-cost leasing for several functions; terminable on 30 days' notice Effective 10/1/2024

Equity Ownership (Director-Specific)

MetricDetail
Total beneficial ownership (Cannon)“—” (less than 1%); no Class A or B reported individually .
Options/RSUsNone disclosed for Cannon as director .
Pledging/HedgingCompany trading policy restricts trading and blackout windows; no pledging disclosures specific to Cannon .
Section 16(a) complianceCompany disclosed certain late filings for two other executives in 2024; no Cannon delinquency noted .

Additional Context: Voting Control and 2025 Special Meeting

  • SG Broadcasting intended to vote for management recommendations and controlled ~89.5% combined voting power as of 6/18/2025 .
  • Special meeting (3/6/2025) approved issuance of Warrant and Option Shares (For: Class A 91,832,630; Class B 54,131,970) .

Overall implication: Cannon brings deep credit and restructuring expertise useful for a levered, transforming media platform, but his investor-designee status alongside HPS’s significant financing and equity rights plus Controlled Company dynamics present governance overhangs for minority holders. Monitoring related-party transactions, capital allocation, and Compensation Committee decisions is warranted .