Colbert Cannon
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
| Organization | Role | Tenure | Committees/Impact |
|---|---|---|---|
| HPS Investment Partners | Managing Director | Since 2017 (per bio) | Credit/financial expertise |
| Wingspan Investment Management | Partner; Director of Research | Launched 2013 (prior to HPS) | Distressed credit investing |
| Glenview Capital | Managing Director; led Credit Investment effort | 2009–2012 | Credit strategy leadership |
| Audax Group | Principal | Prior to Glenview | Private equity investing |
| Goldman Sachs | M&A Investment Banking | Career start | Transaction execution background |
External Roles
| Organization | Role | Tenure/Notes |
|---|---|---|
| SLF LBI Aggregator, LLC (HPS affiliate) | Signatory; Aggregator had board designation rights; Cannon designated and elected 4/17/2024 | Aggregator 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
| Component | Amount/Detail |
|---|---|
| Board retainer | Mr. 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 fees | None for Cannon (no compensation paid) . |
| Chair fees | Not 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
| Relationship | Detail | Governance/Conflict Note |
|---|---|---|
| Investor Designee status | Cannon 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 & equity | HPS 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 control | SG 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) leasing | At-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
| Holder | Class A Shares | % of Class A | Class B Shares | % of Class B | Voting 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) | 5,413,197 | 100.00% | 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) | For | Against | Abstain | Broker Non-Votes |
|---|---|---|---|---|
| Elect Colbert Cannon (Class A) | 37,835,746 | 91,702 | 0 | 0 |
| 2025 Equity Compensation Plan | 91,877,143 | 140,242 | 42,033 | 625,169 |
| Advisory vote on NEO compensation | 92,003,245 | 15,046 | 41,127 | 625,169 |
| Ratify Deloitte & Touche LLP (FY 2025) | 92,620,279 | 64,047 | 261 | — |
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)
| Transaction | Terms | Date/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 affiliate | 60,000 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 Agreement | Aggregator right to designate up to 3 directors (subject to ownership thresholds), consent rights over material actions | 4/17/2024 |
| Registration Rights | Customary 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)
| Metric | Detail |
|---|---|
| Total beneficial ownership (Cannon) | “—” (less than 1%); no Class A or B reported individually . |
| Options/RSUs | None disclosed for Cannon as director . |
| Pledging/Hedging | Company trading policy restricts trading and blackout windows; no pledging disclosures specific to Cannon . |
| Section 16(a) compliance | Company 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 .