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David Lebow

Director at Townsquare Media
Board

About David Lebow

David Lebow (age 63) has served as a director of Townsquare Media since 2010 and is designated a Class I director with a term through the 2027 annual meeting. He is independent under SEC and NYSE rules and currently serves as Chief of Staff at DraftKings, Inc. He holds a degree in broadcast communications management from Ithaca College (1983) .

Past Roles

OrganizationRoleTenureCommittees/Impact
Townsquare Media, Inc.Director (Class I)2010–present Member of Audit, Compensation, and Nominating & Corporate Governance Committees
DraftKings, Inc.Chief of Staff2018–present (joined April 2018) Senior operating role; not a TSQ committee
YPChief Revenue OfficerUntil Apr 2017 Led ~3,000-person sales org
Group CommercePresident–RevenueFrom Jun 2011 Revenue leadership
Oberon Media, Inc.Acting CEO & DirectorOct 2010–Feb 2011 Interim leadership
Internet Broadcasting SystemsCEO/President; DirectorJul 2007–Jun 2010 Led digital media operations
AOL Media NetworksEVP & GM2002–2007 Senior digital/media role
Emmis; AMFM/Chancellor MediaSenior Vice President; Oversaw media propertiesPrior to AOL Radio and media operations
Ithaca CollegeBoard of Trustees, Vice ChairmanElected Jan 2010 Non-profit governance

External Roles

OrganizationRoleStatus
DraftKings, Inc.Chief of StaffCurrent
Ithaca CollegeTrustee; Vice ChairmanPrior

Board Governance

  • Independence: The Board determined Lebow is independent under SEC and NYSE standards; all standing committee members are independent .
  • Committee assignments: Audit Committee (Member); Compensation Committee (Member); Nominating & Corporate Governance Committee (Member) .
  • Committee activity: Audit met 4 times in 2024; Compensation met once; Nominating & Corporate Governance did not formally meet and acted by unanimous written consent .
  • Attendance: Board held 3 meetings in 2024; each director attended at least 75% of Board and applicable committee meetings; six of seven directors attended the 2024 annual meeting .
  • Executive sessions: Independent directors meet in executive session; presided over by Gary Ginsberg (no lead independent director) .
  • Policies enhancing governance: Majority voting with resignations upon >withhold than for in uncontested elections ; prohibition on hedging/derivative transactions in Insider Trading Policy .

Fixed Compensation

Component2024 AmountNotes
Annual Cash Retainer – Board$70,000 Paid Jan 2025 for 2024 service
Committee Chair Fees$0 Lebow is not a chair
All Other Compensation$18,439 Includes dividends on unvested restricted stock

2024 Director Compensation (Lebow): Total $218,439 comprised of $70,000 cash, $130,000 stock awards, and $18,439 other compensation .

Performance Compensation

Equity ComponentGrant DateGrant TypeGrant ValueVestingPerformance Metrics
Annual Equity – Restricted Stock (for 2023 service)Jan 2024Restricted Stock$130,000 Vests 100% on 1st anniversary, subject to service None disclosed for directors (time-based only)
Annual Equity – Restricted Stock (for 2024 service)Jan 2025Restricted StockIncluded in 2025 table (not in 2024 table) Vests 100% on 1st anniversary, subject to service None disclosed for directors (time-based only)
  • Stock ownership guidelines: 3× annual cash retainer = $210,000; compliance required within 5 years; must retain 33% of cumulative shares granted; stock options and unvested performance equity do not count as qualifying shares; Company states all non-employee directors are compliant or within phase-in .

Other Directorships & Interlocks

CompanyRoleInterlock/Conflict Notes
None disclosed (public company boards)No public company directorships for Lebow disclosed
  • Related-party transactions: Company reports no related party transactions requiring disclosure for 2024 and 2023 beyond items listed (MSG repurchases). No transactions involving Lebow disclosed .

Expertise & Qualifications

  • Industry expertise: Extensive operating leadership across digital media, advertising, and radio (AOL Media, Emmis, AMFM/Chancellor, Internet Broadcasting) .
  • Board skills: Brings media industry experience and significant management background; Board notes qualification based on industry and management experience .
  • Education: Ithaca College, broadcast communications management (1983) .

Equity Ownership

MeasureValueDetails
Total Beneficial Ownership (Class A)105,890 shares; <1%* Includes options and unvested restricted stock
Options Exercisable10,000 shares Footnote indicates options exercisable
Unvested Restricted Stock14,301 shares Subject to vesting restrictions
Ownership Guidelines$210,000 required (3× cash retainer); compliant or within phase-in Qualifying shares exclude options and unvested performance equity
  • Proxy uses “*” to denote less than 1% .

Insider Trades (Form 4)

Transaction DateFiling DateTypeSharesPricePost-Transaction OwnershipSource
2025-01-022025-01-08Award (Restricted Stock)14,301$9.09105,890
2024-01-172024-01-19Award (Restricted Stock)12,381$10.5089,089
2023-08-282023-08-29Option exercise (M) and sale (S)5,374 exercised; 5,374 sold$8.74 exercise; $9.72 sale85,194
2023-08-292023-08-31Option exercise (M) and sale (S)5,529 exercised; 5,529 sold$8.74 exercise; $9.30 sale79,665
2023-08-302023-08-31Option exercise (M) and sale (S)5,457 exercised; 5,457 sold$8.74 exercise; $9.42 sale74,208
2023-01-182023-01-20Award (Restricted Stock)17,219$0 (grant accounting)94,592

Governance Assessment

  • Board effectiveness and engagement: Lebow is one of the only directors serving on all three standing committees, indicating strong engagement in oversight (financial reporting, pay, and governance) . Audit participation aligns with financial literacy requirements; committee independence affirmed .
  • Independence and conflicts: Board concluded Lebow is independent; Company reports no related-party transactions involving Lebow in 2024/2023; hedging and derivative trading are prohibited for directors by policy .
  • Attendance signal: Company disclosed all directors met at least 75% attendance; Audit Committee met four times—consistent with active oversight; Nominating & Governance acted by consent (no formal meetings), which is common in smaller boards .
  • Compensation alignment: Director pay mix emphasizes equity via annual restricted stock ($130,000) versus cash retainer ($70,000); ownership guidelines (3× cash retainer) and compliance/phase-in status support alignment and reduced short-termism risk .
  • RED FLAGS:
    • None disclosed for Lebow specifically in related-party transactions, pledging, hedging, or low attendance. Insider transactions in 2023 reflect routine option exercises and immediate sales, which are common for expiring options; not a red flag absent pledging or unusual timing .

Overall, Lebow’s broad committee involvement, independence status, and compliance with stock ownership guidelines support investor confidence; no material conflicts or attendance concerns are disclosed .