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Bill Wilson

Bill Wilson

Chief Executive Officer at Townsquare Media
CEO
Executive
Board

About Bill Wilson

Bill Wilson is Chief Executive Officer and a director of Townsquare Media, Inc., serving as CEO since January 2019, co-CEO from October 2017, and previously Executive Vice President and Chief Content & Digital Officer since joining in September 2010; he has served on the board since March 2018 and is age 56 as of the 2025 Annual Meeting . He earned a BA and BS summa cum laude in economics and business management from SUNY Stony Brook and an MBA with honors from Rutgers; prior roles include President of AOL Media (2006–2010) and senior leadership at Bertelsmann Music Group/Arista Records (1992–2001) . Company TSR (value of $100 initial investment) moved from $54.39 in 2022 to $84.83 in 2023 and $79.73 in 2024, while net income shifted from $14.4M in 2022 to losses of $43.0M in 2023 and $10.9M in 2024; the proxy notes significant impairment charges in 2023–2024 that affected results . He is not an independent director and does not serve on board committees; the board regularly holds independent director executive sessions .

Past Roles

OrganizationRoleYearsStrategic Impact
Townsquare Media, Inc.CEO; Co-CEO; EVP Chief Content & Digital OfficerCEO since Jan 2019; Co-CEO Oct 2017–Jan 2019; EVP since Sep 2010Led digital operations; executive leadership continuity and strategy execution
AOLPresident of AOL Media; earlier EVP/President roles2006–May 2010; at AOL since 2001Grew content sites to >75M US and >150M global monthly uniques
Bertelsmann Music Group/AristaSVP Worldwide Marketing; Product Manager (Arista)1992–2001Global artist marketing across >50 countries; major artist successes; Live 8 Emmy award (2006)

External Roles

OrganizationRoleYearsNotes
National Association of Broadcasters (NAB)Radio Board Chair; Executive Board MemberChair since Jun 2021; Executive Board since 2020Elected Chair; industry leadership
Industry RecognitionVarious awards/recognitions2003–2022Radio Ink “Most Powerful in Radio” (2018–2022); 2021 “Executive of the Year”; Hollywood Reporter “Next Generation”; Digital Power List

Fixed Compensation

MetricFY 2022FY 2023FY 2024
Base Salary ($)1,450,000 1,450,000 1,450,000
Target Bonus (% of Salary)100% (per employment agreement) 100% 100%
Actual Bonus Paid ($)2,900,000 (includes one-time retention bonus) 1,305,000 1,450,000
All Other Compensation ($)119,145 183,958 210,036

Notes: The annual cash bonus is discretionary under the Annual Performance Plan and historically capped at 200% of target; 2024 bonuses were paid at 100% of target in January 2025 .

Performance Compensation

Incentive TypeMetricTarget/HurdlesMeasurement WindowPayout MechanicsVesting
Performance RSUs (Jan 2023 grant)Stock price performance (VWAP)VWAP hurdles: $8.74, $10.75, $13.0520 consecutive trading days; performance period ends Jan 18, 2026Roughly one-third vests per hurdle achievedCliff vest at end of performance period, subject to continued service
Time-based RSUs (Jan 2023 grant)ServiceN/AN/AN/A33.33% annually over 3 years from grant date, subject to continued service
Performance RSUs (Dec 2023 grant for 2024 service)Stock price performance (VWAP)VWAP hurdles: $12.40, $14.40, $16.4020 consecutive trading days; performance period ends Dec 28, 2026Roughly one-third vests per hurdle achievedCliff vest at end of performance period, subject to continued service
Time-based RSUs (Dec 2023 grant for 2024 service)ServiceN/AN/AN/A33.33% annually over 3 years from grant date, subject to continued service
Stock Options (Oct 2022 grants)Stock price performance (VWAP) and serviceTwo tranches: performance-based VWAP vesting; and time-based 33.33% annuallyPerformance tranche measured over 5-year period; time-based over 3 yearsOptions have value only above exercise pricePerformance options vest on VWAP hurdles; time-based options vest annually

The Compensation Committee also granted options in prior years (2015 fully vested subject to transfer restrictions; 2018/2020/2023 time-based vest schedules); grants and vesting were not timed to MNPI release, per policy .

Equity Ownership & Alignment

CategoryDetail
Total Beneficial Ownership1,935,780 Class A shares; 12.0% of Class A; 11.1% total across classes; includes 1,305,613 shares underlying exercisable options
Options (Exercisable)151,774 (10/7/2022, $7.59); 215,889 (10/7/2022, $7.59); 250,000 (12/21/2020, $6.57); 600,000 (5/31/2018, $6.31); 87,950 (8/19/2015, $8.74)
Options (Unexercisable)227,088 (10/7/2022, performance); 107,945 (10/7/2022, time-based)
RSUs Unvested (Time-based)165,563 (Jan 2023; $1,504,967 market value at $9.09); 76,523 (Dec 2023; $695,594)
RSUs Unearned (Performance)55,188 (Jan 2023; $501,658 market value at $9.09); 76,526 (Dec 2023; $695,621)
Hedging/DerivativesCompany policy prohibits trading in derivatives related to company equity and establishes blackout periods; 10b5-1 plans must comply with legal requirements
PledgingNo explicit pledging policy disclosure; not stated in the proxy

Note: Market values above use $9.09 closing price on 12/31/2024 as disclosed . Director stock ownership guidelines apply to non-employee directors; executive ownership guidelines are not disclosed in the proxy .

Employment Terms

TermProvision
Agreement TermEnds Oct 7, 2027; auto-renews for 1-year periods
Base Salary & Target BonusBase salary $1,450,000; target annual bonus 100% of base salary (retroactive to Jan 1, 2022)
Sign-on/RetentionLump-sum sign-on bonus $1,450,000 with one-year clawback (no longer in effect)
Severance (non-CoC)If terminated without Cause, resign for Good Reason, or non-renewal: prorated current-year bonus; 1.5x (salary + target bonus) for Wilson; COBRA premiums up to 18 months; 50% of unvested equity vests
Severance (Change in Control)Termination without Cause or for Good Reason within 24 months after CoC or 12 months before CoC: 2.5x (salary + target bonus); 100% of unvested equity vests; COBRA premiums up to 24 months
Non-Compete/Non-SolicitApplies during employment and for 24 months post-termination
ClawbackDodd-Frank compliant recovery of incentive-based compensation upon specified financial restatements; 3-year recovery period; no indemnification allowed
Good Reason DefinitionMaterial reduction in duties/salary/bonus, material breach, or going-private transaction; cure rights apply
Cause DefinitionCriminal acts involving fraud/dishonesty, fraud/embezzlement, willful misconduct, material policy violations (with cure), refusal to perform duties, material agreement violations, intoxication/illegal drugs

Board Governance

  • Role: CEO and Class III director; joined the board in March 2018; term for Class III expires at 2026 annual meeting .
  • Independence: Not independent; employed by the company .
  • Committees: Does not serve on Audit, Compensation, or Nominating & Corporate Governance committees .
  • Attendance: All directors attended ≥75% of board and committee meetings in 2024; independent director executive sessions held regularly (presided by Gary Ginsberg) .
  • Dual-role implications: Executive Chairman (Steven Price) presides over the board; no Lead Independent Director; majority independent board and fully independent committees partially mitigates dual-role governance concerns .

Director Compensation (as applicable)

  • Employee directors historically do not receive separate director compensation; the 2019 proxy noted Mr. Wilson did not receive compensation for board service when appointed in 2018 .
  • Non-employee director program details (retainers, equity, and ownership guidelines) are disclosed for reference but do not apply to Mr. Wilson .

Compensation Structure Analysis

  • Shift toward equity-based incentives with explicit stock-price performance hurdles (VWAP) for RSUs and performance options since 2022; target TDC positioned between market median and 75th percentile versus defined peer group (Audacy, iHeartMedia, Magnite, PubMatic, etc.) .
  • Annual bonuses remain discretionary with historical 200% cap; in 2024, payouts were at 100% of target for all NEOs, aligning cash compensation with committee’s assessment of performance .
  • Clawback policy strengthens pay-for-performance alignment on restatement risk; hedging prohibitions support long-term alignment .
  • Tax gross-ups present on automobile allowance, noted as shareholder-unfriendly by some investors; Mr. Wilson’s 2024 gross-ups totaled $38,416 .

Multi-year Compensation Summary (PEO)

MetricFY 2022FY 2023FY 2024
Total Compensation ($)7,611,501 7,069,743 3,110,036
Salary ($)1,450,000 1,450,000 1,450,000
Bonus ($)2,900,000 1,305,000 1,450,000
Stock Awards ($)603,500 4,130,785
Option Awards ($)2,538,856
All Other Compensation ($)119,145 183,958 210,036

Outstanding Equity Detail (as of 12/31/2024)

CategoryCountMarket Value ($)
Time-based RSUs (Jan 2023)165,563 1,504,967
Time-based RSUs (Dec 2023)76,523 695,594
Performance RSUs (Jan 2023)55,188 501,658
Performance RSUs (Dec 2023)76,526 695,621
Options – Exercisable1,305,613 In-the-money value depends on share price; exercise prices $6.31–$8.74
Options – Unexercisable335,033 Performance and time-based tranches at $7.59 exercise

Market values above use $9.09 closing price on 12/31/2024 per proxy .

Performance & Track Record

  • Led Townsquare’s digital operations since 2010 and overall corporate strategy since co-CEO/CEO transition; recognized multiple times as a top industry executive by Radio Ink and other publications .
  • Company TSR improved materially in 2023 before moderating in 2024; net losses narrowed in 2024 amid lower impairment charges versus 2023, indicating potential operating stabilization despite non-cash writedowns .

Risk Indicators & Red Flags

  • Hedging/derivative transactions by insiders prohibited; blackout enforcement present .
  • Tax gross-ups on perquisites present (e.g., automobile allowance), which some governance frameworks view negatively; $38,416 gross-up for Wilson in 2024 .
  • Significant reliance on equity tied to stock price hurdles creates potential for concentrated vesting events and subsequent sales; unvested/uneared RSU blocks are sizable as of year-end 2024 .

Compensation Peer Group & Governance Feedback

  • Peer group used for benchmarking includes Audacy, iHeartMedia, Magnite, PubMatic, Yelp, among others; target TDC positioned between median and 75th percentile .
  • 2025 annual meeting proposals did not include say-on-pay; director elections and auditor ratification passed with strong support (e.g., auditor ratification >99% of votes cast) .

Investment Implications

  • Alignment: The equity mix emphasizes multi-year stock price hurdles (VWAP) and time-based vesting, aligning Wilson’s upside with TSR; combined with the Dodd-Frank clawback and hedging prohibitions, structure supports long-term alignment despite discretionary cash bonuses .
  • Retention: Robust severance and CoC protections (up to 2.5x salary+target bonus and full acceleration) reduce departure risk but increase transaction-related costs; 24-month non-compete/non-solicit strengthens post-departure protection .
  • Trading signals: Upcoming RSU vesting anniversaries and potential VWAP-trigger achievements through late 2026 may create selling pressure; large blocks of options expiring 2028–2032 at exercise prices ~$6–$9 could be exercised on sustained price strength, potentially impacting float and insider transaction cadence .
  • Governance: CEO-director dual role with an Executive Chairman and no Lead Independent Director warrants monitoring; however, majority-independent board, fully independent committees, and regular executive sessions provide counterbalances .