Townsquare Media Executive and Leadership Team

July, 2026

Leadership Overview

Townsquare Media has 10 executives leading key functions including strategy, operations, revenue generation, and content development.

Driven by a community-first approach, Townsquare Media focuses on delivering essential digital media and marketing solutions, leveraging its market-leading local radio stations to empower businesses primarily outside the top 50 U.S. markets and foster robust local economies.

Leadership Roles at Townsquare Media

  • Chief Executive Officer - William Wilson
  • Chief Operating Officer - Erik Hellum
  • Market President I Chief Revenue Officer I Chief Content Officer - Allyson Hillman
  • Market of Central York President & Chief Revenue Officer - Mary Beth Walsh
  • Market President & Chief Revenue Officer - Suzy Chiaramonte
  • Market President & Chief Revenue Officer - Amanda Cloud
  • Market President, Chief Revenue Officer - Sarah Dobbins
  • Market President & Chief Revenue Officer - Jon Ingram
  • Market President & Chief Revenue Officer - Aleese Fielder
  • Market President & Chief Revenue Officer - Karen Gallagher
  • William Wilson - Chief Executive Officer

    William Wilson, the Chief Executive Officer at Townsquare Media, directs the overarching corporate strategy and operational framework. Wilson guides the company's expansion and market positioning, emphasizing its role as a community-focused digital media and digital marketing solutions provider. The Chief Executive Officer's leadership ensures alignment with the core mission of supporting local businesses, particularly in markets outside the top 50 U.S. locations. This involves driving innovation in digital marketing services and optimizing the performance of the company's extensive portfolio of local radio stations. William Wilson's strategic vision shapes the company's approach to revenue growth and market penetration, ensuring sustained impact and value creation for stakeholders and the communities served. The Chief Executive Officer's responsibilities extend to fostering a culture of excellence and accountability across all divisions, solidifying Townsquare Media's position as a leader in local media.

    Erik Hellum - Chief Operating Officer

    Erik Hellum, the Chief Operating Officer at Townsquare Media, oversees the day-to-day operational execution and efficiency across the organization. Hellum manages the integration of digital marketing services with the company's broadcast assets, ensuring seamless delivery to clients. The Chief Operating Officer's focus is on optimizing workflows and resource allocation to maximize the effectiveness of Townsquare Media's market-leading local radio stations and digital platforms. Erik Hellum drives initiatives aimed at enhancing operational scalability and supporting the company's strategic objectives in non-top 50 U.S. markets. This role involves close collaboration with market presidents to ensure consistent service delivery and performance. The Chief Operating Officer's leadership ensures that operational strategies directly support revenue generation and client satisfaction, reinforcing the company's commitment to community-focused solutions. Erik Hellum's operational oversight is critical to maintaining the company's competitive edge.

    Allyson Hillman - Market President I Chief Revenue Officer I Chief Content Officer

    Allyson Hillman, the Market President I Chief Revenue Officer I Chief Content Officer at Townsquare Media, directs integrated strategies for revenue generation and content programming within a designated market. Hillman spearheads efforts to maximize advertising sales across digital and broadcast platforms, ensuring alignment with client needs and market dynamics. The Market President I Chief Revenue Officer I Chief Content Officer's dual focus on revenue and content ensures that programming resonates with local audiences while driving commercial success. Allyson Hillman oversees the development and execution of content strategies that enhance audience engagement and support the company's digital marketing solutions. This leadership position involves managing sales teams and content creators to achieve ambitious performance targets. Allyson Hillman's comprehensive oversight contributes significantly to Townsquare Media's mission of serving community-focused markets. The Market President I Chief Revenue Officer I Chief Content Officer's role is pivotal in translating market opportunities into tangible business results.

    Mary Beth Walsh - Market of Central York President & Chief Revenue Officer

    Mary Beth Walsh, the Market of Central York President & Chief Revenue Officer at Townsquare Media, leads all commercial activities and strategic market development for the Central York region. Walsh is responsible for driving revenue growth through innovative advertising and digital marketing solutions tailored to local businesses. The Market of Central York President & Chief Revenue Officer's expertise ensures that Townsquare Media's assets, including its radio stations, effectively serve the Central York community. Mary Beth Walsh oversees sales teams, fostering strong client relationships and identifying new business opportunities. This role is critical in executing the company's mission of empowering local economies outside major metropolitan areas. Mary Beth Walsh's leadership ensures the optimal performance of market operations and revenue streams, contributing directly to the company's overall success. The Market of Central York President & Chief Revenue Officer's strategic direction is key to sustained market leadership.

    Suzy Chiaramonte - Market President & Chief Revenue Officer

    Suzy Chiaramonte, the Market President & Chief Revenue Officer at Townsquare Media, directs comprehensive market operations and revenue generation strategies. Chiaramonte spearheads the sales and marketing efforts, ensuring Townsquare Media's digital marketing solutions and local radio stations effectively serve businesses within the designated market. The Market President & Chief Revenue Officer's leadership focuses on maximizing advertising revenue and expanding market share by cultivating strong client partnerships. Suzy Chiaramonte oversees the sales force, driving performance and implementing strategies that align with the company's community-focused mission. This role is essential for translating market potential into measurable business outcomes. Suzy Chiaramonte's commitment to client success and operational excellence underpins the company's presence in key non-top 50 U.S. markets. The Market President & Chief Revenue Officer's strategic oversight is vital for sustained growth and market impact.
    Suzy Chiaramonte

    Amanda Cloud - Market President & Chief Revenue Officer

    Amanda Cloud, the Market President & Chief Revenue Officer at Townsquare Media, commands all aspects of market leadership and revenue realization. Cloud drives the strategic implementation of digital marketing services and local radio station initiatives to support business growth within the assigned territory. The Market President & Chief Revenue Officer's primary objective is to achieve and exceed revenue targets by fostering a high-performance sales culture and deepening client engagement. Amanda Cloud oversees the sales teams, ensuring they are equipped to deliver exceptional value and tailored solutions to local advertisers. This leadership position is instrumental in reinforcing Townsquare Media's commitment to empowering communities through effective media and marketing strategies. Amanda Cloud's operational acumen and market insight are crucial for navigating competitive landscapes and capitalizing on emerging opportunities. The Market President & Chief Revenue Officer's role is central to the company's success in its target markets.

    Sarah Dobbins - Market President, Chief Revenue Officer

    Sarah Dobbins, the Market President, Chief Revenue Officer at Townsquare Media, orchestrates market-wide commercial strategies and operational management. Dobbins leads the charge in driving revenue through the effective deployment of Townsquare Media's integrated digital and broadcast offerings. The Market President, Chief Revenue Officer's focus is on cultivating robust client relationships and expanding the company's footprint in its key markets. Sarah Dobbins directs sales teams to achieve ambitious revenue goals, ensuring that clients receive unparalleled service and impactful marketing solutions. This role is critical for advancing the company's mission of supporting local businesses and communities. Sarah Dobbins's leadership ensures that market operations are aligned with corporate objectives, contributing significantly to revenue growth and client retention. The Market President, Chief Revenue Officer's strategic vision is essential for maintaining competitive advantage and driving market performance.

    Jon Ingram - Market President & Chief Revenue Officer

    Jon Ingram, the Market President & Chief Revenue Officer at Townsquare Media, spearheads market-level strategic planning and revenue maximization. Ingram directs the sales organization to deliver integrated digital marketing solutions and leverage the power of local radio stations for client success. The Market President & Chief Revenue Officer's responsibilities encompass driving revenue growth, enhancing market penetration, and ensuring exceptional client service. Jon Ingram focuses on building and maintaining strong relationships with advertisers, identifying opportunities to drive their business forward through Townsquare Media's unique offerings. This leadership role is vital for executing the company's mission of empowering local economies. Jon Ingram's operational expertise and market understanding are key to achieving sustained commercial success and reinforcing the company's position as a trusted media partner. The Market President & Chief Revenue Officer's leadership ensures market vitality and growth.

    Aleese Fielder - Market President & Chief Revenue Officer

    Aleese Fielder, the Market President & Chief Revenue Officer at Townsquare Media, leads all commercial operations and revenue generation initiatives within the assigned market. Fielder is responsible for developing and executing strategies that drive advertising sales across digital platforms and local radio stations. The Market President & Chief Revenue Officer's role is crucial in ensuring that Townsquare Media's solutions effectively meet the needs of local businesses, fostering community growth. Aleese Fielder oversees sales teams, cultivating a performance-driven environment and nurturing client partnerships to achieve revenue targets. This leadership position is central to the company's commitment to empowering local economies and delivering impactful marketing strategies. Aleese Fielder's strategic insights and operational management are key to maximizing market potential and reinforcing Townsquare Media's brand presence. The Market President & Chief Revenue Officer's contributions are vital for sustained market leadership and financial success.

    Karen Gallagher - Market President & Chief Revenue Officer

    Karen Gallagher, the Market President & Chief Revenue Officer at Townsquare Media, directs comprehensive market strategy and revenue performance. Gallagher leads the sales force in delivering integrated digital marketing solutions and leveraging the reach of local radio stations to drive client success. The Market President & Chief Revenue Officer's primary focus is on achieving aggressive revenue growth and expanding market share through strategic client engagement and innovative advertising packages. Karen Gallagher oversees all commercial activities, ensuring alignment with Townsquare Media's mission of supporting local businesses and communities. This leadership role is critical for translating market opportunities into tangible business results and fostering strong advertiser relationships. Karen Gallagher's operational leadership and deep market understanding are essential for maintaining Townsquare Media's competitive edge and driving sustained profitability. The Market President & Chief Revenue Officer's expertise is fundamental to market success.

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    Frequently Asked Questions Regarding Townsquare Media Top Executives and Leadership Team

    Who leads Townsquare Media?
    Townsquare Media is led by William Wilson (Chief Executive Officer), along with executives such as Erik Hellum (Chief Operating Officer) and Allyson Hillman (Market President I Chief Revenue Officer I Chief Content Officer).
    Who is part of Townsquare Media’s executive team?
    The executive team of Townsquare Media includes leaders such as William Wilson (Chief Executive Officer), Erik Hellum (Chief Operating Officer), Allyson Hillman (Market President I Chief Revenue Officer I Chief Content Officer) and other senior executives.
    How many executives does Townsquare Media have?
    Townsquare Media has 10 executives leading key business areas.
    What roles are included in Townsquare Media’s leadership team?
    The leadership team of Townsquare Media includes roles such as Chief Executive Officer, Chief Operating Officer, Market President I Chief Revenue Officer I Chief Content Officer, Market of Central York President & Chief Revenue Officer, Market President & Chief Revenue Officer.