Hometap, a Boston-based fintech company focused on home equity financing solutions, has announced the appointment of Jesse Silverman as General Counsel and Josh Berg as Chief Product Officer. These strategic leadership additions reflect the company’s continued efforts to strengthen its executive team and support its long-term growth as it expands its homeowner-focused financial platform. Silverman will oversee the company’s legal and compliance operations, while Berg will lead product strategy and innovation to enhance the homeowner experience.
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Jesse Silverman brings extensive experience in financial regulation and fintech compliance to Homet
ap. He has held key roles in both government and private sector organizations, including the Connecticut Department of Banking and the Consumer Financial Protection Bureau, where he helped establish the agency’s Office of Enforcement. He has also served as General Counsel and Chief Compliance Officer at multiple fintech companies, helping them navigate regulatory frameworks and implement compliance programs. In his new role, Silverman will guide Hometap’s legal strategy, oversee corporate governance, and support the company’s engagement with regulators to ensure its solutions remain compliant and consumer-focused.
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Josh Berg joins Hometap with more than a decade of experience leading product development at high-growth technology companies. He previously served as Vice President of Product at ResortPass and Chief Product Officer at ezCater, and held senior product leadership roles at CarGurus and Wayfair. Throughout his career, Berg has focused on building intuitive digital products and improving customer experiences. At Hometap, he will lead the company’s product and design teams, driving innovation and ensuring that the platform continues to meet the evolving needs of homeowners seeking flexible financial solutions.
Hometap CEO Jeffrey Glass emphasized that the company’s growth has been driven by its commitment to addressing the real financial challenges homeowners face. He noted that strengthening leadership in legal, compliance, and product development is essential for maintaining trust and delivering reliable solutions. Both Silverman and Berg share a strong focus on transparency, innovation, and consumer trust, which aligns with Hometap’s mission of empowering homeowners with accessible financial options.
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The appointments come during a period of significant momentum for Hometap. In 2025, the company surpassed $2 billion in home equity investments, supporting more than 22,000 homeowners. It also secured $50 million in funding, reinforcing its ability to expand its platform and enhance its offerings. With these new leadership additions, Hometap is well positioned to continue growing its fintech platform while maintaining strong regulatory standards and delivering innovative solutions for homeowners.
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