Alex H. Cunningham

Director of Acquisitions

Alex H. Cunningham serves as Director of Acquisitions for America Senior Living and supports the identification, evaluation and development of acquisition opportunities across the company’s healthcare platform.

His experience includes acquisitions, capital formation, private equity relationships and working with business owners seeking liquidity, growth capital or strategic alternatives.

At America Senior Living, Alex works with the leadership team to identify companies with strong management, sustainable revenue, positive EBITDA and opportunities for continued growth through acquisition.

As ASL has expanded beyond its original senior living focus, Alex’s acquisition mandate has broadened to include opportunities across the company’s targeted healthcare verticals.

His role is increasingly centered on building relationships with owners, intermediaries, investors and acquisition candidates while helping move qualified opportunities from initial conversation through the broader evaluation and transaction process.

Jo T. Letwaitis, CVW, CDP, LPACT

Director, Chief Operating Officer

Jo T. Letwaitis serves as Director and Chief Operating Officer of America Senior Living. She oversees day-to-day platform operations, integration of new operators, and the institutional reporting standard that powers America Senior Living’s growth engine. Jo’s credentials — CVW, CDP, LPACT — reflect her deep specialization in senior care and veteran wellness. Her operational discipline and systems thinking drive every stage of the platform’s expansion.

Mikel J. Burroughs, Colonel (Ret.)

Director & Veterans Strategy Advisor

Retired U.S. Army Colonel Mikel J. Burroughs brings decades of leadership experience and a longstanding commitment to veterans to America Senior Living.

His military and executive background provides the Board with a perspective grounded in leadership, accountability, strategic planning and organizational execution.

Mikel has also devoted significant time to supporting veterans and military families. His involvement has included the National Veterans Transition Service and the founding of Warriors for Life through Victory for Veterans, initiatives focused on supporting veterans during and after their transition from military service.

Within America Senior Living, Mikel advises the leadership team on veteran-related opportunities, strategic relationships and healthcare initiatives affecting veterans and military communities. He also brings experience involving healthcare receivables, debt acquisition and financial strategies within the healthcare sector.

As ASL expands its healthcare platform, Mikel helps ensure that veterans remain an important part of the organization’s broader thinking and provides the leadership team with the perspective of a senior military leader accustomed to building teams and executing complex missions.

Joseph LaPorta

Director & Healthcare Strategy Advisor

Joseph LaPorta brings more than 25 years of healthcare leadership, operations and transaction experience to America Senior Living.

His career spans healthcare operations, startups, turnarounds, mergers and acquisitions, integrations and business development across organizations ranging from emerging companies to Fortune 50 corporations.

Joseph’s experience includes P&L management, Lean Six Sigma, multi-site operations, M&A integration, global business development, talent strategy, revenue-cycle optimization, investor relations and corporate communications.

That breadth of experience is particularly valuable as America Senior Living evolves into a diversified healthcare platform. Joseph provides strategic perspective not only on acquiring businesses, but on what happens after an acquisition: integration, operational improvement, leadership and scalable growth.

In addition to his role with ASL, Joseph has served as President and CEO of Persante Health Care, an Advisory Board Member of WebPT and an Adjunct Professor at National Louis University.

Joseph Jasmon

Managing Partner

Joseph Jasmon serves as Managing Partner at America Senior Living, focused on capital strategy, institutional relationships, and exit readiness across the platform. Joseph brings deep experience in structuring complex transactions and positioning healthcare platforms for private equity and institutional capital events.

Anthony M. Miller

Financial Director

Anthony M. Miller serves as Financial Director of America Senior Living, bringing financial planning, forecasting, risk management and corporate finance experience to the company’s acquisition strategy.

As ASL expands across multiple healthcare verticals, Anthony provides financial perspective on prospective participants and acquisitions while helping strengthen the financial disciplines required for a larger consolidated organization.

His role includes supporting financial analysis, forecasting, performance measurement and the continued development of institutional-quality financial reporting. These capabilities become increasingly important as ASL prepares its platform for larger acquisitions, financing relationships, quality-of-earnings reviews and eventual investment banking engagement.

Anthony holds an MBA with a concentration in Finance from the University of Maryland.

His combination of financial fundamentals and technology-driven analysis supports ASL’s objective of creating sustainable growth while maintaining financial discipline throughout the acquisition process.

Connie McGee

Digital Strategy & Post-Acquisition Technology Advisor

Connie McGee brings more than 20 years of technology, healthcare, business development and strategic account leadership experience to America Senior Living.

Her career includes healthcare leadership experience with Microsoft and work with major organizations including FedEx, Walmart, Community Health Systems and Hospital Corporation of America.

At America Senior Living, Connie advises on the technology and digital infrastructure required to support a growing healthcare platform. Her focus includes post-acquisition technology strategy, analytics, operational integration, commercialization and the systems necessary to help acquired and participating companies scale efficiently.

As ASL grows through acquisition, Connie brings an important perspective to a central challenge of consolidation: ensuring that technology supports integration and growth rather than becoming an obstacle to it.

Her experience helps bridge ASL’s M&A strategy with the technology infrastructure required to operate a larger, increasingly integrated healthcare organization.

Thomas De Gregoris

M&A Legal Director

Thomas De Gregoris serves as M&A Legal Director for America Senior Living, bringing transaction-focused legal experience to the company’s acquisition and consolidation strategy.

His work centers on the legal complexities surrounding mergers, acquisitions and strategic transactions. With experience extending across industries, Thomas provides the ASL leadership team with a practical perspective on transaction structure, negotiation, risk management and execution.

As America Senior Living evaluates acquisitions across multiple healthcare verticals, Thomas helps ensure that legal considerations are incorporated early in the transaction process and remain aligned with the broader strategic objectives of the platform.

His disciplined approach to M&A supports ASL’s objective of building a scalable acquisition process capable of handling increasingly sophisticated transactions as the organization grows.

Andrew May

Legal Advisor

Andrew May brings extensive legal, financial services and corporate advisory experience to America Senior Living, supporting the company as it expands its healthcare acquisition platform.

His experience includes representing sophisticated businesses and Fortune 500 organizations, along with serving as General Counsel at Access Financial Group. His background provides ASL with perspective across corporate matters, regulatory considerations, financial services and the legal issues that accompany complex business relationships.

As America Senior Living grows through acquisitions and strategic partnerships, Andrew contributes to the legal and governance framework necessary to support responsible expansion and protect the interests of the organization and its stakeholders.

Andrew earned his J.D. from DePaul University College of Law, an LL.M. in Financial Services Law from Chicago-Kent College of Law, and a B.A. in Political Science from the University of Illinois Urbana-Champaign.