Building investments with first-generation capital

Garrett Caplin is the Founder of Caplin Capital, a first-generation family office with a diversified investment strategy anchored in real estate and active divisions across private equity, private credit, venture capital, cryptocurrency, and public markets trading. Previously, Garrett served as Chief Executive Officer of Pulse Clinical Alliance, where he led the company to achieve more than 3,200% revenue growth in just two years, earning placement on the Inc. 5000 list for three consecutive years. With deep expertise in financial strategy, operational excellence, and strategic growth, Garrett has built and managed a $20 million real estate portfolio, reflecting his disciplined approach to wealth creation and portfolio diversification.

Michael Rogoff is the Head of Asset Management at Caplin Real Estate Investments, a distinguished leader in real estate and property management. He has extensive experience overseeing the management and leasing of various property types, including residential multifamily, commercial, retail, and mixed-use properties.

Connor Davis is Head of Strategic Advisory at Caplin Capital. He specializes in real estate acquisitions, development strategy, and operational optimization for high-growth portfolios. With a background in private equity, construction management, and entrepreneurial leadership, Connor brings a data-driven approach to scaling real estate ventures and advises on deal sourcing, underwriting, and exit planning.

Justin Pumpr is the Director of Acquisitions at Caplin Real Estate Investments. He started as a UX designer, then transitioned to real estate investing, building a personal portfolio and becoming a partner owner in over 100 commercial units. Justin is a key member in sourcing, evaluating, and spearheading due diligence for property acquisitions.

Bryce Thigpen is a Senior Acquisitions Manager at Caplin Real Estate Investments. He began his career in solar sales, then launched a real estate wholesale company. Bryce now focuses on commercial and multifamily acquisitions, specializing in complex, creative financing structures. His core competencies include relationship management, organizational leadership, and strategic communication.

David Ochwangi is a Controller at Caplin Capital, bringing over 20 years of experience in Financial & Accounting, Tax, Regulatory reporting, and Corporate Finance. An entrepreneurial strategist, he consults and trains business leaders on investments, project management, and supply chain logistics. David is a highly motivated, cross-disciplined professional with extensive experience as a client-facing Subject Matter Expert, focusing on process improvement and profitability.

Bryce Robertson is a Bookkeeper at Caplin Capital. He is an operations and accounting professional, specializing in bookkeeping, reporting, and process design. Bryce translates financial data into actionable insights, building robust accounting infrastructure and creating reliable financial reporting systems. He is skilled in cash flow forecasting, and financial dashboarding, helping the business drive profitability and efficiency.

Leah Carew is a Social Media Manager at Caplin Capital. She is a customer success and marketing professional passionate about helping brands connect through digital strategy and authentic storytelling. With experience spanning customer engagement, social media management, and technology, Leah thrives on helping organizations communicate with purpose, strengthen customer relationships, and drive measurable results across every channel.

Rachelle O’Dell is a Transaction Coordinator at Caplin Real Estate Investments, bringing an operations-focused, client-centered approach to real estate. Rachelle’s leadership is grounded in clear communication, consistency, and a commitment to helping investors, agents, and entrepreneurs execute deals with confidence and precision.

Alex Smades is a Transaction Coordinator at Caplin Real Estate Investments, leveraging a decade of leadership and management experience. A U.S. Army veteran, Alex entered real estate in 2017, supporting over $20 million in closed transactions as a licensed agent. He now facilitates successful monthly closings through process improvement, strategic organization, and client-focused results.

Drei de Castro is an Executive Assistant at Caplin Capital, providing exceptional, detailed-oriented support. She excels in fast-paced virtual environments, ensuring projects are completed on time with extreme confidentiality. Drei consistently follows established procedures and practices to exceed client expectations, demonstrating a strong commitment to efficiency and discretion in her role.