Meet Our Team

Patrick Grimes

Founder & CEO

Patrick has fifteen years of experience in active real estate investment: purchasing distressed assets, renovating, and stabilizing for long term cashflow. His portfolio includes controlling ownership over 4000 units in the emerging markets across Texas and the South Eastern United States.

In addition to his real estate experience, Patrick holds a Bachelor of Science in Mechanical Engineering from University of the Pacific, and a Master of Business Administration and a Master of Science in Engineering from San Jose State University. He has spent 15 years in corporate America working for machine design firms to concept, design, and build one-of-a-kind custom manufacturing automation and robotic systems. In addition to working closely with the technical engineering teams, he travels globally working to negotiate contracts and secure multi-million dollar investment for automation programs. He has been able to leverage his corporate experience and real estate knowledge to help pave the way for future success.

Elijah Randall

Investor Relations Specialist

Prior to joining Passive Investing Mastery, Elijah owned a residential construction company, where he led the rehabilitation of more than 2,000 single-family homes and pioneered innovative estimating software, enhancing industry efficiency. Elijah has personally invested in over 60 single-family flips and rentals, demonstrating a deep understanding of market dynamics.

With a strong relationship with Patrick spanning over 25 years, he has brought his 15 years of experience in real estate and customer support into commercial real estate and alternative assets. Elijah has established himself as a seasoned professional with a keen eye for smart investments and a commitment to outstanding investor relations.

Catherine Cashman

Investor Relations

Prior to joining Passive Investing Mastery, Catherine got her Master’s degree in Aerospace Engineering from a prestigious UK university and lead automation projects in corporate London. Her experience in guiding projects from inception to implementation has equipped her to excel at guiding investors through the details of offering and ensuring they have everything they need to make the right choices for their portfolio. Catherine is dedicated to making alternative investments accessible and straightforward for passive investors, contributing significantly to core value of “Simplifying The Complex”.


Brian Duncan

Director of Marketing

Prior to joining Invest on Main Street as Director of Marketing, Brian developed key marketing strategies for private equity syndication firms that were instrumental in raising over $100M in equity to acquire well over $500M in assets in several core real estate sectors, such as multifamily, self-storage, single-family, mobile home parks, parking lots, and airplane hangars.

Jennifer Pineda

Investment Coordinator

Ongoing investor coordination and communication throughout the investment process. Jennifer excels at ensuring your investing experience is seamless and is there to help you through every step. Watch out for her detailed investor reports after you invest to see how your passive investment is performing.

John McDonald

Investor Outreach

Prior to joining Invest On Main Street, John worked for 20+ years in the education field and as a Customer Service Expert. He was instrumental in structuring a customer service team of over 1000 agents. John excels at providing information promptly and correctly to everyone with whom he speaks. He enjoys interacting with investors and making sure they have everything they need.

Josh Mosgrove

Acquisitions, Passive Investing Mastery

Josh has decades of finance experience including leading large teams across 40+ countries, sourcing alternative investments, and conducting due diligence. He is currently involved in 40+ alternative investments across multiple asset classes. Josh is also the Senior Vice President of Global Pricing and Revenue Management for Lineage Logistics, the world’s largest cold storage REIT, where he has helped grow the company 6x in less than seven years. He previously led the finance and accounting organization for Menlo Worldwide Logistics.

Aldrin Cariquitan

Operations Finance and Accounting

Aldrin brings to Passive Investing Mastery a robust background of more than nine years in comprehensive finance and accounting, specializing in commercial real estate investments and property management. His distinguished career spans across several prestigious organizations, including SGV, part of Ernst & Young—one of the world’s preeminent auditing firms. Alden’s expertise is further augmented by his roles at Riveredge Advisors LLC in New York, AE Realty in Texas, A2BHQ in California, and TOA Global in Australia, where he honed his skills in navigating a complex financial landscape making him a asset to our team.

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