A straightforward approach to long-term growth.

1

Risk first.

We seek opportunities with a low-risk profile.

2

Quality second.

We only pursue high quality assets.

3

Price third.

We pay a price that enables a high return with a margin of safety.

We start by assessing risk—ensuring every opportunity meets our standards for stability and downside protection before it earns a second look. Next, we assess quality: long-term potential, strategic fit, and the ability to strengthen our broader portfolio. Only then do we consider price, making sure it aligns with the asset’s risk and quality to deliver strong, resilient returns. It’s a patient, disciplined approach—with the concept of compounding capital at the forefront of our minds.

Mission & Vision

Our Mission

At Lakeside, our mission is to generate long-term value through the acquisition and management of assets with strong fundamentals.

Our Vision

Our vision is to build lasting success through relationships that grow stronger over time—fueled by trust, generosity, and a commitment to always do more than what’s asked.

Our Values

Integrity

We lead with honesty, transparency, and ethics—choosing what’s right over what’s easy, with humility and responsibility.

Relationships

Success is built on trust. We cultivate strong, lasting partnerships through collaboration, mutual respect, and a commitment to shared growth.

Stewardship

Every investment is an opportunity to create meaningful, sustainable value. We take an active role in enhancing and managing assets to ensure long-term success for all stakeholders.

Discipline

We invest with intention, staying within our expertise and making informed decisions. We listen first, act with precision, and remain committed to sustainable growth.

Our Team

Mark Weisensee

Founder, CEO

Mark Weisense

Founder, CEO

Mark guides the firm’s strategic direction and oversees investment and portfolio management activities within the company. With 30 years of experience in construction management, entrepreneurship, and investing, his expertise plays a key role in decision making. In addition to founding Lakeside Investment Group, Mark is the Founder and CEO of the OpenRoad family of companies.

What drives Mark most is the trust others place in him—an honor he values deeply. He thrives on the hunt for high-potential assets, finding energy in the process of evaluating opportunities and building something lasting through strong relationships and thoughtful decisions.

Randy Iott

Vice President

Randy Iott

Vice President

Randy directs commercial operations while focusing on acquisitions and relationships. With 40 years of experience in construction and property management, he has been pivotal in numerous real estate transactions. Prior to his involvement in Lakeside Investment Group, Randy has been an impactful member in the community as a business owner and investor.

At Lakeside, Randy finds fulfillment in working closely with tenants, solving problems on the ground, and making business decisions that add long-term value to each property. His practical mindset, steady support, and deep care for the work make him one of Lakeside’s strongest foundations.

Carter Weisensee

Managing Director

Carter Weisensee

Managing Director

Carter actively manages the operations and portfolio for the company, focusing on new investment opportunities within the firm. In his early 20s, he gained experience by starting his own real estate business, where he concentrated on residential value-add projects. Within the first two years, he successfully completed over 25 transactions.

At Lakeside, Carter is energized by the pursuit of new opportunities and the relationships they create—believing that collaboration, growth, and mutual success are at the heart of great investing.

Explore working with Lakeside