Imagine changing your daily routine and stumbling upon a life-changing opportunity. This is precisely what happened to Chad Ackerman, a co-founder of Left Field Investors. His transition into the world of real estate is a tale of perseverance, continuous learning, and the importance of community. In this segment, we’ll delve into the early stages of Chad’s syndication investment journey, illustrating how a mere change in his daily commute laid the foundation for his future in real estate syndications.

The First Steps of Chad’s Syndication Investment Journey

Chad’s initiation into real estate investing didn’t begin with a conscious decision to venture into the field. Instead, it was a result of a job change that led to a lengthier commute. Like many of us, Chad sought to make the most of his time, turning to podcasts to keep him entertained and informed.

While initially, business podcasts dominated his playlist, he soon stumbled upon a real estate investing podcast that shifted his perspective. The seeds of interest were sown, and Chad found himself engrossed in books about real estate investing. This newfound passion wasn’t just restricted to literature. He began attending local meetups in Columbus, Ohio, where like-minded individuals shared their insights and experiences.

At one meetup, Chad met Jim Pfeifer. Jim’s own syndication investment journey, where he left a corporate job to pursue passive income through syndications, resonated deeply with Chad. Inspired, Chad saw a vision for his own path in the syndication realm.

Challenges on the Syndication Investment Journey

Every journey has its bumps, and Chad’s initial foray into syndications was no exception. His maiden syndication deal was far from the success he had envisioned. However, instead of being disheartened, Chad took this setback as a learning experience. He realized the importance of clarity in investment goals and understanding the asset types that align with them.

This lesson played a pivotal role in Chad’s syndication investment journey, prompting him to refine his investment objectives. With a clearer strategy, he was better positioned to identify deals aligning with his goals.

The Value of Self-Investment

Chad’s story so far underscores an essential lesson: the value of investing in oneself. His decision to use his commute time constructively, first with business podcasts and then transitioning to self-help podcasts, wasn’t just about keeping boredom at bay. It was a commitment to personal growth and expanding his knowledge base.

In the realm of real estate investing, where dynamics change frequently, and there’s always something new to learn, such self-investment is invaluable. It not only equips you with the tools to make informed decisions but also instills a sense of confidence that’s essential when navigating the intricate world of syndications.

The Power of Networking

In the ever-evolving world of real estate, networking isn’t just about making acquaintances; it’s about forging strong, enduring relationships that pave the way for collaborative growth. Chad’s real estate journey is a testament to the transformative power of networking.

Left Field Investors: More than Just a Group

One of the most significant milestones in Chad’s journey was the formation of Left Field Investors, a community he co-founded with Jim Pfeifer and other passionate individuals. But to label it merely as a group would be a gross understatement. Left Field Investors transcended the traditional confines of an investment group, evolving into a thriving community.

This was a collective of like-minded passive investors who were not just focused on financial growth but were committed to holistic development. They came together to educate one another, share their investment goals, and learn from collective experiences. The community also provided a platform for its members to explore diverse asset classes and operators to invest in.

Building Bridges and Opening Doors

Chad’s involvement in meetups wasn’t just about learning; it was about building connections. It was at one such meetup that he connected with Jim Pfeifer. This connection didn’t just provide Chad with a fresh perspective on syndications; it opened the door to a world of opportunities.

Through Jim and other connections, Chad was introduced to various platforms, including BiggerPockets and the Best Ever Conference. These platforms served as rich reservoirs of knowledge, offering insights, advice, and strategies from seasoned investors and experts in the field.

Lessons from Chad’s Odyssey

Every journey, with its highs and lows, offers a unique perspective and a plethora of lessons. Chad’s foray into real estate syndications is no exception. As we approach the culmination of his story, let’s reflect on the invaluable lessons his journey offers to both seasoned and budding investors.

Clarity in Vision and Goals

Chad’s initial setback in his maiden syndication deal wasn’t a deterrent; it was a catalyst for introspection. This experience accentuated the significance of having a clear vision. In the labyrinthine world of real estate, where myriad opportunities beckon, it’s easy to lose one’s way. However, with a clear set of goals, one can navigate this maze with precision, ensuring that every investment aligns with one’s broader objectives.

The Community as a Beacon

The inception and success of Left Field Investors underscore the power of community. While individual brilliance can lead to sporadic successes, a collective effort ensures sustained growth. Left Field Investors isn’t just a platform for passive investment; it’s a beacon guiding its members through the tumultuous waters of real estate, ensuring they avoid the pitfalls and capitalize on the right opportunities.

Continuous Learning: The Key to Evolution

Chad’s transition from business podcasts to real estate podcasts and self-help content underscores the importance of continuous learning. The realm of real estate is in a state of constant flux, with new trends, strategies, and challenges emerging regularly. To stay ahead of the curve, one must commit to perpetual learning, adapting, and evolving.


Chad Ackerman’s journey from a commuter consuming podcasts to a co-founder of a thriving investment community is both inspirational and instructional. His story exemplifies the power of self-belief, the importance of continuous learning, and the transformative impact of a strong community.

For those at the precipice, contemplating a dive into the world of real estate syndications and private placements, Chad’s odyssey offers both motivation and a roadmap. As you embark on your journey, remember the essence of Chad’s story: invest in yourself, cherish your community, know your end goal, and never stop learning.

Must-Have Tips for Passive Investors in Real Estate Syndications

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To hear the full interview with Chad Ackerman, watch our interview with him on our YouTube Channel, or listen to his full interview below.

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