CHICAGO'S #1 REAL ESTATE INVESTING PODCAST

Maintaining a brick building in the vibrant city of Chicago can be a challenging yet rewarding endeavor. To help brick building owners navigate this journey, the Straight Up Chicago Investor Podcast recently featured a fascinating episode with a guest who has valuable insights to share. In the episode titled What Proactive Maintenance Should I Be Doing To My Building? Les O'Hara from North Shore Brickwork, delves into the importance...

Welcome to another exciting episode of the Straight Up Chicago Investor Podcast! In this episode, we have the pleasure of hosting Drew McCluskey, an active real estate investor, former intern of BiggerPockets' Brandon Turner, and Co-Founder of BrightInvestor. Drew shares his journey, from his first rehab horror story to leveraging opportunities and creating powerful data visualization software for real estate investors. Join us as w...

Ivan Hernandez and Jacquelina Jablonski's appearance on the Straight Up Chicago Investor Podcast offers a fascinating insight into their journey from running a successful roofing business to building a real estate portfolio on Chicago's Southwest side. In this episode, they share their experiences, strategies, and lessons learned along the way.The podcast kicks off with Ivan and Jacquelina discussing their entrepreneurial beginn...

Proactive maintenance and regular inspections are essential for preventing water damage and ensuring the longevity of brick buildings.The most common type of brick used in Chicago is the Chicago Common brick, a soft, red brick made from local clay. It was first produced in the late 1800s and remains popular today for its affordability and durability.Key insights🏢If you do not have a roofing maintenance program going on right now, the...

Welcome back to another exciting episode of the Straight Up Chicago Investor Podcast! In this episode, Ben and Kristen delve into the world of off-market deals and how Rescover's All-in-One Analysis Platform can give you a competitive edge and maximize your return on investment (ROI). Join us as we explore the essential strategies, mindset, and resources needed to secure your next off-market deal.Ben and Kristen kick off t...

After experiencing a steady upward trend in interest rates over the past year, there are signs of a potential shift in the opposite direction. This could have a significant impact on the real estate market in Chicago, particularly for prospective homebuyers. In this blog post, we will explore the current and future interest rate scenario in the Windy City, considering various factors that could influence rates over the next 6 to 12 mont...

In this exciting episode, we sit down with Jason Wagner, the Managing Broker of Greystone Realty, a unique brokerage where every agent is also an investor. Jason shares his journey and the transformative impact of the 75 Hard program on his life. Additionally, he delves into his investment strategies in Portage Park and Jefferson Park, shedding light on the housing supply shortage, recent inventory trends, and what lies ahead. Join us a...

In this exciting podcast episode, Curtis Lefebvre takes us on a captivating journey of why he left the bustling streets of New York City for the Windy City, Chicago, to pursue real estate investing. Curtis shares his experiences, challenges, and successes in acquiring and stabilizing his first househack in the vibrant neighborhood of East Garfield Park. Join us as we delve into the details of Curtis' real estate adventure and discov...

As an investor, conducting due diligence on a property is critical to ensuring a successful investment. Part of this process involves reviewing the purchase contract and other documents with an attorney. There are several key items investors should specifically address in their attorney review letter to uncover any red flags before closing on a deal.Inspection Issues and Serious Repairs: Investors should review the results of any profes...

In this exciting episode of our podcast, we are thrilled to welcome back the Mad Scientist of Multifamily, Neal Bawa. As a renowned expert in real estate investing, Neal shares his invaluable insights on the latest data trends and his outlook on the ever-evolving real estate market. Join us as we delve into the changes that have occurred over the last 18 months and discover how Neal's unique perspective has shaped his investment str...