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The Circle Investor Podcast

The Circle Investor Podcast

Written by: The Circle Investor Studios
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The Circle's Founder (Ryan Rominger) and Director of Operations (Stuart Smith) discuss what’s happening in the world of Real Estate Investing, Property Management, and running a small business based in Indianapolis. The show focuses on the Central Indiana real estate market, but also explores beyond the Hoosier state to gain intriguing insights in the world of business and real estate investing. We interview our favorite influential people from across Central Indiana (and beyond) to learn from the people having the biggest impact on our market.The Circle Investor Studios Economics Personal Finance
Episodes
  • Episode 1 - The Real Estate Investor's Guide to Visiting Indianapolis
    Feb 18 2026

    In Episode 1 of The Circle Investor Real Estate Training Course, we break down how out-of-state investors should actually approach visiting and evaluating the Indianapolis market. This isn’t a tourist guide. It’s a strategic blueprint for understanding neighborhoods beyond spreadsheets, analyzing deals with context, and experiencing the city the way your future tenants will. From street-by-street nuances and rental-friendly policies to where to stay, what to explore, and how to structure property tours efficiently, this episode lays the groundwork for making informed, confident investment decisions in one of the most investor-friendly markets in the country.


    If you’re considering buying in Indianapolis, this is your starting point.


    EPISODE HIGHLIGHTS:

    • Why Indianapolis is widely regarded as an investor-friendly, cash-flowing market

    • Why spreadsheets alone don’t tell the full story of a neighborhood

    • How to evaluate street-by-street differences in A, B, and C class areas

    • Why staying in an Airbnb beats staying in a hotel

    • Top neighborhoods to explore: Broad Ripple, Fountain Square, Mass Ave, and more

    • How to structure property tours (and why 4–6 per outing is the sweet spot)

    • Why respecting your agent’s time can directly impact your investing success

    • How to plan your visit around events, sports, and local culture


    Make sure you’re locked in for next week’s episode! We’re keeping the momentum going with more insights, real stories, and strategies to help you build your real estate business. Hit subscribe, tap the notification bell, and don’t miss what’s coming next.


    The Circle's Founder (Ryan Rominger) and Director of Operations (Stuart Smith) delivers practical, structured, and experience-driven insights designed to help aspiring or seasoned investors and other real estate participants to thrive in this industry. These series of training courses focuses on real estate investing, property management, and small business operations. While grounded in the Central Indiana real estate market, the principles shared extend beyond the Hoosier state, staying true to the goal of equipping listeners and learners with actionable guidance and real-world insights they can apply immediately.


    Do you have any questions, suggestions, or simply want to reach out? Contact us through this email address:

    Gmail = circleinvestorpod@gmail.com


    Follow us on all of our socials:

    Facebook = www.facebook.com/thecircleinvestor/

    Instagram = www.instagram.com/thecircleinvestor/


    You can also check our our website for more information:

    Website = www.intriguepm.com


    Upcoming Investor Meetups = www.intriguepm.com/thecircleindy

    Show More Show Less
    25 mins
  • Episode 14 - Scott Chain: Why Most People Stay Broke (And Don’t Realize It)
    Feb 16 2026

    Most people are attracted to real estate for the freedom. Few are prepared for what it actually demands.


    In this episode of The Circle Investor Podcast, we sit down with Scott Chain to talk about entrepreneurship, long-term commitment, and the realities of building a business in a commission-based industry. From navigating inconsistent income and pressure-filled seasons to developing the discipline and mindset required to stay in the game, this conversation unpacks what separates those who last from those who burn out. If you’re serious about ownership, sustainability, and creating a career on your terms, this episode delivers the honest perspective most people don’t hear when they first get started.


    EPISODE HIGHLIGHTS:

    • Why freedom in real estate comes with responsibility

    • The mental shift required to survive commission-based income

    • What most new agents underestimate about entrepreneurship

    • The difference between short-term wins and long-term careers

    • Why commitment — not motivation — determines longevity

    • How building resilience impacts financial outcomes


    Make sure you’re locked in for next week’s episode! We’re keeping the momentum going with more insights, real stories, and strategies to help you build your real estate business. Hit subscribe, tap the notification bell, and don’t miss what’s coming next.


    The Circle's Founder (Ryan Rominger) and Director of Operations (Stuart Smith) discuss what’s happening in the world of Real Estate Investing, Property Management, and running a small business based in Indianapolis. The show focuses on the Central Indiana real estate market, but also explores beyond the Hoosier state to gain intriguing insights in the world of business and real estate investing. We interview our favorite influential people from across Central Indiana (and beyond) to learn from the people having the biggest impact on our market.


    Do you have any questions, suggestions, or simply want to reach out? Contact us through this email address:

    Gmail = circleinvestorpod@gmail.com


    Follow us on all of our socials:

    Facebook = www.facebook.com/thecircleinvestor/

    Instagram = www.instagram.com/thecircleinvestor/


    You can also check our our website for more information:

    Website = www.intriguepm.com

    Upcoming Investor Meetups = www.intriguepm.com/thecircleindy

    Show More Show Less
    1 hr and 12 mins
  • Episode 13 - Darien Sharpe: Making Money Work For You
    Feb 9 2026

    Most people don’t fail in real estate because of lack of ambition—they fail because they underestimate the discipline it takes to stay consistent long enough to win.


    In this episode of The Circle Investor Podcast, we sit down with Darien Sharpe for an honest conversation about ambition, work ethic, and what it actually looks like to build momentum in real estate from the ground up. From early career pressure and social media expectations to the unglamorous daily habits behind growth, Darien breaks down how mindset, consistency, and long-term thinking separate professionals who last from those who burn out. This episode dives into the gap between where most people say they want to go and what they’re actually willing to do to get there and why clarity, patience, and self-awareness matter more than hype.


    EPISODE HIGHLIGHTS:

    • Why ambition without discipline leads to frustration

    • The pressure young professionals face in performance-driven industries

    • How social media distorts expectations around success

    • The importance of consistency over short-term wins

    • What early-career growth really looks like behind the scenes

    • Why patience and long-term vision matter more than fast results

    Make sure you’re locked in for next week’s episode! We’re keeping the momentum going with more insights, real stories, and strategies to help you build your real estate business. Hit subscribe, tap the notification bell, and don’t miss what’s coming next.


    The Circle's Founder (Ryan Rominger) and Director of Operations (Stuart Smith) discuss what’s happening in the world of Real Estate Investing, Property Management, and running a small business based in Indianapolis. The show focuses on the Central Indiana real estate market, but also explores beyond the Hoosier state to gain intriguing insights in the world of business and real estate investing. We interview our favorite influential people from across Central Indiana (and beyond) to learn from the people having the biggest impact on our market.


    Do you have any questions, suggestions, or simply want to reach out? Contact us through this email address:

    Gmail = circleinvestorpod@gmail.com


    Follow us on all of our socials:

    Facebook = www.facebook.com/thecircleinvestor/

    Instagram = www.instagram.com/thecircleinvestor/


    You can also check our our website for more information:

    Website = www.intriguepm.com

    Upcoming Investor Meetups = www.intriguepm.com/thecircleindy

    Show More Show Less
    58 mins
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