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302 episodes
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Straight Up Chicago Investor Straight Up Chicago Investor
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Are you a real estate investor in Chicago or someone looking to invest in the Chicagoland Market? If so, this podcast is for you! We break down the neighborhoods, different sides of the city, and surrounding suburbs so you can understand the uniqueness of investing in Chicago real estate.
The hosts and guests are Chicago investors and Property Managers who are making it happen in and around the Windy City. We share information, winning strategies, obstacles, success stories, and most importantly, lessons learned. If you are looking for ground level information and want to learn what has worked and not worked in Chicago, you are in the right place.
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Strategies for Acquiring Off Market Real Estate with Dain Laverty
Dain Laverty is a Managing Partner of Property Pals; a company that specializes in acquiring off market real estate through a variety of methods!
Dain shares his start in real estate including his first deal on Chicago’s south side sourced from Craigslist! He discusses finding his business partner and how he identified their complementary skill sets. Dain discusses different strategies for acquiring off market properties including Subject to and gives pointers on approaching potential sellers! Throughout the episode, Dain drops great insights on transitioning from corporate America to real estate and emphasizes the importance of having a “take action” mindset!
If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guests: Dain Laverty, Property Pals USA
Link: SUCI Ep 64 - Frank Montro
Link: All-In Podcast
Link: The Go Giver (Book Recommendation)
Link: Dain's Instagram
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Guest Questions
02:37 Housing Provider Tip - Build and keep rapport with your residents to make your life easier!
04:32 Intro to our guest, Dain Laverty!
13:50 How Dain found his business partner!
17:48 Keys to scaling.
26:03 Starting a conversation with a potential seller.
28:54 Expanding beyond Chicago Real Estate.
32:37 Sub2 Financing!
40:35 The Due on Sale clause.
47:49 Dain’s outlook on Chicago!
53:50 What is your competitive advantage?
54:07 One piece of advice for new investors.
54:29 What do you do for fun?
54:46 Good book, podcast, or self development activity that you would recommend?
54:24 Local Network Recommendation?
56:23 How can the listeners learn more about you and provide value to you?
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024. -
How to Maximize Showing Value by Professionally Decluttering With Karen Welch
What is the easiest way to declutter a home to maximize it's showing value?
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guest: Karen Welch, Moovers Chicago
Link: Build Your Team | Straight Up Chicago Investor Podcast
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024. -
300th Episode Celebration - Answers To Burning REI Questions Amongst Chicago Investors with Mark and Tom
Straight Up Chicago Investor Podcast celebrates its 300th Episode! To celebrate the huge milestone, Mark and Tom answer questions from guests on all things Chicago REI!
If you enjoy all the value the SUCI podcast brings, please leave us a review and share with someone who may also find value in this content!
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guests: Mark Ainley and Tom Shallcross, Straight Up Chicago Investor
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Guest Questions
03:55 How to maximize rent in a hot market?
08:00 Biggest wins and losses in REI!
18:19 Changing REI strategies to promote progression!
21:00 BRRRR’ing single family homes vs multifamily rentals.
24:03 Advice letter from your 20-year old self!
26:16 Brick vs Frame Buildings.
31:15 Pros and Cons of CHA Tenants.
35:12 Chicago’s new “Express Permit”.
37:56 Best property management softwares.
39:55 Is rental arbitrage worth it?
42:45 Build-to-Rent in Chicago!
45:07 Managing security deposits.
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024. -
The Top 25 Lists to Find Motivated Sellers with DealMachine’s David Lecko
David Lecko is an investor and CEO of DealMachine; a software that helps investors streamline the process of off-market property lead generation!
David starts by discussing the genesis of DealMachine He does a deep dive on the 25 motivated seller lists that can be found on DealMachine or other applications. He emphasizes the importance of being persistent and putting in the reps as off-market lead generation is a numbers game. David closes with great tips on the importance of taking action and building a network to set yourself up for success!
If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guest: David Lecko, DealMachine
Link: David’s Instagram
Link: The DealMachine REI Podcast
Link: My First Million Podcast
Link: Nick Gray (Network Recommendation)
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Guest Questions
01:39 Housing Provider Tip - Perform a usability check during your turnovers to ensure everything is functioning appropriately!
02:34 Intro to our guest, David Lecko.
06:14 The Genesis of DealMachine.
10:04 DealMachine’s Lists!
30:16 How new investors can start utilizing the lists.
33:02 Scripts for sellers and call-back expectations.
36:50 What is your competitive advantage?
37:13 One piece of advice for new investors.
38:07 What do you do for fun?
38:29 Good book, podcast, or self development activity that you would recommend?
38:54 Local Network Recommendation?
40:20 How can the listeners learn more about you and provide value to you?
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024. -
How To Fund Renovations with Larry Baszynski and Scott Hodgden
Larry Baszynski and Scott Hodgden of Finance of America Commercial are seasoned lenders who have helped their investor clients build tremendous real estate portfolios and wealth.
Larry and Scott discuss the products that their company offers including Fix and Flip loans, Construction Loans, and Long-Term loans for stabilized properties. They share common pitfalls and root causes of failed renovation projects. The duo explains how hard money loans are underwritten and what a borrower needs to know to set themselves up for a successful loan! This show is full of golden nuggets with emphasis on the importance of building your team and buying your next investment property sooner!
If you enjoy today’s episode, please leave us a review and share with someone who may also find value in this content!
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guest: Larry Baszynski and Scott Hodgden, Finance of America Commercial
Link: The Success System That Never Fails (Book Recommendation)
Link: SUCI Ep 79 - Gary Davidson
Link: SUCI Ep 50 - Andrew Holmes
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Guest Questions
02:57 Housing Provider Tip - Ensure windows are properly caulked to prevent leaks!
04:34 Intro to our guest, Larry and Scott!
13:41 FOA Commercials' transition after being bought out.
15:06 FOA Commercials’ products.
18:57 DSCR loans for stabilized properties.
25:44 Common causes of failed investments!
29:03 How interest rates are impacting lending!
35:25 Where are hard money funds sourced from?
36:49 Taking back a property on a failed project.
40:53 How aggressive can FOA Commercial get?
44:18 What happens if interest rates hit 10%?
46:02 What is your competitive advantage?
46:43 One piece of advice for new investors.
47:57 What do you do for fun?
48:23 Good book, podcast, or self development activity that you would recommend?
49:33 Local Network Recommendation?
51:00 How can the listeners learn more about you and provide value to you?
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024. -
How to Pay Less in Taxes Via Tangible Property Regulations with Brenten Blakeman
What are tangible property regulations and how can investors leverage this IRS code to pay less in taxes?
Connect with Mark and Tom: StraightUpChicagoInvestor.com
Email the Show: StraightUpChicagoInvestor@gmail.com
Guest: Brenten Blakeman, Tangible Property Tax Methods
Link: Build Your Team | Straight Up Chicago Investor Podcast
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Production House: Flint Stone Media
Copyright of Straight Up Chicago Investor 2024.