Straight Up Chicago Investor

Straight Up Chicago Investor
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Mar 26, 2024 • 15min

Episode 285: Diving into DSCR with Eric Workman of Renovo Financial

How is DSCR calculated, and how does it affect investors' ability to borrow? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Eric Workman, Renovo Financial Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Mar 21, 2024 • 1h 2min

Episode 284: Triumphs and Troubles From a Decade of Experience on Chicago's Southeast Side with Jared Kott

Jared Kott returns to share the ups and downs of his real estate journey that started just over 10 years ago when he left the corporate world! Jared gets right into it by talking about the challenges of operating in C/D class neighborhoods! He shares the cold hard truth of dealing with a slip-and-fall incident at one of his properties where he was found guilty in court. Jared provides insights on the trajectory of the Southeast side and on putting emotion aside to deal with non-paying tenants. Jared closes by talking about his adventures in Michigan involving awesome short-term rentals and boat rentals! 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: Jared Kott, Marblestone Property Group Link: SUCI Ep 11 - Jared Kott Link: SUCI Ep 79 - Gary Davidson Link: 12 Week Year (Book Recommendation) ----------------- Guest Questions 02:00 Housing Provider Tip - Shop around for home insurance to get the best value. 04:02 Intro to our guest, Jared Kott. 07:03 Reflecting on a decade of experience! 14:22 Jared's recent slip-and-fall incident. 26:23 Trajectory of Chicago's Southeast Side! 42:34 Dealing with non-paying tenants. 48:50 Jared's Michigan adventures! 56:25 What is your competitive advantage? 56:55 One piece of advice for new investors. 57:22 What do you do for fun? 57:40 Good book, podcast, or self development activity that you would recommend? 58:17 Local Network Recommendation? 58:42 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Mar 14, 2024 • 49min

Episode 283: Container Homes: Innovative and Affordable Housing with Rory Rubin

Rory Rubin, founder of S.I. Container Builds, joins us to explain how her company's Container Homes is a high-quality solution to current housing affordability and inventory issues! Rory starts by explaining her background in social work and the process of starting up S.I. Container Builds! She breaks down specs and pricing of container homes illustrating the quality and affordability when compared to traditional home construction. Rory gives the 101 on the building process and overlooked considerations for modular home construction! Throughout the show, Rory hammers home the importance of doing good by others and delivering quality products that you can stand behind! 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: Rory Rubin, S.I. Container Builds | Email Rory Link: SUCI Ep 134 - Josh Braun Link: Larisa Drake (Network Referral) Link: Linsey Cohen (Network Referral) ----------------- Guest Questions 02:16 Housing Provider Tip - Get quotes early for best pricing on your spring projects! 04:18 Intro to our guest, Rory Rubin! 08:20 Getting funding for a startup. 15:26 SI Container Builds' clientele! 19:43 Common specs on container homes. 22:24 Container home pricing. 26:05 Considerations for building container homes in Chicago! 32:08 The building process. 39:25 The future of the container home industry. 43:08 What is your competitive advantage? 43:38 One piece of advice for new investors. 44:22 What do you do for fun? 44:48 Good book, podcast, or self development activity that you would recommend? 45:44 Local Network Recommendation? 46:28 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Mar 12, 2024 • 14min

Episode 282: Decoding the Final Walkthrough: A Comprehensive Guide for Buyers and Sellers

What should I expect on the final walk through from both the buyer and seller side? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chance Badertscher, Lavelle Law Link: Build Your Team | Straight Up Chicago Investor Podcast ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Mar 7, 2024 • 52min

Episode 281: One of the First Investors to Leverage The New 5% Down Lending Product on a Successful Househack With Brendon Heneks and Sarita Scherpereel

Brendon starts by sharing his buy box and how he was ready to pounce when he found the right property. Brendon and Sarita share great insights on how to jump at opportunities when the competition is fearful. Brendon explains worrisome moments and lessons learned during the purchase of his househack both before and after closing. Brendon breaks down the new 5% down lending product that everyone is talking about but few investors have actually utilized. This show is full of great tips for aspiring househackers and seasoned investors alike! 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: Brendon Heneks & Sarita Scherpereel, Fairway Independent Mortgage Link: SUCI Ep 238 - Mike Facchini Link: SUCI Ep 247 - Sarita Scherpereel Link: Millionaire Next Door (Book Recommendation) Link: Ken (Inspector Referral) ----------------- Guest Questions 03:20 Housing Provider Tip - Consider upgrading landscaping during the spring season. 04:36 Intro to our guests, Brendon Heneks and Sarita Scherpereel! 09:12 Brendon's househack search! 11:08 What to know about gift funds. 14:15 Brendon's buy box! 19:50 Opportunities in higher market time properties. 25:50 Mindset of buying in a higher interest market. 31:04 Worrisome moments while under contract! 39:36 Brendon's lessons learned after his first multi-unit purchase. 40:44 Outlook on Chicago. 45:11 What is your competitive advantage? 46:16 One piece of advice for new investors. 46:54 What do you do for fun? 47:13 Good book, podcast, or self development activity that you would recommend? 48:10 Local Network Recommendation? 49:10 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Feb 29, 2024 • 52min

Episode 280: Investing in Premier Chicago Neighborhoods as a Busy Professional with David Shifrin and Rob Sikkel

David Shifrin, the doctor of Motor Row, returns with his real estate agent Rob Sikkel to discuss how he's grown his portfolio with quality multifamily properties over the last 2 years! David starts by explaining his investing strategy and how he's acquired 5 multifamily buildings since his last appearance on SUCI! David and Rob dive into the details of how they built their buyer-agent relationship to propel their growth. The duo breaks down a homerun deal in Bucktown involving splitting a double lot and selling half of it! Golden nuggets are dropped on the West Town neighborhood and best "bang for your buck" renovation items. 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 Shifrin & Rob Sikkel, Elite Chicago Properties and At Properties Link: SUCI Ep 48 - David Shifrin 1st Episode Link: Rob Sikkel (Realtor) Link: Jodi Dougherty (Network Referral) ----------------- Guest Questions 03:49 Housing Provider Tip - Ensure you're prepared for freezing and thawing cycles during the spring season. 05:17 Intro to our guests, David Shifrin and Rob Sikkel. 08:04 David's investing strategy! 09:45 Building a great buyer-agent relationship! 17:02 Double lot, homerun deal! 28:51 The property search process. 31:47 Breaking down West Town! 34:45 Insights on renovation! 37:30 Dealing with higher interest rates and tapping into equity. 40:44 Outlook on Chicago. 42:04 What is your competitive advantage? 42:58 One piece of advice for new investors. 44:34 What do you do for fun? 46:09 Good book, podcast, or self development activity that you would recommend? 47:02 Local Network Recommendation? 48:35 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Feb 27, 2024 • 15min

Episode 279: Best Practices For Tenant Move-Outs

What expectations should I establish for my tenants' move outs? 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 ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Feb 22, 2024 • 1h 8min

Episode 278: BiggerPockets Host David Greene Gets Real On Overcoming Recent REI Adversity

BiggerPockets Host, Author, and Real Estate Expert, David Greene returns to Straight Up Chicago Investor and holds nothing back as he explains how he dealt with fraud in his real estate portfolio. David explains why real estate is not an end-all solution to your financse and discusses the importances of reserves and playing defense, as outlined in his recent book Pillars of Wealth. He shares how he had 50 properties stolen from his portfolio and how that was part of a series of events that decimated his finances! David is extremely open and honest in explaining how he dealt with these troubling times and how he found support. This episode is a clear example of why it's important to have your business protected from all angles and understand that tumultuous times can happen to any of us! 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 Greene, The David Greene Team & The One Brokerage Link: Take David Greene's 6-Week Course! (Be sure to use our promo code "CHICAGO" when you register.) Link: David Greene's Instagram Link: Books by David Greene Past Bigger Pockets Guest Episodes: SUCI Ep 85 - David Greene | SUCI Ep 166 - J Scott | SUCI Ep 186 - Scott Trench Link: Extreme Ownership (Book Recommendation) Link: A Better Life with Brandon Turner ----------------- Guest Questions 02:10 Housing Provider Tip - Regularly check your entities on the Secretary of State website. 03:37 Intro to our guest, David Greene! 11:11 Understanding "Defense" in Business! 14:09 David's Fraud Story. 28:21 Bouncing back during tough times. 36:18 Finding the right support group. 41:16 Succeeding in a high interest rate market! 49:37 The Future of BiggerPockets! 53:00 10 year horizon for David Greene! 55:36 What is David's competitive advantage? 56:22 One piece of advice for new investors. 57:12 What do you do for fun? 58:19 Good book, podcast, or self development activity that you would recommend? 60:56 Local Network Recommendation? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Feb 15, 2024 • 1h 1min

Episode 277: The Chicago Investor Playbook Against Pests with Janelle Iaccino

Janelle Iaccinio is Rose Pest Solutions' Marketing Director and Chicago's "Bug Girl"! Janelle starts with the history of Rose Pest Solutions which dates back to the Abraham Lincoln era! She dives deep on rats, roaches, and bedbugs including common causes and practices to control them. Janelle mixes in a couple pest horror stories and debunks pest myths! Throughout the show, Janelle emphasizes the importance of taking pests seriously to prevent larger scale problems in your properties! 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: Janelle Iaccino, Rose Pest Solutions Link: Janelle's LinkedIn Link: Dennis Huyck (Network Referral) ----------------- Guest Questions 02:16 Housing Provider Tip - Ensure your properties are tightly sealed to prevent pest issues. 03:12 Intro to our guest, Janelle. 06:30 The History of Rose Pest Solutions! 11:36 The Infamous Chicago Rat Imprint! 15:08 The 101 on Rats. 27:36 Ins and Outs on Roaches. 36:27 Dealing with Bedbugs. 48:45 Pest Myths Debunked! 54:31 What is Janelle's competitive advantage? 54:58 One piece of advice for new investors. 55:41 What do you do for fun? 56:43 Good book, podcast, or self development activity that you would recommend? 57:14 Local Network Recommendation? 58:03 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.
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Feb 13, 2024 • 13min

Episode 276: The Best Ways to Protect Your Largest Asset

What can potentially happen if I don't secure my investment property? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Nick Oberhouse, DAWGS ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2024.

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