Straight Up Chicago Investor

How can I get reimbursed for damages that occurred to my property from the recent Chicago floods? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Jason Wagner, Greystone Realty Link: DisasterAssistance.gov Link: Disaster Loan Assistance Link: SUCI Episode 224: Expert Insights On Chicago's Northwest Side with Jason Wagner ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

JD shares his real estate beginnings, including his purchase of a multi-family building with a VA loan. He dives into Short-Term Rentals (STRs) including income, expenses, and how those compare to traditional rentals. JD gets granular on STR pricing, occupancy, turn-over costs, and optimizing profitability. He drops golden nuggets on common mistakes investors make in STR investing and how you can avoid those! This show is packed with jewels of wisdom for anyone interested in STR investing! 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: JD Modrak, Kasa Link: Andrew Dorazio (Network Referral) Link: Our Team | BCG Real Estate Group ----------------- Guest Questions 02:09 Housing Provider Tip: Have an HVAC contractor for emergency repairs during extreme weather! 04:22 Intro to our guest, JD Modrak! 05:22 JD's start with Short-Term Rentals (STRs)! 08:21 STR Expenses and Net Income. 13:23 STR expectation changes over the years. 18:04 Pricing STRs! 23:19 The Perfect Check-In. 25:17 Identifying good STR markets. 30:22 Mid-Term Rentals (MTRs)! 36:14 Financing STRs and MTRs! 43:24 Taxes on STRs. 47:08 What is JD's competitive advantage? 47:52 One piece of advice for new investors. 50:15 What do you do for fun? 50:43 Good book, podcast, or self development activity that you would recommend? 51:00 Local Network Recommendation? 51:48 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Ryan Bakke is a CPA, real estate investor, and coach who is helping others build wealth via real estate and tax strategy! Ryan starts by explaining the value a Tax Strategist brings and common mistakes on tax returns. He dives into the power of short-term rentals (STRs), their tax advantages, and how to underwrite STR investments. Ryan shares his philosophy and tips for building a client base and following that have led him to a thriving business! Throughout the show, Ryan hammers home the importance of being a go-giver and delegating tasks to best use your time! 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: Ryan Bakke Link: The LearnLikeaCPA Show Link: $100M Offers (Book Recommendation) Link: The Game (Podcast Recommendation) Link: Muscle for Life Podcast ----------------- Guest Questions 02:56 Housing Provider Tip: Be ready to recognize and act on a good deal! 04:58 Intro to our guest, Ryan Bakke! 05:29 Tax Preparer vs. Tax Strategist 09:14 Common Tax Returns Mistakes. 10:35 Tax Insights on Short-Term Rentals (STRs)! 17:27 Short-Term Rentals in Chicagoland. 19:21 Automating STRs! 24:58 Underwriting STRs! 31:06 Ryan's approach to building a following! 46:29 Ryan's next 5 years! 50:34 What is Ryan's competitive advantage? 51:16 One piece of advice for new investors. 52:34 What do you do for fun? 53:18 Good book, podcast, or self development activity that you would recommend? 54:20 Local Network Recommendation? 54:55 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

What is this new lending option that could finance my rehab funds? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Perry Farella, First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Manny Escarpita is a young Chicago Real Estate Investor and Licensed General Contractor who has built up an impressive real estate portfolio since starting in 2019! Manny leads by explaining the hungry mindset he cultivated when starting in real estate and the lessons learned on his first deal. After discussing his first couple house hacks, he breaks down a successful BRRRR project that ultimately motivated him to quit his job to pursue real estate investing full time! He dives deep into hard money lending, estimating rehabs, and generating deal flow for his flipping business. Throughout the show, Manny emphasizes the importance of taking action despite fear and attributes his success to his ability to do just that! 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: Manny Escarpita Link: SUCI Ep 196 - John Warren Link: SUCI Ep 229 - Hernandez Roofing Link: George LaGuardia - A and N Mortgage Link: Raising Private Capital (Book Recommendation) ----------------- Guest Questions 02:52 Housing Provider Tip: Understand insurance policy coverage as it relates to water damage in basement units! 04:30 Intro to our guest, Manny Escarpita! 05:51 Hungry mindset of a new investor. 13:12 Manny's journey after his first deal! 17:42 Dealing with hard money loans. 24:26 Manny's next deal in West Logan! 28:30 Manny's transition to General Contracting and Flipping! 30:33 Advice for new flippers. 34:25 Manny's long term goals. 39:11 Estimating rehabs. 41:06 What is Manny's competitive advantage? 41:40 One piece of advice for new investors. 42:28 What do you do for fun? 42:55 Good book, podcast, or self development activity that you would recommend? 43:12 Local Network Recommendation? 43:46 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Steve Zidek has nearly two decades of real estate experience as a broker and appraiser! Steve kicks off with how he got into the appraising business and breaks down the appraisal process! He gets granular on adjustments that may or may not be considered and speaks to the "art" components of an appraisal. Steve discusses how income factors into residential appraisals and even throws in a crazy appraisal story! This show is loaded with golden nuggets that will help set you up for success during your next appraisal! 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: Steve Zidek, Keller Williams Inspire Realty Link: Steve's Facebook Link: Tom Ferry Podcast Link: Conspiracy (Book Recommendation) Link: Melissa Steuart (Network Referral) ----------------- Guest Questions 02:45 Housing Provider Tip: Prepare for appraisals to maximize value! 04:05 Intro to our guest, Steve Zidek! 07:36 How did Steve get into appraising? 15:48 Breaking down the appraisal process! 21:33 Quantifying pieces of a property to arrive at a value. 27:53 Contesting appraisals. 36:22 Considering unofficial neighborhood boundaries and expanding criteria when valuing properties. 41:08 Crazy appraisal stories! 43:11 Importance of rents on 2-4 unit property appraisals. 48:00 What is Steve's competitive advantage? 48:50 One piece of advice for new investors. 49:32 What do you do for fun? 50:01 Good book, podcast, or self development activity that you would recommend? 51:08 Local Network Recommendation? 52:14 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

What is Going On In the Chicago Multifamily Market? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Jordan Gottlieb, Essex Realty Group ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Assessor Kaegi and Stacie Young explain how the Assessor's Office and CIC created a program to incentivize affordable housing providers! To kick things off, Assessor Kaegi explains how properties are assessed in Illinois and Stacie shares the history of the Class 9 Program. They then break down the Affordable Housing Special Assessment Program including how it works, the increased profits for participating housing providers, and the qualification requirements. Our guests share numerous ways to learn more about the program and how the Assessor's Office and CIC can be a valuable resource for housing providers. Immense value is packed into this episode with insights that can potentially decrease property taxes and maximize profitability! 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: Assessor Fritz Kaegi & CIC President Stacie Young, Cook County Assessor's Office & Community Investment Corporation (CIC) Link: Assessor's Affordable Housing Programs Webpage Link: Assessor's Affordable Housing Email for Questions Link: Erik Harmon - Assessor's Director of Commercial Outreach Link: John McDonnell - Assessor's Director of Multifamily Development Link: CIC Team Link: The Power Broker (Book Recommendation) Link: The Whalebone Theatre (Book Recommendation) Link: SUCI Ep 151 - Assessor Kaegi Link: SUCI Ep 94 - Stacie Young ----------------- Guest Questions 03:10 Housing Provider Tip: Don't forget to appeal your property taxes! 05:09 Intro to our guests, Assessor Fritz Kaegi and Stacie Young! 05:47 How are properties assessed for tax purposes in Cook County and Illinois? 09:22 History of the Class 9 Program! 15:00 Who can benefit from the Affordable Housing Special Assessment Program? 21:58 Requirements and process to qualify for the program. 33:19 Interest levels in the program. 36:41 How to stay in compliance once in the program? 39:35 What's next for CIC and the Assessor's Office? 43:56 What is Assessor Kaegi's and Stacie's competitive advantage? 46:31 One piece of advice for new investors. 49:31 What do you do for fun? 50:24 Good book, podcast, or self development activity that you would recommend? 52:04 Local Network Recommendation? 54:33 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Mike Facchini of Fairway Mortgage is a Mortgage Lender and Investor with over 20 years of real estate experience! Mike starts with insights on the real estate environment leading up to the Housing Crash and compares it to today's market! He drops golden nuggets on indicators by the lending industry that precede and foreshadow what is to come in the economy. Mike shares his investment strategy and his geographical areas of focus centered around neighborhoods with high quality properties and tenants! Throughout the show, Mike emphasizes the importance of getting in the game and time being your biggest asset when it comes to real estate investing and building wealth! 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: Mike Facchini, Fairway Mortgage ----------------- Guest Questions 04:29 Keep up with property maintenance to avoid negative attention! 06:38 Intro to our guest, Mike Facchini! 09:22 Real Estate before and leading up to the Housing Crash! 16:05 Mike's experience with bridge loans. 17:39 Tenant horror stories! 22:33 Lending environment now vs pre-crash. 24:43 Mike's investment strategy! 27:18 Neighborhoods Mike is focusing on! 36:36 Talking New Construction. 44:31 Financing options to create opportunities. 54:13 What is Mike's competitive advantage? 54:48 One piece of advice for new investors. 56:02 What do you do for fun? 56:25 Good book, podcast, or self development activity that you would recommend? 57:00 Local Network Recommendation? 57:54 How can the listeners learn more about you and provide value to you? ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

How do you navigate a low inventory & higher interest rate environment? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guests: Perry Farella, First Community Mortgage ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.