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Blog Post Episode 248: Early Investing Pitfalls and Tremendous Lessons Learned in Chicago’s South Suburbs with Alex Fenske

Episode 248: Early Investing Pitfalls and Tremendous Lessons Learned in Chicago’s South Suburbs wi...

Alex shares how he got interested in real estate investing and bought into “guru” advice which did NOT serve him well! He dives deep into the compounding mistakes he made as a new investor including lack of focus and education and working with an inexperienced team. A...
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Blog Post Episode 247: Strategic House Hacking in Chicago’s West Town Neighborhood with Sarita Scherpereel

Episode 247: Strategic House Hacking in Chicago’s West Town Neighborhood with Sarita Scherpereel

Sarita Scherpereel is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios!Sarita jumps right in by sharing how she got started in real estate, built her business, and chose House Hacking as an area of focus. She shares t...
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Blog Post Episode 246: How to Get Reimbursed For Damages From Recent Chicago Flooding

Episode 246: How to Get Reimbursed For Damages From Recent Chicago Flooding

Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Jason Wagner, Greystone RealtyLink: DisasterAssistance.govLink: Disaster Loan AssistanceLink: SUCI Episode 224: Expert Insights On Chicago’s Nor...
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Blog Post Episode 245: Insights to Successful Short-Term Rental Investments with JD Modrak

Episode 245: Insights to Successful Short-Term Rental Investments with JD Modrak

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, a...
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Blog Post Episode 244: Real Estate Tax Advantages, Short-Term Rentals, and Branding, With Ryan Bakke

Episode 244: Real Estate Tax Advantages, Short-Term Rentals, and Branding, With Ryan Bakke

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...
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Blog Post Episode 243: What is this new lending option that could finance my rehab funds?

Episode 243: What is this new lending option that could finance my rehab funds?

What is this new lending option that could finance my rehab funds?Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Perry Farella, First Community Mortgage
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Blog Post Episode 242: From Rookie Status to Seasoned House Hacker, Flipper, and BRRRR Conductor on Chicago’s Northwest Side with Manny Escarpita

Episode 242: From Rookie Status to Seasoned House Hacker, Flipper, and BRRRR Conductor on Chicago’...

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 learne...
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Blog Post Episode 241: Game-Changing Appraisal Insights with Steve Zidek

Episode 241: Game-Changing Appraisal Insights with Steve Zidek

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 “ar...
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Blog Post Episode 240: What is Going On In the Chicago Multifamily Market?

Episode 240: What is Going On In the Chicago Multifamily Market?

Connect with Mark and Tom: StraightUpChicagoInvestor.comEmail the Show: StraightUpChicagoInvestor@gmail.comGuests: Jordan Gottlieb, Essex Realty Group
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Blog Post Episode 239: Cook County’s New Program To Reduce Your Assessed Value and Maximize Profitability with Cook County Assessor Fritz Kaegi and CIC’s Stacie Young

Episode 239: Cook County’s New Program To Reduce Your Assessed Value and Maximize Profitability wi...

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. ...
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