Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Fernando Angelucci returns to the podcast to explain how he has rapidly grown his self storage business and the drivers behind increasing self storage demand!

Fernando explains his marketing strategy to optimize deal flow despite the low inventory environment. He delves deep into the underwriting and feasibility studies performed on self storage investments to maximize returns. Fernando provides the 101 on various financing options and repositioning strategies for self storage investments. He closes with a motivating 5-year outlook including a detailed plan to reach financial independence!

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: [email protected]

Guests: Fernando Angelucci, Self Storage Syndicated Equities

Link: Fernando's Instagram

Link: SUCI Ep 86 - Fernando Angelucci

Link: Vagabonding (Book Recommendation)

Link: SUCI Ep 392 - Cost Seg Kev

Guest Questions

01:49 Housing Provider Tip - Be sure to perform maintenance on AC units after a long summer!

03:25 Intro to our guest, Fernando Angelucci!

06:41 Growing a portfolio in a low inventory market!

12:10 Feasibility studies on self storage projects.

16:44 Building a self storage investment team!

21:56 Financing self storage deals.

37:33 Repositioning a self storage investment.

47:57 Obtaining special use permits.

52:01 Ideal self storage projects!

55:23 Fernando’s 5-year outlook.

60:26 What is your competitive advantage?

62:55 One piece of advice for new investors.

63:32 What do you do for fun?

64:14 Good book, podcast, or self development activity that you would recommend? 

64:48 Local Network Recommendation? 

65:53 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Max Motew, Director of Leasing at Mo2 Properties, joins us to share great insights on acquiring, renovating, and stabilizing small multifamily properties in Chicago’s north side!

Max jumps right in by sharing top considerations when renovating Chicago landmarked properties! He talks about the importance of knowing your market to accurately project rents and pro-formas. Max gets granular on leasing including tips for screening out fraudulent applicants and best marketing practices. Throughout the episode, Max emphasizes the importance of having great relationships with tenants and being an expert in your geographical area of focus as keys to 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: [email protected]

Guests: Max Motew, Mo2 Properties

Link: Max's LinkedIn

Link: SUCI Ep 372 - Kevin Schnell

Link: Neighborhood Building Owner's Alliance - Chicago

Guest Questions

02:05 Housing Provider Tip - Take action and jump into real estate!

03:23 Intro to our guest, Max Motew!

07:10 Considerations on landmarked buildings.

14:04 Making deals “pencil” in today’s market.

23:36 Projecting rents and pro-formas!

32:55 Optimizing lease renewals.

43:15 Common leasing mistakes to avoid!

50:08 Screening best practices.

55:57 Up and coming Chicago neighborhoods!

61:18 What is your competitive advantage?

62:25 One piece of advice for new investors.

62:48 What do you do for fun?

63:30 Good book, podcast, or self development activity that you would recommend? 

64:09 Local Network Recommendation? 

64:37 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

What do investors need to consider from a legal perspective when setting up new partnerships? 

=============

Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: [email protected]

Guest: Bibek Das, Das Law

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

DuBois Toy is a seasoned real estate investor, veteran, and cybersecurity analyst who has a passion for helping veterans maximize their real estate benefits!

DuBois kicks things off by discussing his start in real estate which involved a house hack and dealing with an eviction! He breaks down the rent-by-the-room strategy as a tool to maximize ROI. DuBois dives deep on VA loans, tax exemptions, and various other powerful real estate tools available to veterans! From leveraging AI for deal searching to veteran resources, this show is full of invaluable insights that you won’t want to miss! 

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: [email protected]

Guests: DuBois Toy, Trading Technologies

Link: DuBois' Facebook

Link: Cook County Veterans with Disabilities Exemption

Link: Cook County Returning Veterans Exemption

Link: Andrew Dorazio's Veterans Real Estate Meetup

Link: Academy of Ideas (YouTube Channel)

Link: Meditations (Book Recommendation)

Guest Questions

02:17 Housing Provider Tip - Understand rental license and inspection requirements in the suburbs!

04:00 Intro to our guest, DuBois Toy!

08:31 The future of tech in real estate!

15:49 DuBois’ background and start in real estate.

24:27 House hacking and dealing with an eviction in Oak Park!

29:27 Leveraging rent by the room strategy.

35:58 Educating veterans on VA loan benefits!

41:26 Revealing DuBois’ growth strategy!

49:09 DuBois’ bullish outlook on Chicago!

54:23 What is your competitive advantage?

55:03 One piece of advice for new investors.

55:41 What do you do for fun?

56:14 Good book, podcast, or self development activity that you would recommend? 

57:20 Local Network Recommendation? 

58:38 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Kevin Cawley, aka Cost Seg Kev, is a Senior Account Executive at CSSI Services - a firm with over 55,000 cost segregation studies completed since 2003.

Cost Seg Kev starts by reviewing the 101 on cost segregation and how it can be used to offset your tax liability. He dives into the benefits of real estate professional status and recent tax code changes by the presidential administration. He also touches on frequently asked questions on cost segregation studies and closes with how he built his business and reputation! 

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: [email protected]

Guests: Kevin Cawley, CSSI Services

Link: CSSI Cost Segregation Calculator

Link: SUCI Ep 59 - Cost Seg Kev

Link: James Mahon (CPA Referral)

Link: At Your Command (Book Recommendation)

Guest Questions

02:46 Housing Provider Tip - Go above and beyond to acknowledge tenants after management mistakes.

05:00 Intro to our guest, Cost Seg Kev!

05:43 The 101 on Cost Segregation.

11:37 The benefits of real estate professional status!

25:42 Recent changes to depreciation rules.

32:15 Technical side of cost segregation!

34:23 Cost Seg on smaller properties.

43:43 What is your competitive advantage?

44:42 One piece of advice for new investors.

46:00 What do you do for fun?

46:37 Good book, podcast, or self development activity that you would recommend? 

47:52 Local Network Recommendation? 

48:55 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Josh Steigelmann explains the importance of a business continuation plan and provides step-by-step guidance on how investors can set-up a business continuation plan

=============

Connect with Mark and Tom: StraightUpChicagoInvestor.com

Email the Show: [email protected]

Guest: Josh Steigelmann, State Farm Insurance 

Link: Straight Up Chicago Investor Investor Stories Featuring Sean Morrissey

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Mitch Schoeneman is a Managing Partner at A. Schoeneman & Co. - a top rated Chicago public insurance adjusting firm that has been serving customers for over 55 years!

Mitch starts by explaining the services rendered by insurance adjusters. He breaks down how investors can set themselves up for success with insurance claims and provides tactical steps for handling disastrous situations at properties. Mitch dives deep on insurance coverages, how investors can best protect themselves, and shares some wild insurance stories! This show is full of valuable insurance insights that you will want to put into practice!

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: [email protected]

Guests: Mitch Schoeneman, A. Schoeneman & Co | Email Mitch

Link: Jimmy Sarnoff (Tax Appeal Attorney Referral)

Guest Questions

03:14 Housing Provider Tip - Home insurance considerations to improve coverage and pricing!

04:56 Intro to our guest, Mitch Schoeonemen!

08:33 The value of insurance adjusters.

15:57 How investors can prepare for successful insurance claims.

21:17 Properly handling emergency situations at properties!

37:15 General timelines for insurance payouts.

45:00 Wild insurance stories!

53:39 What is your competitive advantage?

54:01 One piece of advice for new investors.

54:08 What do you do for fun?

54:59 Good book, podcast, or self development activity that you would recommend? 

55:32 Local Network Recommendation? 

55:53 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Sebastian Mysliwiec, founder of The Dream Rentals, explains how he’s built a short-term and mid-term rental management company that delivers top guest experiences and maximizes profits!

Sebastian talks about cutting his teeth and eventually thriving at a marketing company that helped build his real estate skill set. He provides tactical advice on underwriting, marketing, and managing short-term rentals (STRs). Sebastian explains how his team manages seasonality, shares a STR horror story, and top amenities for guests. He closes with remarks on refinancing considerations for STR properties and his team’s growth strategy.

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: [email protected]

Guests: Sebastian Mysliwiec, The Dream Rentals

Link: The Dream Rentals Instagram

Link: Skyscraper Tom's Instagram

Link: The 12 Week Year (Book Recommendation)

Guest Questions

01:58 Housing Provider Tip - Leverage Freedom of Information Act (FOIA) to request property info during due diligence!

04:25 Intro to our guest, Sebastian Mysliwiec!

08:31 Defining AirBnB arbitrage.

13:28 Underwriting basics of short-term rentals (STRs)!

20:10 Listing platforms for STRs.

26:09 Managing STR seasonality in Chicago to optimize profit.

35:36 STR Marketing Tips!

45:45 AirBnB Horror Story!

47:46 Top STR amenities.

49:23 Mid-Term Rental analysis and expanding to other markets!

55:13 Refinancing STR properties.

56:47 What is your competitive advantage?

57:15 One piece of advice for new investors.

57:42 What do you do for fun?

58:25. Good book, podcast, or self development activity that you would recommend? 

58:54 Local Network Recommendation? 

59:29 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

What is the NBOA Summer Soiree and how can investors benefit from this event?

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: [email protected]

Guest: Mike Glasser & Real Estate Nate, NBOA

Link: Episode 375: Learn How To Build A Chicago Portfolio Without Quitting the W2 with Nate Fernandez

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.

Properties for Sale on the North Side?  We want to buy them. Email: [email protected]

Have a vacancy? We can place your next tenant and give you back 30-40 hours of your time. Learn more: GCRealtyInc.com/tenant-placement

Has Property Mgmt become an opportunity cost for you? Let us lower your risk and give you your time back to grow. Learn more: GCRealtyinc.com

=============

Alex Diaz explains how he left his day job as a barber to successfully flip and wholesale real estate for a living at 24 years of age!

Alex starts by sharing how he made the jump from being a barber to wholesaling real estate. He explains how he acquired his first property; a househack sourced off-market! Alex provides tactical advice on marketing directly to sellers to create deal flow. He talks about lessons learned from flipping and gets granular on the real estate market in Aurora and the surrounding suburbs. This is another motivating show with an investor thriving at a young age!

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: [email protected]

Guest: Alex Diaz, Bluestone Property Solutions

Link: Alex Diaz's Instagram

Link: SUCI Ep 335 - Aram Ghazaryan

Link: The Art of the Deal (Book Recommendation)

Guest Questions

03:16 Housing Provider Tip - Maintain and understand misusage of water hose spigots!

05:09 Intro to our guest, Alex Diaz!

10:38 Alex’s first house hack sourced off-market!

14:24 Jumping into wholesaling and direct-to-seller marketing.

26:20 Marketing strategy and the 101 on Montgomery, IL.

29:11 Benefits of being around like-minded investors.

35:10 Lessons learned from flipping!

39:24 Alex’s geographic areas of focus.

44:06 What is your competitive advantage?

44:31 One piece of advice for new investors.

45:14 What do you do for fun?

45:31 Good book, podcast, or self development activity that you would recommend? 

46:04 Local Network Recommendation? 

46:23 How can the listeners learn more about you and provide value to you?

-----------------

Production House: Flint Stone Media

Copyright of Straight Up Chicago Investor 2025.