Straight Up Chicago Investor

Jeff Nydegger has over 17 years of real estate experience including over 1,000 homes bought and repositioned in Chicagoland! Jeff jumps right in by sharing how skill sets built in the Military have served him in his REI ventures. He dives deep into his rough start in real estate including the mental resilience and grit it took to overcome the adversity! Jeff breaks down how Short Sales became a big part of his business during the last RE crash and shares some crazy short sale stories. To conclude our show, Jeff gets granular on the marketing efforts of a professional real estate investor to find deal flow in a low inventory market. 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: Jeff Nydegger, Kendall Partners and JeffBuysYourHouse.com (a division of Kendall Partners) Link: The 7 Habits of Highly Effective People (Book Recommendation) Link: Mastering the Rockefeller Habits (Book Recommendation) Link: Eric Workman (Network Referral) Link: SUCI Ep 79 - Gary Davidson (Network Referral) ----------------- Guest Questions 01:44 Housing Provider Tip: Network with wholesalers to maximize opportunities for deals! 02:54 Intro to our guest, Jeff Nydegger! 06:20 Skills from the Military translating to Real Estate! 08:18 Getting Jeff's real estate business off the ground. 17:46 Continuing the grind after a rough start. 27:38 Crazy Short Sale stories! 31:08 Pivoting to continue business growth. 41:24 Marketing and creating deal flow! 59:20 Jeff's outlook on his business and on the Chicago market! 60:27 What is Jeff's competitive advantage? 60:51 One piece of advice for new investors. 61:54 What do you do for fun? 62:18 Good book, podcast, or self development activity that you would recommend? 62:54 Local Network Recommendation? 64:24 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 are the pros/cons between conventional financing and DSCR loans? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Eric Workman, Renovo Financial Link: Episode 19: Top 10 Mistakes We See From Chicago Investors - with Eric Workman of Renovo Financial (Part 2) ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

Bob is a successful realtor and investor with a focus on House Hacking to help her clients build investment portfolios! Bob kicks things off by talking about the power of networking and gives tips on developing networking skills. He discusses his vast experience working with property managers and housing providers along with insights on improving management efficiencies. Bob shares how his company Second Nature is helping property owners reduce their HVAC maintenance and expenses by facilitating air filter replacements! Throughout the show, Bob emphasizes the importance of networking and treating others right as keys to success in real estate and life! 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: Bob Hansen, Second Nature Link: Leadership Strategy and Tactics: Field Manual: Willink, Jocko ----------------- Guest Questions 03:02 Housing Provider Tip: Write Leases to place responsibility of Furnace Filter Replacement on your Tenants! 04:30 Intro to our guest, Bob Hansen! 10:59 Cultivating ability to network and its importance! 13:41 Networking tips for newbies and introverts. 15:52 Working for Home Partners of America. 26:05 Bob's transition into the Air Filter industry! 30:36 Bob's Air Filter program explained. 38:19 Other benefits of the Air Filter program. 43:05 New Initiatives and Products coming from Second Nature! 44:15 What is Bob's competitive advantage? 44:49 One piece of advice for new investors. 45:28 What do you do for fun? 46:41 Good book, podcast, or self development activity that you would recommend? 47:17 Local Network Recommendation? 48:00 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.

Chicago General Contractor and return guest Jonathan Klemm provides insight on successes and improvements made to his Business and Investments since his last appearance! Jonathan kicks things off with tremendous insights on Chicago construction including permits, renovations, new construction, and lessons learned. He discusses his recent acquisitions and shares how he sourced and stabilized those assets. He then jumps into turning down opportunities to focus on more important aspects of his business; learning to say "no" to opportunities can be extremely powerful! Jonathan emphasizes the importance of taking action, cultivating strong focus, and transparency to take your business to the next level! 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: Jonathan Klemm, Quality Builders Link: Quality Builders' Instagram Link: Tom Moore (Zoning Attorney Referral) Link: The Power of Now (Book Recommendation) Link: Think Like a Monk (Book Recommendation) ----------------- Guest Questions 02:18 Housing Provider Tip: Be aware of wiring best practices and scams! 04:37 Intro to our guest, Jonathan Klemm! 06:52 Jonathan's messy flip project. 09:01 When are building permits required? 14:29 Dealing with Asbestos. 19:14 Getting into ground up construction! 24:38 Jonathan's 1031 exchange and establishing a focus. 29:10 Getting into a 19-unit building. 32:03 Transitioning into a 26-unit building! 35:20 Focusing on Quality Builders (Jonathan's business)! 44:50 5-Year outlook on Quality Builders and the City of Chicago! 48:18 What is Jonathan's competitive advantage? 48:58 One piece of advice for new investors. 49:58 What do you do for fun? 50:35 Good book, podcast, or self development activity that you would recommend? 51:21 Local Network Recommendation? 51:51 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 are the new changes to owner-occupied conventional lending and how can Chicago investors take advantage of them? Connect with Mark and Tom: StraightUpChicagoInvestor.com Email the Show: StraightUpChicagoInvestor@gmail.com Guest: Chris Puleo, Puleo Group Link: Episode 130: Chicago Mortgage Lending in this Inflationary Environment with Chris Puleo ----------------- Production House: Flint Stone Media Copyright of Straight Up Chicago Investor 2023.

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. Alex discusses raising and losing private capital which lead to intense stress, difficult conversations, and severed relationships with friends and family. The silver lining is that Alex provides great lessons learned, advice, and closes with how he's rebounded and built a nice investment portfolio! His story is proof of the importance of getting educated and building a team to minimize risk in REI! 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: Alex Fenske, KW Chicago Southland Homes Link: Atomic Habits (Book Recommendation) Link: Gary Davidson (SUCI Ep 79) ----------------- Guest Questions 02:52 Housing Provider Tip: Be cautious of potential damage caused by hydro-jetting sewer lines? 05:00 Intro to our guest, Alex Fenske! 08:02 Alex's real estate journey since starting in 2000. 20:25 Early acquisitions pre-crash! 26:55 Mindset to continue after early failures. 33:25 Rebounding from failures and getting licensed! 42:34 Alex's current investment areas of focus. 51:40 5-Year outlook on the south suburbs. 53:08 What is Alex's competitive advantage? 54:10 One piece of advice for new investors. 56:12 What do you do for fun? 56:42 Good book, podcast, or self development activity that you would recommend? 57:14 Local Network Recommendation? 58:34 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.

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 tremendous value on how to analyze House Hacks and debunks several myths commonly associated with this strategy. Sarita discusses acquisitions utilizing multiple strategies including short-term, mid-term, and long-term rentals; all within the same property! Throughout the show, Sarita emphasizes the importance of surrounding yourself with a great team to do the first deal right and set yourself up for growth! 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: Sarita Scherpereel, Kale Realty Link: Sarita's Instagram Link: SUCI Ep 238 - Mike Facchini Link: First Ascent Climbing & Fitness Link: The Power of Now (Book Recommendation) ----------------- Guest Questions 04:56 Housing Provider Tip: Keep up with HVAC system servicing as preventative maintenance! 07:13 Intro to our guest, Sarita Scherpereel! 08:38 Sarita's start in real estate. 16:13 Choosing House Hacking as a niche! 23:57 Best activities for new Realtors to build their business! 28:33 Debunking the myths of House Hacking! 33:10 Mid-Term Rentals and Furnished Finder! 40:38 House Hacking in West Town. 45:28 Outlook on West Town. 48:25 What is Sarita's competitive advantage? 49:41 One piece of advice for new investors. 50:08 What do you do for fun? 50:55 Good book, podcast, or self development activity that you would recommend? 52:41 Local Network Recommendation? 54:09 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 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.