The Investing in Iowa Show

Neil Timmins

From cornfields to highrises, office to industrial, houses to hotels, and every other asset class in real estate. We cover the people, the projects, and the profit. Welcome to The Investing in Iowa Show. This show is for go-doers, action-takers, and business owners. It’s for people like you who are sick of Uncle Sam taking a huge bite of your apple. If you’re looking to get ahead of what’s taking place in Iowa, learn who is doing what and how you can get in on action—you’re in the right place. Hosted by Neil Timmins, an Iowa native who has been involved in over $300M in real estate right here in Iowa.

  1. EP99 From Mortgage Broker to Flipper: Greg Rosa’s Real Estate Journey

    3天前

    EP99 From Mortgage Broker to Flipper: Greg Rosa’s Real Estate Journey

    What can one flip teach you about risk, relationships, and resilience? Real estate investor Greg Rosa shares his journey from the mortgage world to house flipper in Des Moines. He reflects on the lessons learned from his first deal, the evolving market dynamics, and how buying right, building strong contractor relationships, and franchising with HomeVestors helped him find his stride. Tune in for a behind-the-scenes look at flipping in a shifting market: where strategy, simplicity, and a steady mindset make all the difference. Whether you're just starting out or scaling up, Greg’s story offers practical insights and grounded perspective from someone doing the work every day.   🧠 Greg Rosa’s Top 5 Takeaways: • How Greg’s background gave him a head start in evaluating deals and managing risk. • Why buying right is the foundation of every successful flip, especially in a changing market. • How strong contractor relationships make all the difference. • Why franchising with HomeVestors provided the systems, support, and marketing to scale quickly. • How long-term rental goals and a love for problem-solving keep Greg grounded in business.   👤 About Greg Rosa: Greg Rosa is a Des Moines-based real estate investor focused on residential property flips and long-term rentals. Originally from Oregon, Greg has worked across the country in mortgage origination, multifamily property management, and now full-time real estate investing. Since moving to Iowa in 2019, he has built a business rooted in smart buying, efficient renovations, and faith-driven persistence. Today, he balances growing his portfolio with building a future of financial freedom—one flip at a time.   Contact Info: LinkedIn | https://www.linkedin.com/in/greg-rosa-34709a38/ Facebook | https://www.facebook.com/grosa

    29 分钟
  2. EP98 Airbnbs, Dumpsters, and Deals: Business Lessons with Darson Grantham

    10月8日

    EP98 Airbnbs, Dumpsters, and Deals: Business Lessons with Darson Grantham

    What if your Airbnb business could fund your next investment, and your dumpster company could bring in your next client? In this episode, Darson Grantham shares how he’s blending real estate savvy, short-term rental strategy, and entrepreneurship to build lasting wealth in Des Moines. From automation to mindset, Darson breaks down what it really takes to succeed in a shifting market. Darson shares how he broke into real estate, scaled a portfolio of Airbnbs, and why creating memorable guest experiences is key to standing out. He dives into tools like automation and virtual assistants, compares flipping vs. buy-and-hold strategies, and reveals how launching a dumpster business opened new doors for growth.  Whether you’re just getting started or expanding your portfolio, Darson offers sharp, actionable insights for navigating real estate with confidence and creativity.   🧠 Darson Grantham’s Top 5 Takeaways: • How short-term rentals are booming in Des Moines—and why unique guest experiences make the biggest impact. • Why self-managing STRs is no joke—and how automation and virtual assistants help keep it scalable. • How Darson thinks about flipping vs. buy-and-hold—and why your strategy should match your lifestyle and goals. • Why launching a dumpster business turned into a surprising lead generator for real estate deals. • How mindset, grit, and a strong network have helped Darson push through challenges and stay focused on the big picture.   👤 About Darson Grantham: Darson Grantham is a Des Moines-based real estate agent, investor, and entrepreneur helping families and investors build long-term wealth. Since going full-time in real estate in 2020, he has grown a portfolio of short-term rentals, built a local investor community through weekly meetups, and launched educational YouTube channels to share real estate insights. With a focus on smart systems and people-first service, Darson is building both business and community—while raising a family of five in the city he proudly calls home.   Contact Info: Facebook | https://www.facebook.com/darson.lee

    41 分钟
  3. EP97 Lessons from the Bank: Larry Wolf on Investor Success in Iowa

    10月1日

    EP97 Lessons from the Bank: Larry Wolf on Investor Success in Iowa

    What does 40+ years in banking teach you about real estate, risk, and resilience? Veteran lender Larry Wolf shares lessons from a career spanning market cycles and major real estate shifts. He unpacks the risks of lending, the trends shaping today’s CRE landscape, and how adaptability and planning have guided his approach through decades of change. Tune in for real stories from the frontlines of commercial lending: sharp insights, grounded advice, and hard-earned wisdom on what separates good investors from great ones, and why character still matters in today’s high-stakes lending world.   🧠 Larry Wolf’s Top 5 Takeaways: • How decades of lending taught Larry that character, not just credit scores, plays a central role in successful financing. • Why planning for the worst is a critical mindset for anyone investing in real estate or taking on construction debt. • What the Great Recession revealed about risk, resilience, and the importance of keeping borrowers grounded in reality. • How large developers can sway market prices, and why smaller investors need to stay disciplined. • Why even in tough markets, adversity creates new opportunities for those willing to adapt and take calculated risks.   👤 About Larry Wolf: Larry Wolf is a seasoned commercial banker with over 40 years of experience in real estate and financial services. He began his career in Illinois and moved to Iowa in 1993, where he served for three decades at Hardin County Savings Bank in Eldora. Larry has financed projects across a wide range of asset classes—including office, industrial, medical, multifamily, and self-storage—and is known for his practical, relationship-focused approach to lending. With roots in agriculture and real estate, Larry brings deep market insight and a steady hand to every deal.   Contact Info: Email | Larry@LittleGuyLoans.com Phone | (641) 751-2263

    55 分钟
  4. EP96 From Rentals to Robots to Adam Metzker

    9月24日

    EP96 From Rentals to Robots to Adam Metzker

    How does a beekeeping medic from Israel become a real estate investor?  In this conversation, real estate investor Adam Metzker opens up about his journey from military service in Israel to real estate investing across the U.S. He talks about weathering the oil crash in North Dakota, adapting to market slowdowns, and staying focused on fundamentals like affordable housing and strong economic indicators.  Adam also explores the rise of AI, robotics, and cryptocurrency in real estate, and how these shifts may change the way we buy, build, and manage property.  His global outlook and commitment to balancing tech with human connection make this episode both practical and forward-thinking.   🧠 Adam Metzker’s Top 5 Takeaways: • How real estate became Adam’s go-to hedge against inflation. • Why Adam likes hard assets to add portfolio stability in uncertain times. • How cryptocurrency and tokenization could revolutionize the ownership of real estate • Why the growing demand for affordable housing is both a challenge and a major opportunity for mission-driven investors. • How staying human in a tech-driven world gives Adam an edge, and why relationships still matter more than ever.   👤 About Adam Metzker: Born and raised in the coastal village of Michmoret, Israel, Adam Metzker has worn many hats: DJ, medic, beekeeper, flight attendant, and now full-time real estate investor. After launching his investing career in North Dakota during the oil boom—buying, renovating, and managing over 35 properties—he shifted his focus to sustainable investments in thriving U.S. markets. Today, Adam invests in single-family, multi-family, commercial, and mixed-use real estate, with a focus on regions like Des Moines, Iowa. His diverse background, international perspective, and tech-forward mindset set him apart as a unique voice in modern real estate.   Contact Info: Website | https://adammetzker.com/

    44 分钟
  5. EP95 The Business of First Impressions with Theresa Agey

    9月17日

    EP95 The Business of First Impressions with Theresa Agey

    The real estate market has a not-so-secret weapon: home staging. And few understand its power like Theresa Agey.  A Des Moines native who grew up in her family’s furniture business, Theresa launched her own store in 2011 and quickly discovered how staging could transform a property’s first impression—and its final sales price. Today, with nearly 80% of her clients being investors, Theresa has become a go-to partner for turning empty spaces into market-ready homes. From navigating the shift to online furniture retail to meeting the unique demands of staging Airbnb and STR properties, she’s built her business on adaptability and detail. In this episode, Theresa shares how design can drive real estate success, why flexibility is her biggest competitive edge, and how her resilience—both as a business owner and as a breast cancer survivor—continues to shape her impact in Des Moines and beyond.   5 Takeaways • How family roots in furniture shaped Theresa’s eye for design — and how that gives her an edge in staging today. • Why first impressions matter & how staging transforms the way buyers perceive a property and helps investors move homes faster. • How Theresa stages with ROI in mind — and why every investor needs a designer who understands the numbers. • Why adaptability is your biggest asset — and how staging trends have shifted from retail homes to Airbnbs and STRs. • How Theresa's experience as a breast cancer survivor shaped her leadership — and why empathy builds stronger teams and businesses   👤 About Theresa Agey A West Des Moines native, Theresa Agey has been immersed in the furniture business since childhood. After opening her own store in 2011, she discovered her passion for home staging—helping transform properties for investors, realtors, and short-term rentals. Based in Park Fair Mall, her business has grown into a trusted partner for creating spaces that sell. Beyond furniture and design, Theresa is a breast cancer survivor, a volunteer with Can Do Cancer, and a leader in the Young Survivor Coalition. She lives in Ankeny with her husband, Jordan, and brings her love for community, design, and resilience into everything she does.   Contact Info: Website | https://homefurnishingsiowa.com/ Facebook | https://www.facebook.com/HomeFurnishings TikTok | https://www.tiktok.com/@thefurnituregirl

    32 分钟
  6. EP94 Building Des Moines with Dan Knoup

    9月10日

    EP94 Building Des Moines with Dan Knoup

    The U.S. is facing a double crisis: a shortage of affordable housing and a massive gap in skilled trades talent.  Few people sit at the intersection of both challenges quite like Dan Knoup. From serving in the Navy to building more than 700 homes over two decades, Dan now leads the Home Builders Association of Greater Des Moines—where he’s championed initiatives that have already introduced over 30,000 Iowa students to careers in construction. In this episode, Dan shares how resilience and vision have shaped his journey, why the definition of “affordable housing” is shifting toward “attainable housing,” and how programs like the Skilled Trades Academy and Build My Future are creating real pathways for the next generation   5 Takeaways: • How Dan’s Navy discipline and hands-on framing experience laid the foundation for building over 700 homes and a career of leadership in home construction. • Why the Home Builders Association is more than an advocacy group—it’s a catalyst for collaboration, education, and innovation in Des Moines’ housing market. • The skilled trades gap: why closing it is critical for Iowa’s economy and how Dan’s programs are bringing thousands of students into construction careers. • How interest rates, costs, and shifting demand are redefining “affordable housing” into a new era of attainable housing—and what that means for families. • Why strong relationships—between builders, trades, and the community—remain the cornerstone of long-term success in the homebuilding industry.   About Dan Knoup: Dan Knoup is the Executive Officer of the Home Builders Association of Greater Des Moines, with over 22 years of experience building custom homes and leading industry growth.  After serving in the U.S. Navy, Dan transitioned into home construction, eventually overseeing divisions that built hundreds of homes. Today, he champions the importance of skilled trades, launching initiatives like Iowa Skilled Trades, the Skilled Trades Academy, and Build My Future, which has introduced over 30,000 Iowa students to opportunities in the trades.   Contact Info: Website | https://www.dsmhba.com/ LinkedIn | https://www.linkedin.com/in/dan-knoup-b8660ba/

    41 分钟
  7. EP93 Closing Deals with Kevin Crowley – Four Decades of Commercial Real Estate Wisdom

    9月3日

    EP93 Closing Deals with Kevin Crowley – Four Decades of Commercial Real Estate Wisdom

    How do you stay relevant for 40+ years in a market that never stops shifting?  In this episode, Kevin Crowley—SIOR & COO of NAI Iowa Realty Commercial—traces his unexpected journey from the restaurant industry to becoming one of Des Moines’ top commercial brokers.  He discusses the rise of Des Moines, why tenant credit matters more than ever, and how interest rates are reshaping deal flow. Kevin also unpacks the unique challenges in office space, the growing appeal of industrial assets, and what separates disciplined investors from the rest.  With four decades of perspective, Kevin brings sharp clarity to the trends, cycles, and personal lessons that define success in real estate.   5 Highlights: • How his hospitality experience gave Kevin a unique edge in relationship-driven brokerage. • Why tenant credit is a key factor in evaluating long-term investment quality. • How market growth creates diverse opportunities & demands constant adaptability. • Why industrial properties are winning in our current market. • The secret of successful investors: execution over perfection—and never forgetting the fundamentals. About Kevin Crowley, SIOR: Kevin Crowley is the COO/manager of NAI Iowa Realty Commercial and has over 40 years of experience in office and industrial transactions throughout Iowa. Known for representing major national, regional, and local clients, Kevin has been named Des Moines’ Best Commercial Broker by the Business Record eight years in a row. He’s held leadership roles in the Iowa Commercial Real Estate Association and remains one of the most respected producers in the state’s real estate market.   Contact Information: Phone | 515.453.5429 Email | kcrowley@iowarealtycommercial.com

    29 分钟
  8. EP92 Rypma on the Record – Candid talks on projects, partnerships, and pitfalls with Tim Rypma

    8月27日

    EP92 Rypma on the Record – Candid talks on projects, partnerships, and pitfalls with Tim Rypma

    How can one casual conversation change a city’s skyline?  In this conversation, Tim Rypma, President of Rypma Properties, shares his journey from a college spark of interest in real estate to becoming one of Des Moines’ most influential developers. Known for leading the 40-acre Market District redevelopment, Tim offers an inside look at how this transformative project will reshape the city’s urban core with new residential, commercial, and office spaces. He also reflects on the challenges of historic preservation, why community collaboration drives his projects, and the balance between patience in development and pursuing bold, large-scale visions.   🏗️ 5 Takeaways with Tim Rypma • How a simple conversation with his college landlord sparked Tim’s lifelong path in real estate development. • Why historic redevelopment projects laid the foundation for Tim’s vision—and how they connect past character with future growth. • How community and collaboration drive every Rypma Properties project, shaping spaces that strengthen Des Moines. • Why patience matters in development—and how Tim’s five-year stabilization outlook underscores the need for long-term vision. • How balancing large-scale projects with personal passions like fly fishing keeps Tim grounded while shaping the future of the Market District.   👤 About Tim Rypma: Tim Rypma is President of Rypma Properties, a Des Moines–based real estate firm specializing in historic-preservation redevelopment, urban infill, and mixed-use projects.  His portfolio includes over 500,000 square feet of downtown retail, office, and residential space, with landmark projects like the Market District redevelopment, 219 East Grand, and the Carpenter Paper Warehouse conversion.  Beyond his developments, Tim serves on the Urban Design Review Board and co-founded the Iowa Real Estate Developers Association. A Des Moines native, Tim is deeply community-focused, raising his family locally, giving back civically, and enjoying the outdoors through fly fishing, skiing, and family adventures. Contact Info: Website | www.rypma.propeties

    26 分钟

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From cornfields to highrises, office to industrial, houses to hotels, and every other asset class in real estate. We cover the people, the projects, and the profit. Welcome to The Investing in Iowa Show. This show is for go-doers, action-takers, and business owners. It’s for people like you who are sick of Uncle Sam taking a huge bite of your apple. If you’re looking to get ahead of what’s taking place in Iowa, learn who is doing what and how you can get in on action—you’re in the right place. Hosted by Neil Timmins, an Iowa native who has been involved in over $300M in real estate right here in Iowa.

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