Cash Flow Positive

Part 2: If you had $250k to invest, where should you go?


Listen Later

If someone handed you $250,000 in cash to invest in a short-term rental, where would you buy and what strategy would you use to make that money work?

In this episode of the Cash Flow Positive Podcast, host Kenny Bedwell is joined by Erin Wegrzyn, a real estate consultant with STR Insights, to explore exactly that scenario. Together, they break down how to choose the right markets, set realistic expectations, and avoid the “amenities arms race” that eats into cash flow.


Erin shares her journey from long-term rental investor to short-term rental specialist and why her strategy has shifted toward properties that both cash flow and create memories for her family. Kenny and Erin discuss how to research markets, stay ahead of competitors, and build a property that can grow with the market over time, without burning out or over-renovating.


If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!


Key takeaways:


  • How to choose markets without spreading yourself too thin
  • Why being “one of one” in a market is a huge advantage
  • How to avoid competing in an endless amenities war
  • What to look for in properties that allow for future upgrades
  • Why following where large investors are putting money can reveal emerging markets
  • The best way to build a reliable local team of contractors and cleaners
  • Why you should visit and experience a market before you invest there
  • And much more...


Guest Bio:       


Erin Wegrzyn is a real estate consultant with STR Insights, where she helps investors analyze markets and identify profitable short-term rental opportunities. Based in Kentucky, she brings firsthand experience as an investor and a deep understanding of market trends, property selection, and building reliable local teams. Erin is passionate about helping clients choose properties that cash flow, grow in value, and fit their lifestyle goals.


Resources:


Connect with Kenny on LinkedIn

Follow Kenny on Instagram


Disclaimer: 


The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.

...more
View all episodesView all episodes
Download on the App Store

Cash Flow PositiveBy Kenny Bedwell

  • 5
  • 5
  • 5
  • 5
  • 5

5

54 ratings


More shows like Cash Flow Positive

View all
BiggerPockets Real Estate Podcast by BiggerPockets

BiggerPockets Real Estate Podcast

16,770 Listeners

Real Wealth Show: Real Estate Investing Podcast by Kathy Fettke / RealWealth

Real Wealth Show: Real Estate Investing Podcast

421 Listeners

Tax Smart Real Estate Investors Podcast by Hall CPA

Tax Smart Real Estate Investors Podcast

418 Listeners

Real Estate Investing with Coach Carson by Chad Coach Carson

Real Estate Investing with Coach Carson

612 Listeners

Thanks For Visiting by Airbnb Superhosts Annette Grant & Sarah Karakaian

Thanks For Visiting

581 Listeners

Real Estate Rookie by BiggerPockets

Real Estate Rookie

1,847 Listeners

Short Term Rental Secrets Podcast by MICHAEL SJOGREN

Short Term Rental Secrets Podcast

16 Listeners

The Short Term Show by 8 Figure Airbnb and Short Term Rental Real Estate Investor Avery Carl

The Short Term Show

450 Listeners

On The Market by BiggerPockets

On The Market

898 Listeners

Bill Faeth Unfiltered by Bill Faeth

Bill Faeth Unfiltered

105 Listeners

STRonomics by Bill Faeth & Kenny Bedwell

STRonomics

54 Listeners

The Rich Somers Report by Rich Somers

The Rich Somers Report

981 Listeners

Short Term Rental Management by 8 Figure Airbnb and Short Term Rental Real Estate Investor Luke Carl

Short Term Rental Management

292 Listeners

The BetterLife Podcast by Brandon Turner and Cam Cathcart

The BetterLife Podcast

849 Listeners

The David Greene Show by David Greene

The David Greene Show

699 Listeners