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Move At The Speed Of Instruction Q&A

Cashflow Diary™

Release Date: 02/27/2020

How to Launch Your Side Hustle with Troy Underwood show art How to Launch Your Side Hustle with Troy Underwood

Cashflow Diary™

Troy R. Underwood is an industry disruptor. Part technologist, part economist, and all innovator, he revolutionized the motor vehicle industry with the nation’s first electronic title system for financial institutions, which was later sold for $106 million. His healthcare venture, benefitsCONNECT, innovated healthcare benefits administration and resulted in a highly successful acquisition. His new book is How to Launch Your Side Hustle: Start and Scale a Business with Minimal Capital. Learn more at .  Podcast Highlights Who is Troy Underwood?  Troy considers himself a necessity...

Be Your Own Banker and Grow More Wealth with Mark Willis show art Be Your Own Banker and Grow More Wealth with Mark Willis

Cashflow Diary™

Mark Willis, is a CERTIFIED FINANCIAL PLANNER™, a #1 Best Selling Author and the owner of Lake Growth Financial Services, a financial firm in Chicago, Illinois.  Over the years, he has helped hundreds of his clients take back control of their financial future and build their businesses with sophisticated, tax-efficient financial solutions.  Mark Willis specializes in building custom-tailored financial strategies that are unknown to typical stock-jockeys, attorneys, or other financial gurus.  As co-host of the Not Your Average Financial Podcast, he shares some of his strategies...

Contact Marketing Secrets: How to Get a Meeting With Anyone show art Contact Marketing Secrets: How to Get a Meeting With Anyone

Cashflow Diary™

Stu Heinecke is the Hall of Fame “Father of Contact Marketing" and Founder/President of the Contact Marketing Agency and Cartoonlink, which helps sales teams break through using contact marketing solutions to produce critical contact with accounts and prospects. He is a longstanding senior cartoonist for the Wall Street Journal and the bestselling author of How to Get a Meeting with Anyone: The Untapped Selling Power of Contact Marketing and the new book Get the Meeting!: An Illustrative Contact Marketing Playbook.  He hosts Contact Marketing Radio and the How to Get a Meeting With...

Creating Passive Income with Chris Miles show art Creating Passive Income with Chris Miles

Cashflow Diary™

As founder of Money Ripples, host of The Chris Miles Money Show, and co-author of the book Entrepreneur on Fire, Chris Miles is a leading authority on quickly creating wealth by increasing monthly cash flow and creating passive income. He has shown hundreds of thousands internationally how to free up or generate tens of thousands of dollars each year! Chris has been featured in US News, CNNMoney, and Bankrate.com and has a reputation for getting his clients fast, proven results.  Many of his clients have the option to retire in less than 5-10 years, and Chris himself was able to retire...

Conquering Corona With Kyle Stanley show art Conquering Corona With Kyle Stanley

Cashflow Diary™

Kyle Stanley is the host of the Fearless Flipping podcast where he educates new hungry real estate investors about best practices for getting started. We flip the roles into today’s episode with J being interviewed for Kyle’s podcast. Find out how J is conquering the coronavirus and adjusting his short term rental business to be even more successful than before.  Podcast Highlights How did you get to this point and what brought you into the short term rental business?  The keyword for J is cash flow, everything he’s done in terms of business is around generating an income...

Protecting Your Assets In A Changing Marketplace show art Protecting Your Assets In A Changing Marketplace

Cashflow Diary™

Let me introduce you to Scott Smith, a new breed of real estate attorney with a great sense of humor and a gift for simplifying the complex. His Austin startup, Royal Legal Solutions, has a different take on protecting your assets including real estate investments and already serves thousands of clients across all 50 states. As a former litigation attorney, Scott has a deep understanding of how lawsuits really work. More importantly, he is a real estate investor himself, with property in 10 states. Now he’s sharing his information with the world and is committed to helping other real estate...

Public Speaking Tips and Strategies with Jacqueline Nagle show art Public Speaking Tips and Strategies with Jacqueline Nagle

Cashflow Diary™

With a diverse career crossing professional services, mining services, civil construction, manufacturing, industrial relations Jacqueline has used  public speaking-centric strategies extensively to launch, pivot and manage both growth and crisis across all of those organizations.

What To Do When The AirBnB Business Changes show art What To Do When The AirBnB Business Changes

Cashflow Diary™

Kyle Stanley is the host of the Fearless Flipping podcast where he educates new hungry real estate investors about best practices for getting started. Kyle is also a master with AirBnB and believes it's the best form of almost-completely-passive income in today's economy.  Podcast Highlights   Who is Kyle Stanley?    Kyle doesn’t like the term “serial entrepreneur”, he prefers the idea of FOCUS (focus on one course until success). Kyle had to make a lot of adjustments over his career based on his skills and what he enjoyed. Kyle started out as a sports anchor in...

This Is Your Defining Moment with Chad Peterson show art This Is Your Defining Moment with Chad Peterson

Cashflow Diary™

Chad Peterson is an expert business broker and the founder of Peterson Acquisitions, an award-winning M&A firm. Chad’s firm handles transactions in the $1 million to $25 million range, with some deals exceeding $25 million.  He works with companies all over the United States and has completed international deals as well. Peterson Acquisitions was recently named by one publication as the #1 ranked business broker in the United States. What sets Chad Peterson apart from all other business brokers is his aggressive style, work ethic and tenacity that are rooted in his humble...

GoodEgg Investments Founders Talk Real Estate Syndications show art GoodEgg Investments Founders Talk Real Estate Syndications

Cashflow Diary™

Annie Dickerson and Julie Lam are the co-founders and managing partners of Goodegg Investments, a premier real estate investing company that helps people learn about and invest in    They are both moms (Annie has 2 kids and Julie has 3) and are passionate about helping other families build passive income so they can spend more time with the people they love, doing the things they love, and living a life by design.  Podcast Highlights   Who is Annie Dickerson and Julie Lam?    Annie started as an elementary school teacher and after setting out to buy her first...

More Episodes

Humans don’t transform overnight. Most people can’t just read a book or watch a video and completely change their life immediately. You’re not going to be able to pick up a bunch of short term rental units right away. That’s the reason that J developed the Cashflow Diary Roadmap, the Roadmap is a program that combines an immense library of content and training and accountability coaching to make sure you achieve your short term rental goals.

Questions and Answers



  • Moving at the Speed of Instruction 


When you’re moving at the speed of instruction, you don’t have the time to question your capacity to do something. With a little bit of trust and follow through, you can accomplish more than you would believe is currently possible.

Humans tend not to value as much as they should. If you want to achieve anything worthwhile, you need to be willing to fail. Fail frequently, and fail forward. 

One of the things about schooling that prevents you from getting ahead is the belief that you must learn everything in the program or book before you are qualified to act. It’s much more effective to read a chapter, then put the book down and put what you learned into action. You will get much more out of what you learn by combining it with actual experience.


  • How do we secure POE cameras to prevent them from unplugging?  


The cameras that J recommends are hard wired directly into the electricity of the house so they can’t be unplugged. In the case of the caller, the installer didn’t run the wire through the walls so the simple solution is to bring them back in and redo the installation.


  • I currently have a couple short term rental units and trying to figure out where to be next, where should I be looking?


New Jersey is a good place to look since it’s one of the most short term rental friendly states in the country. 


  • I’ve been talking to a couple of landlords but have been having trouble conveying what we do, how do we approach this conversation?


If a landlord has concerns about the number of people that are going to be staying in their unit, the key is to assure them that you screen guests just as thoroughly as they do and care just as much what kind of guests stay in the unit. Talk about the fact that you are always available because of your systems that you have in place and that it’s more common for you as a short term rental operator to have issues with long term tenants than they will have with your guests.

Avoid telling the landlord the range of the number of people who could potentially stay at the unit, it’s better to describe a specific use situation so they can easily imagine the kind of guest you are describing.

They don’t know that you have the capacity to screen people just as well as they do, so you have to be able to communicate that in a way that makes them feel more secure about doing business with you. If something does happen, you can also tell them the systems you have in place allow you to remove a guest from the property and involve the authorities if necessary much faster than they could due to the restrictions around their business model.

Being detached from the outcome is also very important. If that particular landlord doesn’t take you up on your offer, that’s okay. You can move on to the next landlord who is interested the solution you’re offering. 


  • In Ottawa, the city ordinance proposed an ordinance restricting short term rentals to residents only. Would it be easier to operate in other cities with fewer restrictions?


Operating at a distance may prevent you from growing your business as fast, but it’s definitely possible. If your local area is not conducive to the short term rental business model, it’s totally possible to build it out in a separate city.


  • Where does one learn these conversation techniques?


All these techniques were originally taught during a live event but now they are all available within the Roadmap program.

Putting a little bit of effort into the research before speaking to a landlord will put you miles ahead of the average short term rental operator and make the conversation you have much smoother.


  • The Cashflow Diary Roadmap


J and the Cashflow Diary are dedicated to providing hands on and direct training to students that want to create their own six and seven figure short term rental businesses. 

Roadmap members get access to hundreds of hours of content covering every aspect of building a short term rental business including cash flow, negotiations, operations, lead generation, seller financing, and more. Everything you need to develop the skills you must have to become the bravest entrepreneur you can be.


The Slight Edge by Jeff Olson



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