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Ashley Kerr
Welcome to another episode of Ricky. Reply. If you've ever wondered about tapping into your retirement funds for a deal or wondered how to scale your portfolio faster, this is the episode for you. We're going to help you weigh the pros and cons of using a Roth IRA to accelerate a deal and to walk you through other options you may be able to take advantage of if you feel backed into a corner financially.
Tony J. Robinson
And not only that, but in today's episode, we'll also get into how to handle a messy tenant situation where they just signed a lease, but they want to back out before they even move in. And then we'll break down the best apps to manage your short term rentals so you can maximize your cash flow.
Ashley Kerr
This is the Real Estate Rookie podcast and I'm Ashley Kerr.
Tony J. Robinson
And I'm Tony J. Robinson.
Ashley Kerr
Okay, so today our first question is pulled from the Real Estate Rookie Facebook group. If you're not already, make sure you're following our page, Bigger Pockets Real Estate Rookie or our Facebook group, Real Estate Rookie. So this question is from Elizabeth Galloway and it says, tenant signed a year lease yesterday and paid a security deposit and remaining month of rent. Today. He has a family emergency and doesn't want the house. Now he's asked for a full refund, but our lease states a 60 day cancellation notice. I feel like he shouldn't get a refund. It was a lot of time and effort to get him into the house. Ooh. So this is a good question because I always have this fear of like, okay, I've taken my listing down, I've got someone, but their move in day is, you know, 30 days plus away. What if they decide to back out? So Tony, in your little bit of experience with long term rentals, did this happen at all when you were leasing it?
Tony J. Robinson
No, we've never had this issue. When I was working as a, as a leasing agent again, I did this very, very briefly.
Ashley Kerr
I always forget about that.
Tony J. Robinson
Yeah, it was a very short, it was like two months that I did it. But during that time we had someone who, very similar situation. They, they paid their deposit and they actually, I think it was three days later came back and said like, hey, we changed our mind. And my manager, I was one who leased the apartments, they were like talking to me and I was like, sorry, guys, like, we signed it. Like, I don't know what to do here. I went to my manager and she, she stood by what the, the lease stated, they signed, they claimed to, you know, they threatened to take us like to small claims to get it back. I don't really know what happened, but in that situation they said by what the signed contract said. So, Ash, I would assume that maybe this varies state to state on like.
Garrett Sutton
What the legalities of it are or.
Tony J. Robinson
Like does it just fall back on the lease? You know better than I do.
Ashley Kerr
Yeah. And if you want to find out what your state rules are, laws are, go to biggerpockets.com resources and there's a section that says property management and landlord. And there is a resource you can click on that says like state laws. And you can actually click on your state and it will bring up all of your state laws and it's kind of like a summarized version of what each of the laws are. And see, you know, if there is a specific law around. This one thing like New York State does have that would kind of go through with this is like you need to give so much notice depending on how much time you've lived in the property, especially on the landlord side of things. So just take a couple minutes, go and look at what your state law is before you take any action on this. But I would agree, I would go along with what the lease says. So even though they haven't moved into the property and if they have signed the lease. So when I used to work as a property manager before I even had my own rentals, we actually had a document that was they had to give a $200 deposit and this, they would sign a document saying this is non refundable. And if you end up moving into the property, this was actually this $200 was applied to your security deposit because most people didn't pay their security deposit until the day that they got their keys. They were paying the security deposit and they were paying the first month's rent. So it also depends on how you're collecting that. Are you collecting at the lease signing? Are you collecting at the move in Now I collect the security deposit at the lease signing and then they can pay their first month's rent before they get the keys. So either they're bringing a money order cashier's check to the actual move in and handing that in, or they're paying online ahead of time and just letting them know like you have to pay a couple days ahead to make sure it clears your bank account before we actually hand over the the keys to the property. But I would go along with the lease and if the lease states a 60 day cancellation notice, then that's 60 days. So that also means they are on the hook and liable for two full months of rent and then you might actually be the one that has to take them to small claims court. Some states do require that you proactively lease the property or list the property for rent and try to get someone in there sooner. And I've seen this language in a lot of lease agreements where it says that if you do move out, you are liable, but if somebody else does move into the property during that, so say within these 60 days you get someone into the property, they no longer have to pay. They can stop paying once you get someone else into the property. So in my opinion, I would. If your lease agreement says 60 day cancellation notice, I would stick to that and I would actively start looking for somebody else to get them into the property. Circumstances will probably play out that most likely they're going to refuse to pay you that first month's rent. And then it's up to you if you want to take them to three small claims court for that. But I would just, at that point I would apply their security deposit, if that's allowed, to the monthly rent that they owe you, and issue a full disposition letter that states what their security deposit was and why you're retaining some of it. And in this case because they didn't pay the first month's rent. That's kind of the plan of action I would go towards.
Tony J. Robinson
I guess I think the other thing to call out here too. I see this a lot on the short term rental side, on the Airbnb side, where someone books a reservation day before they want to cancel because of a quote unquote family emergency. And we say, hey, we're so sorry to hear that you're experiencing some, you know, some family emergency. We hope all works out. Unfortunately, we have to stick to our cancellation policy and with your check in date being so close, we're not able to offer a refund. And then magically the quote unquote family emergency disappears. Right? So I think maybe a little bit of pushb. Maybe the, the quote unquote emergency isn't as big of an emergency as, as they, they kind of made it out to be initially. So Ash's approach is great and I think just sometimes pushing back, they might just fall in line.
Ashley Kerr
Which also I think that leads to like already friction at the beginning of your lease of like, okay, now this person feels like they're forced to live there. And I guess too like looking at it is okay. This person's like, fine, I have to live there for 60 days. I'll live there for 60 days. And is it worth turning over the apartment twice too. So now putting them into the apartment, they're going to live there for 60 days, then you have to turn it over again. How much destruction, damage, wear and tear can they do in 60 days? Do they have a bunch of dogs? You know? So I think that's also another factor to consider is knowing you're only going to have that person for those 60 days if they do decide to comply with the lease and move in and then move out after 60 days too.
Tony J. Robinson
All right, guys, we're going to talk a little bit about Roth IRAs and whether they're a good tool to help fund your real estate deal. But we're going to take a quick break before that.
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Tony J. Robinson
All right guys, welcome back so our question today, our second question today is also from the real estate rookie Facebook group and this question is from an anonymous user but it says do I pull from my Roth IRA and pay a penalty but be able to finish my multifamily property sooner and use that equity to keep burying? We purchased an abandoned flip in our neighborhood in California. It's a multifamily with three separate homes on one property and the ability to make a fourth if we decide to. We purchased it for $500,000 which is actually the average cost of one very small house. My husband is a contractor and the first home was almost done at purchase and has been renting for two years covering 3/4 of the mortgage. Second home is partially done but we're running short on funds to get it done faster. I'm thinking of withdrawing about $50,000 from my Roth IRA. I'm 44, so there will be a penalty to complete the other two homes just to get them done and then hopefully recoup some of that loss later. Our mortgage right now is about 4k per month. With the other two homes done, the property will bring in about 7, 500amonth in rental fees and more if we add another studio. Yes, we are spending money to eventually make money. This is not a quick straightforward deal. We're aware of that. It was a unique opportunity in a highly desirable area. We then are thinking we would do a cash out refinance to continue with another property and so on. Can experience folks offer some pointers? This is our first investment property and we are learning as we go. I know the penalty will suck, but we want to get this rolling faster than this. I'm still working and contributing to my retirement accounts. Thanks so much. Maybe the first thing we should do Ashley is just define a Roth ira. And you are our resident personal finance expert, the index fund queen. So what, what is a, what's a Roth ira?
Ashley Kerr
You know I did go to fincon two years so I do feel like I am entitled to that title. But. So a Roth IRA is a retirement account. I think right now the don't hold me to this. I think it's at $7,000 per year is the max you can contribute and this is an after tax contribution. So after you get paid from your W2 job or if you're self employed, you pay taxes on your income, you are then contributing to your Roth ira. But then when it's time to retire you do not pay taxes on the money that you with draw from the Roth IRA. So this is where Roth IRA. IRAs are really beneficial to people who think they will have a higher income level when they are older and in retirement, that they won't want to pay taxes because they're on a higher income bracket. Anyways, my answer to this is no, I don't think you should do this. And not because I love Roth iras or I love index funds or retirement accounts. It is because of the math. So when you pull out of your Roth IRA early, you are paying a 10% penalty, plus you are paying income taxes on that amount. So let's just say you're even in a 20% income tax bracket or 22%, whatever you know it's at now, plus the 10%. That is a good chunk of money. So above and beyond that $50,000, you're going to have to pull out more to pay that 10% and to pay your income tax on that. I think there are a lot of other ways to get cheaper money. So your primary residence, can you put a line of credit? I got an email from my small, small local bank the other day saying get a personal loan for eight and a half percent. Like you may not be able to get up to $50,000 on a personal loan, but maybe between you and your wife each getting one, maybe you could get 20,000 and you're only paying eight and a half percent on that. So I, I think there's other ways to find cheaper money than to go and tap into your Roth ira.
Tony J. Robinson
Totally agree. I think the HELOC on a primary is a great example. Sounds like they live in California, which is a market that tends to appreciate pretty well. So depending on when they bought, maybe they've got a good, good chunk of equity there. I think another path forward is private money. Is, are there any. Because if the plan is to refinance anyway, if you only need 50,000 bucks, could you go out and get a private money note for that 50,000 and then when you're done with everything, you refinance, pay off the original debt and you pay off your private money lender. That way you don't have to worry about, about tapping into your, into your retirement accounts as well. I actually don't, I don't have a Roth, but do you know, Ashley, can you, can you take a loan out against a Roth IRA the same way that you can with like a standard brokerage account?
Ashley Kerr
I don't think so, no. The only retirement accounts I know is like you could take a loan against your 401k. I do not think unless like your Roth IRA is like, maybe through your employer, maybe you can because they pull it out of your paycheck each month, but I'm not aware of that. Did I just lose my title now.
Tony J. Robinson
As the personal personal finance Queen? I think so. I'm very, very disappointed you don't have the answer to that question. But I think you're right. I know the 401k loans are pretty common, but I haven't heard it on, like, the Roth side.
Ashley Kerr
But I think that's something important to touch on as to what those terms kind of look like and the advantages for that.
Tony J. Robinson
I think this person also has a unique skill set or maybe a unique advantage because the husband's a contractor. And it's like, that's a really strong resume. As you approach potential private money lenders to say, hey, look, we've already got this property. Here are the numbers on it. Here's our experience level. Right. That, that breeds a lot of confidence for someone to say, yeah, cool, here's 50,000 bucks to finish this thing off. So I think, like you, Ashley, probably not doing this. Lots of other options around, ways to tap into that equity.
Ashley Kerr
Yeah, I really like the private money idea as to like, you know, we'll pay you 10%, 12%, which is still less than paying income tax and the 10 on taking it out of your Roth IRA, but to a private money lender and say, hey, I've got this property. Show them the numbers on it and what you're doing and what the timeline is and borrow from them directly instead of, you know, and then you can either do payments to them or you could do it like my private money lender. Right now for my live and flip, I don't make any payments once I refinance into my new loan. I pay all the interest when I pay off the balance of the loan. So that I feel like would be a great strategy to use if you can find someone who would be willing to do that and look at it that way. We're going to take a quick break before our last question, but while we're gone, be sure to subscribe to the real estate rookie YouTube channel and. And make sure you're following us on your favorite podcast platform. We'll be right back with more after this.
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Ashley Kerr
I've been talking to you.
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Ashley Kerr
Okay, let's jump back in. Today's third question is from Christine Brown in the Bigger Pockets forums. What's the best way to manage listing my property on multiple short term rental sites such as Airbnb and vrbo? Is there an overarching management platform I can use to ensure I am not double booked and such? Also, what are your recommendations for the best platform or site to list my property as a short term rental? Are there other sites than Airbnb and vrbo? I am so glad Christine asked this question because Tony, I have a follow up to this for for my own personal Airbnb listings to ask you. So let's do Christine's question first. Tony, what are some of the best management software to use for your short term rental?
Tony J. Robinson
Yeah, I guess. Let me, let me answer the second part of her question first because I feel like that ties into the first part. But she says like what are the recommendations for the best platform? Like ideally you want to be on as many as you can, but at a baseline, at the very minimum, you should be on both Airbnb and vrbo. I get questions from folks sometimes where it's like hey, should I list on Airbnb or should I list on vrbo? And the answer is always both. Those are the two biggest players in the single family short term rental space and there's no downside to being on both of those platforms. Booking.com I think is probably like a close third to consider on the single family short term rental side. But Airbnb and VRBO are definitely non negotiables there. But going back to the first part of the question in terms of like how do you manage your listing on multiple sites? It's a pretty simple solution. You just need good property management software and there are a few big players in the PMS space. For Airbnbs. You've got guesty, you've got hospitable hostaway, hostfully owner as there. There's a lot of them out there. I think it's about finding the one that aligns best with your specific kind of level of of tech, know how and, and savviness and how big your portfolio is and, and what aligns best. But all of those software give you the ability to connect your Airbnb, your VRBO, your booking.com listings to the PMS to make sure that if someone books on one website it automatically blocks it on, on all the other websites. So it's a very simple kind of couple of click step process you have to go through to connect all those things I guess.
Ashley Kerr
For my follow up question, Tony is hostfully is the platform that we use and my manager just let me know that they made a change with their, how they're notifying the cleaners that there is a new booking or when they need to scheduling. So it's something with the scheduling of the cleaners. I'm very hands off with the use of hostfully. But she said they made a change and it's getting really frustrating for our cleaner because it's not as clear, not as good as it was before to schedule her. And we had talked about this a couple episodes ago or a while ago where she actually didn't show up to a cleaning for the first time ever. And it was like my worst nightmare. But so I guess the, the question my manager has for me that I don't know the answer to is like what are there other software we can use to schedule the cleaner? An idea she had was to actually make the cleaner a part of as a co host on Airbnb, which I'm very cautious of actually doing that. So what's your opinion and advice for me?
Tony J. Robinson
Yeah, you know, so I'm not as familiar with hostfully with their property management software. We do use them for our digital guidebooks. But I think what I would, what I would look into is instead of adding them as a co host to Airbnb, can you actually add them as a user within your hostfully account? So for example, my pms I have different roles that I can assign to people. Like my role is admin, right. I can control everything. But we also add our cleaners and their role is specifically cleaner. So that way they can actually log into the our PMS's app and they can open up the calendar and they can see all of the reservations and all of the bookings but they can't see things like the financial information. They can't see, you know, they can't message the guests. Like all they can see is the calendar with the information that they need. And then the other thing that we do that I would check and see if Your PMS can do is, can you send any sort of notifications when bookings happen?
Ashley Kerr
I think that's where the changes is, that they change that. So that's where it's not as clear of a notification. I'm not really sure, but it was something in the notification part of when there's cleaning that has changed and it's not as clear or something.
Tony J. Robinson
But I would just triple check your ability to like time those notifications because what we do right now is we do it when they book our cleaners, get a text and an email and then 24 hours before checkout, they, they get a reminder text and email saying, hey, Ashley, don't forget Tony's checking out tomorrow at 10am so if you can set it up that way so there's multiple, that always works. But if not just defaulting back to just giving them direct access to your actual PMS and restricting their role, then it'll just be on the cleaner to make sure they're going in on a daily basis to review the calendar to, to make sure everything's like aligning with what they were expecting.
Ashley Kerr
Okay, yeah, I'm definitely going to try to add as a user and I'll look at those notifications too. The, the last question I had on that was the. I think it's Breezeway one you've mentioned to me many, many times. Is there anything that can be done inside of that? Because we've talked about implementing that and we just never have yet.
Tony J. Robinson
It's like literally one of my favorite tools.
Ashley Kerr
Don't look at me that way, Tony. You've told me I need to.
Tony J. Robinson
No, it's, it's truly like one of my favorite tools we have in our business because it, it just provides so much sense of like nothing's going to slip through the cracks. And we use it for scheduling, we use it for inspections, we use it for cleaning, we use it for maintenance, we use it for checklists, we use it for photo documentation. Like, it, it, it solves a lot of the kind of operational constraints that we had when we were trying to manage everything just through the pms. So if, if it, you know, it isn't an opposite additional cost because it's software, but it's, to me, it's very much worth the additional investment to give you that peace of mind.
Ashley Kerr
Well, as always, thank you so much, Tony, for your guidance and expertise. I'm sorry I let you down on the personal finance side today, but I'll be back on another episode and try to be the queen of something else. Thank you guys so much for listening to this episode of Ricky Report apply. I'm Ashley, and he's Tony, and we'll see you guys next time.
Real Estate Rookie Podcast Summary: "Can You Use Retirement Funds to Grow Your Portfolio Faster? (Rookie Reply)"
Episode Overview
In the May 30, 2025 episode of Real Estate Rookie, hosted by Ashley Kerr and Tony J. Robinson from BiggerPockets, the discussion centers around leveraging retirement funds to accelerate real estate investments. The episode delves into the pros and cons of using a Roth IRA for funding deals, addresses common tenant-related challenges, and explores effective management tools for short-term rentals. The hosts provide actionable insights and practical advice tailored for novice real estate investors aiming to build a sustainable portfolio.
Summary: The episode kicks off with a listener question from Elizabeth Galloway regarding a tenant who signed a year-long lease but has requested a full refund due to a family emergency just a day after signing. Elizabeth is concerned about whether she can retain the security deposit, given that her lease stipulates a 60-day cancellation notice.
Key Discussions:
Lease Enforcement and State Laws: Tony shares his lack of personal experience with such cancellations but emphasizes the importance of adhering to lease agreements. He states, “...if your lease agreement says 60 day cancellation notice, I would stick to that” (02:48).
Legal Considerations: The hosts highlight the necessity of understanding state-specific landlord-tenant laws. Ashley advises listeners to consult BiggerPockets' resources for detailed state laws to ensure compliance (02:48).
Practical Solutions: Ashley suggests implementing a non-refundable deposit policy to mitigate similar future issues. She explains, “...they had to give a $200 deposit and this, they would sign a document saying this is non-refundable” (04:00).
Potential Legal Actions: Tony mentions the possibility of taking the tenant to small claims court to recover lost rent, while also advising to proactively seek a replacement tenant to minimize financial loss (05:00).
Notable Quotes:
Summary: The second segment addresses whether investors should withdraw funds from a Roth IRA to expedite the completion of a multifamily property project. An anonymous listener from California shares their predicament of needing an additional $50,000 to finish developing a property and considers tapping into retirement funds despite the penalties.
Key Discussions:
Understanding Roth IRAs: Ashley defines a Roth IRA, explaining it as a retirement account with after-tax contributions that offer tax-free withdrawals in retirement. She advises against using Roth IRAs for investment funding, citing financial drawbacks (11:53).
Penalties and Taxes: Pulling from a Roth IRA before retirement results in a 10% penalty plus applicable income taxes. Ashley emphasizes that this approach is financially disadvantageous compared to other funding options (12:15).
Alternative Funding Options: Tony suggests alternative sources such as Home Equity Lines of Credit (HELOCs) and private money lenders. He explains, “...private money lender... borrow from them directly instead of... tapping into your retirement accounts” (15:06).
Private Money Lending: Both hosts advocate for private money as a viable solution, highlighting lower costs and flexibility. Ashley adds that private lenders may offer more favorable terms than early IRA withdrawals (16:15).
Notable Quotes:
Summary: The final question of the episode comes from Christine Brown, who seeks advice on effectively managing listings across multiple short-term rental platforms like Airbnb and VRBO without the risk of double bookings. Additionally, she inquires about the best platforms to list her property and explores alternatives beyond the mainstream options.
Key Discussions:
Optimal Listing Platforms: Tony recommends listing on both Airbnb and VRBO as non-negotiable platforms for maximizing visibility. He also mentions Booking.com as a valuable third option (21:35).
Property Management Software (PMS): The hosts discuss various PMS options such as Guesty, Hospitable, Hostaway, and Hostfully. These tools integrate multiple platforms, ensuring synchronized calendars to prevent double bookings (22:00).
Roles and Permissions: Ashley shares her experience with Hostfully, particularly regarding changes in notification systems for cleaners. Tony suggests assigning specific user roles within the PMS to streamline operations and enhance communication (25:06).
Additional Tools: Tony introduces Breezeway as a comprehensive tool for scheduling, inspections, cleaning, maintenance, and photo documentation, emphasizing its effectiveness in preventing operational oversights (26:44).
Notable Quotes:
In this episode, Real Estate Rookie provides valuable guidance for new investors navigating common challenges in property management and financing. From enforcing lease agreements and understanding the implications of early retirement fund withdrawals to utilizing sophisticated management software for short-term rentals, Ashley and Tony equip listeners with the knowledge to make informed decisions. Their pragmatic approach and emphasis on legal compliance and financial prudence offer a solid foundation for those looking to establish and grow their real estate portfolios sustainably.
Final Thoughts: Ashley humorously acknowledges a lapse in her personal finance expertise during the discussion, reinforcing the collaborative and honest dynamic of the podcast. The hosts encourage listeners to engage with their content on various platforms, ensuring continued support and education for aspiring real estate investors.
Note: All timestamps correspond to the original podcast transcript provided.