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All Forum Posts by: Jessie Dillon

Jessie Dillon has started 12 posts and replied 304 times.

ONE SESSION: JUNE 24TH, 6-9PM EASTERN TIME.

If you've been sitting on the sidelines, watching others build wealth through real estate, and knowing your money could be working harder... THIS IS FOR YOU!

In this 3-hour, beginner-friendly workshop, we'll be reviewing everything you need to know in order to start writing offers for your first or next investment property. We'll review the perks and challenges of RE investing, nailing your 'buying criteria,' financing options, analyzing deals, finding your teammates, property management, and SO much more. You will leave this workshop feeling fully equipped to take action, with a bonus resource sheet and continued text/email support. We'll even cover investing strategies that work for those with zero free time, or those who are short on startup capital.

Again, this workshop is suitable for total beginners, and ANYONE can invest in real estate.. It's just a matter of starting.

The workshop will be followed by a 30min Q&A session, and EVERYONE who signs up will get a link to view the recording within 48h, so even if you can't make it LIVE, I encourage you to still sign up & catch the replay afterwards.

"Jessie Dillon is a MA-based beauty salon owner and real estate investor. She began her investing journey in 2021 as a path to early retirement, and has since grown her rental portfolio to 17 residential units under management. While she focuses on traditional long-term rentals, she also has experience with vacation homes, as well as mid-term rentals for traveling professionals. She's invested in MA, NH, and IL, and specializes in value-add multifamily projects, off-market acquisitions, long-distance landlording, and creating opportunity via partnerships. She has been a guest on 10+ real-estate focused Podcast shows including the BiggerPockets Real Estate Rookie show. She's also presented at multiple local meetups this year, and has been featured in two of BiggerPockets' newest books, as well as on their YouTube channel. To learn more and connect: linktr.ee/jessiedillon_"

UPON ENROLLING ON CALENDLY.COM/JESSIEDILLON/WORKSHOP ($29), YOU WILL GET AN EMAIL WITH THE ZOOM LINK FOR THE MEETING. PLEASE SAVE THIS LINK FOR THE DAY OF!

Post: Commercial loans & personal guarantees

Jessie DillonPosted
  • Investor
  • Hopedale, MA
  • Posts 319
  • Votes 209

@Stuart Udis & Stuart if it's what you're saying, where each person would be responsible for 100% of the debt, again, how would that play out? That's what we're debating

Post: Commercial loans & personal guarantees

Jessie DillonPosted
  • Investor
  • Hopedale, MA
  • Posts 319
  • Votes 209
Quote from @Tina Williams:

In this scenario, the personal guarantee serves as assurance to the lender in case of default by the LLC. Typically, lenders will pursue personal guarantees when the LLC is unable to fulfill its obligations, such as missed payments or defaulting on the loan. If the guarantee is enforced, each individual with a 20% ownership stake would be liable for 20% of the outstanding debt. This means they could be pursued for repayment or potentially face legal action to recover the lender's losses. It's crucial for all partners to understand the implications of personal guarantees before committing to them.

 They wouldn't just take possession of the property so long as it was worth at least the amount of the debt? @Tina Williams

Post: Commercial loans & personal guarantees

Jessie DillonPosted
  • Investor
  • Hopedale, MA
  • Posts 319
  • Votes 209

@Stuart Udis Not saying this is the most effective setup lol, this is the just example we're working with. This doesn't really answer the question though. How would that play out? First of all, I'd think they would just take the property back so long as the value was equal to or greater than the loan amount.. 

Post: Commercial loans & personal guarantees

Jessie DillonPosted
  • Investor
  • Hopedale, MA
  • Posts 319
  • Votes 209

Hi all! An interesting question has come up in my circle & wondering if anyone WORKING IN commercial loans can answer this for us: 

Example:

A new LLC is created for a group of people to purchase a property in. Ownership of that LLC is split up amongst each partner's single-member LLCs. New LLC will be buying a property with a commercial loan. The group collectively contributes the down payment, closing costs, reserves, and reno $$ if applicable. Everyone involved personally guarantees the commercial loan. THE QUESTION: Under what circumstances would the personal guarantee be acted on by the lender, and how would that look for each individual if, say, there were 5 partners and each had 20% ownership?

Thanks in advance for any insight! This is obviously doomsday prepping, but it'll be interesting to know!

Quote from @Jeremy C.:

Great question! I'm a full-time business owner seeking to move into passive investments. So far the sketchiest, but most appealing to me, are the non-accredited syndications in the unsecured business debt arena. Seems like you need to be or know a few commercial/business loan brokers though..


 messaged you!

Quote from @Chris Seveney:
Quote from @Jessie Dillon:

doing some research for an upcoming presentation, and as a hands-ON investor, it can be hard for me to really put my 'hands-OFF hat' on and compare passive investing vehicles without any bias. 

i'd love to hear especially from those who have tried multiple strategies, which of these you lean towards most & why:

- syndications

- REITs

- private lending

- being a hands-off capital partner

- buying from turnkey companies (not sure i'd call this passive though)

...& feel free to mention any other passive investing vehicles (in the real estate space) that i haven't listed here! thanks in advance for the insight. 


 Jessie - As a GP (and someone who went to school in worcester :) ) - it is a lot harder to invest passively as I want to be hands on. Were I have had the most success passively is investing in things I know and have some knowledge on. So for me its:

- Private lending 

- Syndications - but MF or commercial - I do not have background on underwriting a mobile home park, or self storage etc. thus I tend to stay away from those types of deals.


 oh small world! & noted. it's hard to really see through a passive investor's lens when you're willing, able, and eager to put in the sweat equity!

Quote from @Tyler Warrick:
Quote from @Jonathan Bock:

@Jessie Dillon

Another "it depends" personally I prefer an open credit line and at least 3 months in reserves for my own comfort.  


 Love this. As a house hacker, it is amazing to purchase the home and 6 months before you intend on purchasing the next home to get a line of credit. This doesn't mean you have to use it, but the "oh ****" fund comes in handy if the wrong renter/life happens. I'm sure most financial advisors would second this.

Depending on area and how quickly a home can be rented out, I think 3 months is very fair to have in actual reserves. If no line of credit is established, I would personally go closer to 6 months.


However, if someone would rather purchase rental properties (instead of house hacking) I think it depends on goals. I have clients who only care about cash flow, and I have others who focus on long term growth/appreciation. Unpopular opinion: I think this question should be answered by Financial Advisors instead of Lenders (and that's coming from me, a lender).


 great point about getting an answer from a financial advisor vs. a lender!

Quote from @Jonathan Bock:

@Jessie Dillon

Another "it depends" personally I prefer an open credit line and at least 3 months in reserves for my own comfort.  


 agreed, thank you!

Quote from @Andrew Postell:

@Jessie Dillon sometimes your financing will have requirement for this but I would absolutely recommend following every financial planner/advisors advice here - have 3-6 months of reserves saved up at all times.  


 agreed! thanks for the input!