loader from loading.io

32 | Lessons Learned From Flipping to Multifamily with Jesse DiLillo

Multifamily By The Slice

Release Date: 04/25/2022

34 | Strategies for Strong Broker Relationships, Cold-Calling, and Lead Follow-Up with Brad Milburn show art 34 | Strategies for Strong Broker Relationships, Cold-Calling, and Lead Follow-Up with Brad Milburn

Multifamily By The Slice

Brad Milburn is a multifamily real estate sales agent in San Diego, CA. Real estate investor and former Navy SEAL.   Let’s tune in to his story!   [00:01 - 10:09] Unlock Limitless Achievement Through Real Estate   Fortune Cribs helps investors buy short-term rentals and select markets across the country for as little as 10% down with no cash on cash returns in the 20-30% range. Go to and book your free consultation now! The importance of having good broker relationships in order to get the best deal The most attractive aspect of the industry - no limit to what you can...

info_outline 33 | Teamwork Strategies and Cultivating Habits for Success with Nate Smith & Bethany Smith show art 33 | Teamwork Strategies and Cultivating Habits for Success with Nate Smith & Bethany Smith

Multifamily By The Slice

Nate and Bethany Smith, Your CashFlow Couple, are passionate about helping people increase their financial intelligence by teaching people how money really works and the strategies and tactics the wealthy use to collect, grow and protect their wealth.    Let’s tune in to their story!   [00:01 - 09:33] Mutual Dedication Unlocks Success   Fortune Cribs helps investors buy short-term rentals and select markets across the country for as little as 10% down with no cash on cash returns in the 20-30% range. Go to and book your free consultation now! Nate & Bethany Smith on...

info_outline 32 | Lessons Learned From Flipping to Multifamily with Jesse DiLillo show art 32 | Lessons Learned From Flipping to Multifamily with Jesse DiLillo

Multifamily By The Slice

Jesse began investing in real estate at the age of 16 with his parents and has since launched several successful real estate investment companies. Jesse works with new and seasoned investors, helping them to accelerate the growth of their net worth. Jesse’s company, JSJ Sustainable Investments, is a residential & commercial real estate investment firm that offers its investors and global clientele lucrative investment opportunities with seasoned, high-net-worth strategic partners nationwide.   Let’s tune in to his story!   [00:01 - 07:53] Realizing that Flipping is More of a...

info_outline 31 | 1031 Exchange Wealth-Building Opportunities with Brandon Burns show art 31 | 1031 Exchange Wealth-Building Opportunities with Brandon Burns

Multifamily By The Slice

Brandon Burns is a Senior Vice President at Investors 1031 Exchange with a focus on sales and marketing for the company. Brandon is a very experienced commercial real estate executive who has served on the investment committees over several real estate capital firms throughout his career. He has been involved in over one billion dollars of real estate development and acquisitions and has helped acquire 64 projects that have gone full cycle across many asset classes, He has raised over $600M in equity for various real estate projects and was instrumental in successfully issuing $180M of debt on...

info_outline 30 | Cost Segregation and Networking Strategies and More with Yonah Weiss show art 30 | Cost Segregation and Networking Strategies and More with Yonah Weiss

Multifamily By The Slice

Yonah Weiss is a powerhouse with property owners' tax savings. As Business Director at Madison SPECS, a national cost segregation leader, he has assisted clients in saving tens of millions of dollars on taxes through cost segregation. He has a background in teaching and a passion for real estate and helping others. He’s a real estate investor and host of the top podcast Weiss Advice.   Let’s tune in to his story!   [00:01 - 08:27] Opening Segment   Fortune Cribs helps investors buy short-term rentals and select markets across the country for as little as 10% down with no...

info_outline 29 | Think Like a Business Owner Not as a Landlord with Lucas Miller show art 29 | Think Like a Business Owner Not as a Landlord with Lucas Miller

Multifamily By The Slice

Lucas Miller is the Managing Partner of Bannock Capital, LLC a boutique commercial real estate investment firm that focuses on acquiring, operating, and raising capital for distressed commercial real estate.  He is also the founder of Fear Free Passive Investing – a Youtube channel and podcast focusing on the honest and passionate education of investors in private real estate equity.  His no-sales approach to educating individuals has been downloaded thousands of times and viewed by hundreds of individuals who have taken the leap from Wall Street to controlling their own...

info_outline 28 | Vineyard Syndication in Texas with Mason Moreland show art 28 | Vineyard Syndication in Texas with Mason Moreland

Multifamily By The Slice

Mason Moreland is responsible for growth, process improvement, and finance/risk management at Texas Vine Country (TVC). His superpower is underwriting unique assets, and his passion is finding overlooked opportunities and seizing them. Though he focuses on the Texas vineyard niche currently, throughout his career he has worked in residential real estate investing, oil and gas, and environmental consulting. He is a herpetologist and is an alumnus of Texas Tech University. He spends his time outside business with his growing family and doing anything that is challenging!   Let’s tune in...

info_outline 27 | Structuring Your Deals in Difficult Times with Vince Scolari show art 27 | Structuring Your Deals in Difficult Times with Vince Scolari

Multifamily By The Slice

Vince’s real estate experience began early in life. His family has always shared the value of property investments, passing on the knowledge and the assets from generation to generation.  After he graduated from Santa Clara University with a degree in Business Management, he started his career in Risk Management for construction and development. He found himself getting close to different development projects, contractors and seeing how the property landscape was rapidly evolving in the Bay Area. He started investing in syndications right out of college, seeing the power that equity...

info_outline 26 | Networking and Deal Management Strategies with Florian Sighe show art 26 | Networking and Deal Management Strategies with Florian Sighe

Multifamily By The Slice

Florian Sighe is an active multifamily broker in San Diego, focusing on 5-25 unit buildings as well as 2-4 units. He is also a syndication manager and investor in the multifamily space, with current ownership of 25 units over 3 properties, all purchased in 2021. Florian was a long-time professional poker player out of college, before dabbling in the internet marketing space, and finally landing in real estate. His number one skill has always been networking and cultivating genuine, long-standing relationships in different walks of life. He attributes any and all success to the people and...

info_outline 25 | Everything You Have to Know About ADUs in the San Diego Market with Sherry Chen show art 25 | Everything You Have to Know About ADUs in the San Diego Market with Sherry Chen

Multifamily By The Slice

Sherry Chen is a San Diego native with a passion for helping dreamers become homeowners. As an ADU specialist, she’s helped both first-time homebuyers and investors maximize their property potential.   Sherry is proud to be part of Kappel Realty Group with Compass, a Platinum-award-winning team awarded by SDAR and the San Diego Union-Tribune. Her goal is to help educate the homebuyers in making smart, data-driven decisions to help them generate long-term wealth through real estate investments.    Let’s tune in to her story!   [00:01 - 05:30] Opening Segment   Want...

info_outline
 
More Episodes

Jesse began investing in real estate at the age of 16 with his parents and has since launched several successful real estate investment companies. Jesse works with new and seasoned investors, helping them to accelerate the growth of their net worth. Jesse’s company, JSJ Sustainable Investments, is a residential & commercial real estate investment firm that offers its investors and global clientele lucrative investment opportunities with seasoned, high-net-worth strategic partners nationwide.

 

Let’s tune in to his story!

 

[00:01 - 07:53] Realizing that Flipping is More of a Job than an Investment

 

  • Fortune Cribs helps investors buy short-term rentals and select markets across the country for as little as 10% down with no cash on cash returns in the 20-30% range. Go to FortuneCribs.com and book your free consultation now!
  • Jesse DiLillo on getting into real estate through an infomercial
  • Various transitions - tax lien investing to real estate wholesaling, AirBnB’s then multifamily and self-storage deals
  • How multifamily provides higher income and solves tax issues

 

[09:13 - 17:56] From Flipping to Multifamily - Lessons Learned

 

  • Lessons learned transitioned from flipping to multifamily
    • The value of due diligence
    • Capital raise and proper evaluation
    • Construction management
  • What it takes to be an effective capital raiser
    • People have to know who you are
    • Have the capital lined up before the deal
    • Don’t put all your eggs in one basket
    • Learn to let things go
    • Stay in touch and keep relationships going
  • The ins and outs of self-storage management

 

[17:57 - 24:03] The Legacy Round

 

  • Want to know the best-kept secret when it comes to investing in single or multifamily flips? Hire an interior designer. Elevate your design, reconfigure your floor plans and develop functional spaces all to maximize your ROI. Just reach out to Melanie at [email protected].
  • The value of having an investor network and helping people along the way

 

[24:04 - 29:47] Slice of Knowledge

 

  • Words to scream out to the world
    • “Just keep going. There's nothing ever so bad that you gotta stop.”
  • One Slice of Wisdom
    • “Jump into the multifamily. Don't be scared of the big numbers.”
  • Real Estate Multifamily Vocabulary
    • Net operating income
    • Cash on cash returns
    • Waterfalls
  • Books and Masterminds to Try



Connect with Jesse via Linkedin, Twitter, Facebook, and Instagram. Watch out for his content on YouTube and TikTok. Shoot him an email at [email protected]. 



Thanks for listening to Multifamily by the Slice!  

 

If you liked our show, please LEAVE A 5-STAR REVIEW, like, and subscribe!  



CONNECT WITH US:

 

Ike Ekeh

 

Dre Evans



FIND US ON:

 

Apple Podcast

Spotify

Libsyn

Amazon Music Audible 

I Heart Radio

Multifamily by the Slice Podcast

Podchaser



Tweetable Quotes

 

“One of the biggest things is people have to know who you are. Because if they don't know who you are, they're never going to trust you.” - Jesse DiLillo

 

“Don't go after a deal if you don't have the capital ready to go.” - Jesse DiLillo

 

“If you're always relying or expecting some sort of return… I don't think you're gonna have very much luck in life and you're probably gonna be pretty miserable.” - Jesse DiLillo