The Unfiltered Truth About My Life as a Real Estate Investor

Top Tools and Hacks for Ordering & Organizing Furniture for a Midterm Rental Setup

Bailey Kramer shares the key tools and ordering hacks she’s using to take a client’s vacant west-coast Florida property to fully furnished. She organizes every room’s items in a detailed Google Sheet with links, quantities, notes, and order/delivery tracking, which the client can review to approve or give feedback. She’s sourcing major items from Costco (including dining set, couch, and TVs) for quality, white-glove delivery, and multi-item discounts; kitchen supplies from Amazon using an Amazon Business account for better pricing and by selecting a specific Prime delivery day to earn 1% back; and additional discounts via Minoan for brands like Wayfair and Crate & Barrel. She also orders basics from Walmart Business Plus and towels from Sam’s Club, and uses FedEx/UPS vacation holds to consolidate deliveries into one day. She outlines an install week plan: fly in Tuesday, deliveries Wednesday, furniture assembly Thursday, organizing Friday, photos Saturday, then handoff to the owner.00:00 Welcome and Overview00:17 Project and Client Context01:31 Google Sheets Tracking System02:56 Costco Furniture Discounts04:06 Amazon Business and Delivery Hacks05:46 Minoan Deals Wayfair and Crate06:46 Walmart and Sams Club Essentials07:19 Delivery Day Scheduling Strategy08:26 Install Week Plan in Florida09:38 Co Hosting Options and Wrap Up

The Unfiltered Truth About My Life as a Real Estate Investor

Host Bailey Kramer shares 18 personal facts that may surprise people despite his owning over $1M in real estate: he owns no stocks or crypto (though his fiancée does), rents instead of owning a home, doesn’t own or lease a car, and has no personal debt. He’s frugal with clothing and possessions, keeps an older iPhone by replacing the battery, and uses credit card points (especially Southwest Companion Pass) to make most flights nearly free. His biggest recurring expenses are health-related (gym, recovery studio, workout app, meal prep). He makes decisions quickly, prioritizes travel experiences over five-star hotels, and rarely talks real estate with friends/family. He’s the first in his family to own rentals, dropped out of college in his last semester as his co-hosting business grew, started working in high school, learned money habits largely by doing the opposite of his parents, struggles with hiring/delegating, and becomes introverted in groups of five or more.00:00 18 Surprising Money Habits00:17 No Stocks Just Real Estate01:30 Why I Still Rent02:48 Living Without a Car04:48 Zero Personal Debt05:28 Cheap Clothes Simple Style07:02 Not Into Flashy Stuff08:18 Keeping the Same iPhone09:47 Free Flights With Points11:29 Spending on Health13:45 Fast Decisions Minimal Thinking15:07 Experiences Over Luxury Hotels16:56 Real Estate Stays Offline17:47 No Family Rental Background18:52 Dropping Out to Build Business23:29 Working Since High School27:08 Money Lessons From Parents28:56 Hiring and Delegation Struggles29:43 Introvert in Big Groups30:42 Wrap Up and Takeaways

Hiring a Virtual Assistant to Scale Midterm Rental Co-Hosting (and a Personal Health Journey Update)

Bailey Kramer thanks listeners for their feedback and shares that he is hiring a virtual assistant to take over low-dollar, time-consuming tasks like guest and tenant messaging so he can focus on higher-value work. He recounts dropping out of college after earning $5,000/month from a co-hosting business, scaling to 30 managed properties, then reducing to about 10 to focus on acquiring his own portfolio, now at 10 units, with another potential deal pending. He plans to grow his co-hosting business in Q2–Q3 2026, especially for midterm rentals, leveraging insurance and travel-nurse connections plus operational systems and preventative maintenance, and invites owners to reach out. He will document the VA hiring/training process and is also hiring full-time content help. He closes with a health update: after a DEXA scan showed 25% body fat, he’s cutting calories, training five days/week, and aiming toward 15%.00:00 Welcome And Thanks01:02 Why Hire A Virtual Assistant01:15 Dropping Out And Early Hustle02:40 Scaling Co Hosting Then Buying03:17 Cutting Clients And Refocusing05:05 Delegating Low Value Tasks06:53 Growth Plan For 202608:41 Offer Co Hosting Help09:09 Documenting VA And Content Team10:53 Health Journey Segment11:24 DEXA Results And Goals12:34 Training Diet And Progress13:48 Wrap Up And Contact

$95K Duplex Turned Midterm Rental ($3K/month)!!!

Host Bailey Kramer shares a done-for-you midterm rental client deal for Stehon: a Midwest duplex found on Redfin with only exterior photos, listed at $115,000 and now under contract for $95,000. The fully occupied property currently brings in $1,500/month total on month-to-month leases, with a plan to renovate and furnish each unit into midterm rentals expected to generate about $3,000/month combined. Investor First Capital is providing a hard money loan, with Stephon bringing roughly $15,000 to closing. Units will be renovated one at a time while managing tenant move-outs to maintain some income, then refinanced with an estimated after-repair value around $150,000 to reduce out-of-pocket cash. Bailey also mentions another client fourplex opportunity and a possible Florida trip to document furnishing a new-build midterm rental.00:00 Show Intro00:15 Done For You Service00:41 Finding The Duplex01:40 Negotiation And Walkthrough02:33 Under Contract Numbers03:13 Renovation And Refi Plan05:13 More Deal Examples06:10 Upcoming Florida Setup06:44 Questions And How To Reach Me07:30 Wrap Up And Next Videos

Midterm Rental Portfolio Update: Five Checkouts in One Week

Host Bailey Kramer shares a portfolio update on the Midterm Rental Show, outlining his busiest midterm rental week in months with five of his 10 units turning over. He details each checkout: a one-month traveling medical student with a near-immediate replacement; a 243-night insurance-claims stay ending April 1 with no replacement after a Furnish Finder lead fell through; a three-month guest leaving with a future tenant already leased and paid via Baselane starting in June (leaving April–May to fill); a construction worker checking out with a new six-month stay lined up about a week later; and a three-to-four-month guest with a next-day move-in. Overall, three units have immediate move-ins and two need filling, highlighting that occupancy and turnover timing can vary widely.00:00 Big Week Preview00:15 Why Five Checkouts00:54 Checkout One Quick Turn01:21 Long Insurance Stay Ends02:07 Gap Until June Lease02:35 Construction Worker Swap02:58 Three Move Ins Two Vacancies03:26 Transparency And Next Steps03:59 Midterm Reality Check04:23 Wrap Up And Sign Off