Why Land Flipping Broke Me in 2025 w/ Jon Newth

In this powerful episode of The Real Deal with Neil Clements, firefighter and land investor Jon Newth opens up about one of the most honest journeys I’ve heard in our space. He crushed it in 2024, nearly $200K in profit from land deals, appeared on the REtipster channel, built momentum… then 2025 hit like a freight train. Market shifted hard; scaling attempt backfired; team let go; ~$100K spent with little to show. Jon shares the mental lows, the confidence hit, why he almost quit, what pulled him back (coaching + masterminds), and exactly what he and Travis King are doing now: fewer but bigger subdivides + targeted double closes via cold calling. If you’ve ever felt stuck, lost momentum, or wondered if the land game “still works,” this raw conversation is for you. 0:00 - Intro & Jon’s background 0:35 - From binge-watching REtipster to appearing on it 1:50 - 2024 breakout year: ~$197K profit 3:33 - Feeling unstoppable after REtipster episode 4:41 - 2025 disaster: scaling attempt fails 7:45 - Market felt like a different universe 10:11 - Losing ~$100K & letting team go 13:25 - Mental hit & tail-between-legs feeling 15:34 - Wyoming mastermind & Travis coaching turnaround 21:21 - New game plan: subdivides + double closes 26:34 - Why fewer big deals beat high volume now 29:25 - What would stop him from leaving W-2 by 40 32:14 - Balancing risk-taking vs analysis paralysis 38:45 - Ceiling of achievement & entrepreneurial walls 44:07 - How he’ll measure success this time 49:26 - Accountability: the #1 key for him 55:14 - Biggest lesson: build in reflection time #landinvesting #landflipping #realestateinvesting #subdividingland #landbusiness #passiveincome #sidehustle #realestatesuccess #landdeals #investingmindset #entrepreneurship #realestatestories #landinvestor #doubleclose #coldcalling 📊 Manage Land Deals Like a Pro with Stride CRM https://go.retipster.com/stride/yt-kY... Land Portal: The Data Edge Every Land Investor Needs https://go.retipster.com/landportal/y... (REtipster Affiliate Link) 🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)! https://welcome.retipster.com/newslet... 🚀 Land Investor’s Action Plan (Free 5-Day Course!) https://welcome.retipster.com/5-day-e... ⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!) https://welcome.retipster.com/surviva... 👉 10X Your Income from Land Investing https://welcome.retipster.com/webinar... 😀 Join the REtipster Forum! https://forum.retipster.com/?utm_sour... 🛠️ All My Favorite Tools and Resources 🛠️ https://retipster.com/resources/?utm_...