Nathan Payne is the co-founder of Offer on Homes and Investor Drive, a wholesaling investment firm and real estate coaching platform helping investors scale their portfolios the "Painless" way. With a background in door-to-door sales and a passion for autonomy, Nathan has built a thriving real estate business while living his dream lifestyle in rural Ontario. He specializes in wholesaling, flipping, and coaching clients through real-world deals using a hands-on apprenticeship model.     Make sure to download our free guide, 7 Questions Every Passive Investor Should Ask, here. Key Takeaways Nathan transitioned from door-to-door sales to real estate after seeking a lifestyle with more autonomy and time freedom. He emphasizes real-world coaching through deal partnerships, not just video courses or information dumps. Wholesaling success comes from embracing rejection, refining your sales process, and staying persistent through messy deals. Building savings and having a support system are critical when transitioning into entrepreneurship. Real estate investing should align with your lifestyle goals—not just financial benchmarks.     Topics From Sales Hustler to Rural Investor Started in door-to-door sales before quitting to launch a real estate business with his roommate. Lacked marketing and deal flow at first, but invested heavily in coaching and mentorship to improve. After seven years in the business, he moved with his family to a farm in Ontario, living a slower, intentional life. Lessons from the Early Grind Faced rejections, lost contracts, and failed deals when first starting. Learned that sales tactics differ between products—urgency pressure may work for cable, not for homes. Paid for mentorship after realizing trial-and-error was too costly and time-consuming. Painless Flipping and Coaching Philosophy Teaches students by reviewing live deals, helping them qualify leads, and even partnering on closings. Emulates an apprenticeship model: direct feedback, ongoing support, and real deal experience. Rejects the passive "info-only" coaching model in favor of outcome-driven partnerships. Living With Purpose, Not Pressure No longer driven by money—prioritizes time with family and coaching a handful of serious clients. Believes success is defined by clarity and self-awareness, not vanity metrics or hustle culture. Coaches students to align investing strategy with lifestyle goals from day one.     📢 Announcement: Learn about our Apartment Investing Mastermind here. Round of Insights Failure that set Nathan up for success: Early in marriage, he focused too much on money and not enough on being present—this taught him to reprioritize family above all. Digital or mobile resource: ChatGPT — a must-use tool for business efficiency and content creation. Book recommendation: 10x Is Easier Than 2x by Dan Sullivan — a mindset-shifting read on thinking bigger while simplifying your focus. Daily habit: Reviews OKRs (Objectives & Key Results) and life vision daily to ensure each task aligns with long-term goals. #1 insight for wholesaling properties: Don't do it unless you're ready for an emotional roller coaster—real estate deals rarely go perfectly. Favorite restaurant in Ontario: Gusto Grande.     Next Steps Explore Nathan's hands-on coaching at PaynelessFlipping.com Evaluate your current investing strategy: is it aligned with the lifestyle you actually want? Don't just seek information—find a mentor who will walk with you through your next deal.     Thank you for joining us for another great episode! If you're enjoying the show, please LEAVE A RATING OR REVIEW, and be sure to hit that subscribe button so you do not miss an episode.

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