Episode 162: The Hiring Mistake That's Killing Your Business episode artwork

EPISODE · Aug 6, 2026 · 9 MIN

Episode 162: The Hiring Mistake That's Killing Your Business

from Results Driven · host Tiffany and Josh High

Send us Fan MailAre you expecting employee-level dedication from your sales team while only offering contractor-level commitment? Many real estate investors make the critical mistake of hiring acquisition managers as 1099 contractors to save on taxes, completely unaware of the legal and operational chaos it creates. In this solo episode, Tiffany High breaks down the massive differences between W-2 employees and 1099 contractors, and why your hiring structure dictates whether you build a loyal team or a revolving door of turnover. You will learn the strict IRS rules regarding mandated training, controlling work hours, and enforcing a singular sales process, plus a shocking cautionary tale of what happens when your 1099 contractors fail to pay their taxes. Listen and enjoy the show!You’ll Learn How To:Structure your acquisitions team correctly to avoid costly IRS audits and legal liabilitiesDifferentiate between the legal rights of W-2 employees versus 1099 independent contractorsBuild a highly trained sales team without violating federal labor and classification lawsEnforce a standardized sales process and mandatory daily training for your teamProtect your business from becoming liable for a contractor's unpaid federal taxesWhat You’ll Learn in This Episode:(1:09) The dangerous mismatch of wanting employee-level accountability with contractor-level commitment(2:04) Why hiring cheap 1099 contractors actually repels the high-tier talent you want to recruit(2:45) Why mandating daily sales training automatically classifies your team members as W-2 employees(3:25) How failing to train your acquisitions team daily is literally setting your marketing dollars on fire(4:03) The legalities of enforcing a strict acquisitions process and controlling your team's work hours(5:55) Tiffany's nightmare experience of receiving an IRS letter for her contractors' unpaid taxes(7:16) Why you become legally responsible for back taxes if you continue paying a delinquent contractorWho This Episode is For:Real estate investors and business owners actively hiring or managing an acquisitions teamEntrepreneurs unsure whether to classify their new hires as W-2 employees or 1099 contractorsTeam leaders who want to enforce mandatory training and KPIs without breaking labor lawsWhy You Should Listen:Hiring an acquisitions manager as a 1099 contractor might seem like a smart way to save money, but if you treat them like an employee, you are walking into a massive legal trap. By listening to this episode, you will understand the strict IRS guidelines that separate employees from contractors, allowing you to legally mandate daily training, enforce your sales process, control work hours, and protect your company from devastating tax liabilities.Connect with the Results Driven Community:Join the free community by visiting TheResultsDrivenPodcast.comFollow Tiffany and Josh here:Tiffany Instagram: @tiffanyhighfficialJosh Instagram: @joshhighofficialWebsite: https://resultsdrivenrei.com/home/Get Tiffany’s free resource: www.rdebook.com “26 Costly Mistakes I Made While Building My Seven-Figure Real Estate Business”

Episode metadata supplied by the publisher feed · Published Aug 6, 2026

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Send us Fan Mail Are you expecting employee-level dedication from your sales team while only offering contractor-level commitment? Many real estate investors make the critical mistake of hiring acquisition managers as 1099 contractors to save on taxes, completely unaware of the legal and operational chaos it creates. In this solo episode, Tiffany High breaks down the massive differences between W-2 employees and 1099 contractors, and why your hiring structure dictates whether you build a loya...

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Episode 162: The Hiring Mistake That's Killing Your Business

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