Drewbie Wilson Tells Us How to Crush The Day episode artwork

EPISODE · Mar 31, 2025 · 1H 5M

Drewbie Wilson Tells Us How to Crush The Day

from Conversations with Rich Bennett · host Rich Bennett / Drewbie Wilson

Sponsored by Tar Heel Construction GroupDrewbie Wilson joins Rich Bennett to share how he turned his life around—from tipping the scales at 315 pounds to becoming a 7-figure sales leader and entrepreneur. He breaks down the mindset, discipline, and daily habits that help him (and his clients) crush the day before it crushes them. This episode is a must-listen for anyone in sales or business looking to level up with no gimmicks, just grit.Guest: Drewbie WilsonDrewbie Wilson is a sales expert, entrepreneur, podcast host, and author known for his straight-talk approach and relentless drive. After losing over 100 pounds and transforming his life, Drewbie applied that same discipline to business—rising from tech support to the C-suite and now leading his own consulting brand, Call The Damn Leads. He’s passionate about helping others crush their goals, one honest conversation at a time.Main Topics: ·         Drewbie Wilson’s personal weight loss journey and lifestyle transformation·         The origin and meaning behind “Crush the Day Before It Crushes You”·         Building a sales career from the ground up, including early experiences·         Transitioning from corporate life to entrepreneurship·         Sales training, discipline, and the importance of follow-up systems·         Overcoming fear and rejection in sales calls·         The difference between B2B and B2C sales strategies·         How to properly ask for referrals and the value of relationships·         Structuring daily routines for personal and professional success·         Lessons in motivation, gratitude, and leading by exampleResources mentioned:Guest & HostDrewbie Wilson – Entrepreneur, sales expert, and authorRich Bennett – Host of Conversations with Rich BennettBusinesses & BrandsCall The Damn Leads – Drewbie Wilson’s consulting brand and websiteHarford County Living – Podcast presentation sponsorTar Heel Construction Group – Sponsor mentioned in the ad breakDDP Yoga – Workout program mentioned by Rich BennettJolt Cola – Classic energy drink mentionedBooksDiary of a Damn Closer – Book by Drewbie WilsonCall The Damn Leads – Book by Drewbie WilsonWebsitesCallTheDamnLeads.com – Drewbie Wilson’s official siteAmazon.com – For Drewbie’s book (alternative to direct order)TarHeelConstructionGroup.com – Episode SponsorSocial Media & Content PlatformsThe Damn Leads Podcast – Drewbie’s current podcastCrushing the Day – Drewbie’s former daily podcastFacebook, LinkedIn – Mentioned in reference to outreach and messagingYouTube – Implied as a pSend us Fan MailCelebrate the Magic of Words in Bel Air, Maryland!https://bookfairatbelair.org/Tar Heel Construction GroupHarford County Living Stamp of Approval for Roofing, Siding and Exterior Services Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the showRate & Review on Apple Podcasts Follow the Conversations with Rich Bennett podcast on Social Media:Facebook – Conversations with Rich Bennett Facebook Group (Join the conversation) – Conversations with Rich Bennett podcast group | FacebookTwitter – Conversations with Rich Bennett Instagram – @conversationswithrichbennettTikTok – CWRB (@conversationsrichbennett) | TikTokSponsors, Affiliates, and ways we pay the bills:Hosted on BuzzsproutSquadCastSubscribe by Email

Sponsored by Tar Heel Construction Group Drewbie Wilson joins Rich Bennett to share how he turned his life around—from tipping the scales at 315 pounds to becoming a 7-figure sales leader and entrepreneur. He breaks down the mindset, discipline, and daily habits that help him (and his clients) crush the day before it crushes them. This episode is a must-listen for anyone in sales or business looking to level up with no gimmicks, just grit. Guest: Drewbie Wilson Drewbie Wilson is a sales exper...

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This episode was published on March 31, 2025.

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Sponsored by Tar Heel Construction GroupDrewbie Wilson joins Rich Bennett to share how he turned his life around—from tipping the scales at 315 pounds to becoming a 7-figure sales leader and entrepreneur. He breaks down the mindset, discipline, and...

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