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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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How do you go from $80K/year to nearly $400K… and then turn that into a 7-figure business?
This week on Wine After Work, I’m joined by Delaney William—former product manager turned entrepreneur, and founder of Elevated Tech. Delaney is the only coach teaching how to ethically stack remote jobs and use AI + automation to multiply income without starting a business or burning out.
In this conversation, Delaney shares:
His journey from $80K to $390K/year by stacking remote jobs.
Why he walked away from it all to build a business that now generates $1M+ annually.
How his team applied to over 100,000 jobs in one year, helping 120+ clients land roles at Google, Meta, Netflix, Airbnb, and more.
Practical tips on using AI and automation to increase income and peace of mind.
Why true success is about more than money—it’s about aligning your career with mental health, fitness, and faith.
Whether you’re curious about job stacking, exploring AI tools, or rethinking what success looks like, this episode is packed with strategies and inspiration.
✨ Tune in to hear how Delaney is helping people unlock financial freedom and fulfillment—without the grind.
171 episodes
