Corporate Life to Self-Employment | MHFI 293

JT interviews Doug at FinCon 2025 in Portland about his entrepreneurial journey after leaving the corporate world, detailing his move into self-employment, affiliate marketing, and content creation.  Doug discusses how he transitioned from management consulting to becoming a content creator, exploring his initial ventures, the creation of his keyword research method, and strategies for navigating changes in the online landscape. Do you like the podcast and want to support the show?  Follow the link to find out how: https://milehighfi.com/support/ Curious to know exactly what products Doug uses?  Check out his Amazon lists below. *Affiliate links below, so if you buy something or spend money, we might earn a commission. That helps the show and doesn’t cost you anything extra. Thank you! Guitar Accessories Hiking & Outdoor Essentials for Sleep Want to order MHFI stickers/temporary tattoos or create your own custom stickers?  Of course you do!  We ALL do!  Order them here using our affiliate link so that we might earn a commission: https://www.stickermule.com/dougcunnington Links Doug’s other projects Smart Passive Income Keyword Golden Ratio FinCon MHFI Facebook group Check out Producer Chris’s blog: Epic Financial Journey — Join the Mile High FI Club – It’s the email list! Get MHFi Merch – It helps support the show. Get t-shirts & more **Disclaimer: The podcast is for informational purposes. Maybe entertainment but we won’t even make such a claim. You shouldn’t take the info as financial, legal, or tax advice. We aren’t certified financial planners or advisors. We’re not qualified for much. So get advice from professionals.** Brought To You By: The Doug Show, aka Affiliate Marketing & Side Hustles Email the show: [email protected] 0:00 Introduction 2:07 Curiosity about Doug’s mysterious background 7:58 Affiliate marketing journey 14:43 Challenges & changes in the industry 20:48 Done chasing trends 26:37 Future podcast ideas & direction