Jack's Journey to $40k/Month

Day 36 of My Journey to $40K/Month (Progress, Reality, and Some Wild AI Videos)

Day 36 of My Journey to $40K/Month (Progress, Reality, and Some Wild AI Videos)by: Jack MillerPublished on: 22/03/2026

Day 36 of my journey to $40K/month. I almost doubled my income this month, grew my email list, and made a couple commissions—but I’m still not out of my 9–5 yet. Here’s the honest update, what’s working, what’s not, and what I’m learning along the way.

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Day 36 of My Journey to $40K/Month (Progress, Reality, and Some Wild AI Videos)

Day 30 of My Journey to $40,000 Per Month (The Sweepstakes Just Ended!)

Day 30 of My Journey to $40,000 Per Month (The Sweepstakes Just Ended!)by: Jack MillerPublished on: 15/03/2026

Follow along on Day 30 of my journey to $40,000 per month online. In this update I share how my sweepstakes grew my email list to 250 leads, what I’m learning about building an online business, and the real ups and downs of trying to escape the 9-to-5. If you’re curious about making money online and building your own income stream, this post will give you a behind-the-scenes look at the process.

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Day 30 of My Journey to $40,000 Per Month (The Sweepstakes Just Ended!)

Day 27: Leads Are Growing, Sweepstakes Nerves, and My 21-Email Monster

Day 27: Leads Are Growing, Sweepstakes Nerves, and My 21-Email Monsterby: Jack MillerPublished on: 13/03/2026

Day 27 of my journey to $40,000 per month online. My email list is growing, my $1,000 sweepstakes is almost over, and I just built a 21-email nurture sequence. Here’s what’s happening behind the scenes of my online business.

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Day 27: Leads Are Growing, Sweepstakes Nerves, and My 21-Email Monster

Day 25: More Leads, Sweepstakes Surprises, and the Tier 3 Dilemma

Day 25: More Leads, Sweepstakes Surprises, and the Tier 3 Dilemmaby: Jack MillerPublished on: 11/03/2026

On Day 25 of my journey to $40,000 per month, my email list grows to 219 leads thanks to a $1,000 sweepstakes campaign. But new questions are starting to emerge about lead quality, tier 3 traffic, and whether limiting countries might improve results in future campaigns. In this update, I share what’s working, what I’m experimenting with on Facebook, and why running my first sweepstakes feels surprisingly surreal.

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Day 25: More Leads, Sweepstakes Surprises, and the Tier 3 Dilemma