personal finance : Your Money Personal Finance : Your Money: A Day in the Life of a $5M+ Online Entrepreneur

Saturday, November 1, 2025

A Day in the Life of a $5M+ Online Entrepreneur

Online Entrepreneur

At 38, I’ve cleared $5.2 million in cumulative online revenue—mostly SaaS subscriptions, high-ticket coaching, and evergreen digital products. I run everything from a renovated loft in Lisbon, Portugal, chosen for its 20 % flat tax and Atlantic light. My companies are 95 % automated; I work twenty focused hours a week. This is how one November day in 2025 actually unfolds.

 5:45 AM – Monk Mode  

I wake without an alarm, guided by an Oura Ring that ends my last sleep cycle. Sixteen ounces of celery juice and five minutes of morning sun on the balcony reset cortisol. Twenty minutes of Wim Hof breathwork follow, then ten minutes of gratitude journaling inside Notion. A three-minute cold plunge at 8 °C finishes the ritual. Willpower is highest before the world logs on; I bank it.

 6:30 AM – Deep Work I  

Phone in another room, Mac in Do Not Disturb, Freedom app blocking the internet except three tabs. Today’s objective: finalize a Q4 pricing test for the flagship SaaS—$149/mo jumping to $199/mo with a 20 % annual discount. I draft the changelog email (18 % of opens historically upsell) and record a two-minute Loom for the Ukrainian dev team. Async beats Zoom. The math: a 30 % upgrade rate across the base adds roughly $840 k in annual recurring revenue.

 8:15 AM – Move & Fuel  

Forty-five minutes of zone-2 running along the Tagus River, heart rate strapped to Apple Watch and Whoop. Breakfast is ribeye, half an avocado, and black coffee—carnivore-adjacent for stable glucose. I skim a private X Space I host for $10 k coaching clients; relationships still outpull ads.

 9:30 AM – 15-Minute Standup  

Slack replaces meetings. My Philippines VA, Ukrainian devs, and US media buyer post wins, blocks, and next moves. Dashboard glance:  

- SaaS MRR $318 k, up 4 % month-over-month  

- Coaching waitlist 41 × $25 k  

- Faceless YouTube channel 1.1 M subs, $42 RPM  

I green-light $2 k on a TikTok UGC creator; Hyros will track ROAS within 48 hours.

 10:00 AM – Content Batch  

Three YouTube shorts in one take—iPhone, teleprompter, natural window light. Topic: the exact pricing psychology behind the $199 test. A 22-year-old editor in Pakistan turns them around in six hours for $80 total. The channel clears $1.2 M a year on autopilot.

 11:15 AM – CEO Calls  

Two hyper-focused calls, both under 25 minutes, recorded and transcribed by Otter.ai. First, my Cayman foundation tax strategist; second, a mastermind peer swapping LTV hacks. No Zoom fatigue, no small talk.

 12:00 PM – Lunch & Micro-Adventure  

I walk to a local spot for octopus salad—no Uber, no rush. Thirty minutes with a physical copy of *The Psychology of Money*, margins annotated in pencil. A quick playtest at a VR arcade I own 8 % of; the web3 gaming startup is pre-token but already cash-flow positive.

 2:00 PM – Deep Work II  

AI bookkeeper (custom GPT ingesting QuickBooks) surfaces the P&L. I approve a $50 k MrBeast-style stunt for the SaaS launch and draft an SMS cart-abandon sequence projected to recover 9 % of lost sales—$22 k this week alone.

 3:45 PM – Family & Systems  

I pick up my four-year-old from Montessori (single dad 50 % custody). Hand-off to the nanny, then I audit SOP updates in ClickUp. Every process is documented; I haven’t touched customer support in three years. A Levels CGM confirms the ribeye kept blood glucose at 82 mg/dL.

 5:00 PM – Creative Play  

LEGO on the floor with my son—he’s designing a “subscription box” empire. I narrate a 30-second Reel on my phone: “Millionaires raise mini-CEOs.” Posted at 5:12 PM, it hits 1.8 M views in 48 hours and pulls 1,200 new email subscribers.

 7:00 PM – Wind-Down  

Fifteen minutes in the infrared sauna, 400 mg magnesium glycinate. Tomorrow’s three MITs are locked in Notion by 7:15. Blue-light blockers at 7:30 sharp. Dinner is wild salmon and asparagus via a meal-prep service that bills my Amex Black.

 9:00 PM – Lights Out  

Eight Sleep pod chilled to 64 °F. Phone charges in the kitchen; Apple Watch targets HRV above 70. Brown noise lulls me under.

 The Numbers on November 1, 2025  

- Net worth: $7.4 M (liquid + illiquid)  

- Monthly profit: $268 k after 32 % effective tax  

- Team: 14 remote, four VAs under $3 k/mo each  

- Email list: 287 k subscribers, $18 LTV  

- Life allocation: 70 % unblocked

 The Operating Philosophy  

Build once, sell forever—then live like the machine runs without you. I’m chief vision officer, not chief firefighter. The Notion template that orchestrates this day is $49 on my site; every buyer gets a 15-minute call with me. The template isn’t the product; proof the system works is.