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The Side Hustle Trap: When Extra Income Costs You More Than It Pays
💼 Not all money is good money
Welcome Back, Future Funder!
What if that side hustle that’s supposed to change your family’s lives is actually making everything worse?
What if the extra $800 a month you make with your side gig is costing you $1,200 in expenses and missed opportunities (and even more relationally)?
And what if the "just hustle harder" messaging that's everywhere these days is terrible advice for your specific situation?
If you've been grinding away at a side hustle while wondering why you're still broke and exhausted, it might be time to do some real math. Because not all income is created equal, and sometimes the money you're chasing is the most expensive money you'll ever earn 😬
In today's edition of Dinner Table Discussions, we'll debunk some of the hustle culture hype:
✅ How to calculate your TRUE hourly rate (including hidden costs)
✅ The opportunity cost calculator most side hustlers ignore
✅ When side hustles make sense (and when they don’t)
✅ A List of Actually Good Side Hustle Options
Bon appétit! 🧑🍳
lot of people won’t like hearing this but your time is probably best spent trying to get better at your 9-5 job rather than trying to find a new side hustle
— Boring_Business (@BoringBiz_)
8:03 PM • Sep 17, 2025
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🍽️ Main Course: Your Side Hustle Might Be Costing You More Than Your Day Job
Here's the painful truth about a lot of side hustles: they pay less than minimum wage when you factor in all the costs.
And we're not just talking about gas money for DoorDash or craft supplies for your Etsy shop. We're talking about the real costs that nobody wants to calculate because they'd have to admit they've been working for $4 an hour while their marriage falls apart and their kids barely see them.
Yikes.
Let's meet the Martinez family and do the math that most hustle culture influencers conveniently skip.
Meet Sarah Martinez: a Side Hustle Success Story (Or Is it?)
Sarah works full-time as an administrative assistant making $45,000 a year. To help with the family budget, she started a side hustle doing freelance graphic design in the evenings and weekends.
Her pitch to her husband: "I can make an extra $1,000 a month! That's $12,000 a year!"
Sounds great, right? Let's do the real math.
Sarah's Reported Side Hustle Income:
Average monthly revenue: $1,000
Annual revenue: $12,000
But here's what Sarah didn't calculate:
Direct Costs:
Adobe Creative Cloud subscription: $55/month ($660/year)
Stock photo subscriptions: $30/month ($360/year)
Website hosting and domain: $180/year
Canva Pro backup subscription: $13/month ($156/year)
Freelance platform fees (15% of revenue): $1,800/year
Total direct costs: $3,156/year
Time Investment:
Client communication and revisions: 8 hours/month
Actual design work: 15 hours/month
Marketing and portfolio updates: 5 hours/month (and that’s a conservative estimate)
Invoicing and admin: 2 hours/month
Total time: 30 hours/month or 360 hours/year
Tax Impact:
Self-employment tax (15.3% on net income): $1,353
Additional income tax (22% bracket): $1,946
Total tax hit: $3,299
Hidden Costs Nobody Talks About:
Increased childcare: 2 extra hours/week at $15/hour = $1,560/year
Meals out because too tired to cook: $200/month = $2,400/year
Missed career advancement opportunity at day job due to evening exhaustion
Stress-related purchases and "treats" to cope: ~$100/month = $1,200/year
Sarah's Real Numbers:
Gross revenue: $12,000
Direct costs: -$3,156
Taxes: -$3,299
Hidden costs: -$5,160
Net income: $385/year
Sarah's actual hourly rate: $1.07/hour
She's literally working 360 hours a year for less than the cost of a fancy coffee per hour. And that's before we factor in the biggest cost of all: opportunity cost.
The Opportunity Cost Nobody Calculates
Side hustles are not for everyone and definitely not something you should go into because it's fashionable.
If not well researched, you may earn yourself a heartache and stress.Savings accounts may lose some value over time but not as fast as a bad project.
— Hillary bamulinde (@Hbamulinde)
3:01 AM • Mar 29, 2022
While Sarah spent 360 a year hours doing graphic design for $1.07/hour, here's what she could have done instead:
Option 1: Invest in Her Day Job Career
Sarah could have used those 360 hours to:
Get a professional certification in project management ($400 cost, 100 hours study time)
Build relationships with senior leadership at her company
Lead a high-visibility project
Position herself for a promotion
Result: A 10% raise on her $45,000 salary = $4,500/year increase. Every year. With benefits. And paid time off. And no self-employment tax.
Option 2: Invest in Her Marriage and Kids
360 hours equals:
72 date nights with her husband (5 hours each)
720 bedtime stories with her kids (30 minutes each)
45 family weekend adventures (8 hours each)
Result: Stronger marriage, better-adjusted kids, lower stress, better health. What's that worth? More than $385.
Option 3: Invest in Passive Income Instead
If Sarah took the 30 hours per month she spent on her side hustle and instead worked just one extra hour of overtime at her day job per week (paid at time-and-a-half), she would earn:
Overtime rate: $26/hour (her regular $17.30/hour × 1.5)
4 overtime hours/month × $26 = $104/month
Annual overtime income: $1,248
THEN she could invest that $1,248 plus the $3,156 she would have spent on design software into an index fund:
Total annual investment: $4,404
Over 10 years at 7% return: $60,847.64
Her side hustle making $385/year? Over 10 years that's just $5,319.33 at 7% growth 😅
When Side Hustles Actually Make Sense
After reading Sarah's story, you might think we're anti-side hustle. We're not. We're anti-bad-math.
Here are the scenarios where a side hustle can be genuinely worth it:
Scenario 1: You Have a Genuine Skill Gap to Fill
If you're between jobs, underemployed, or your main income genuinely can't cover necessities, a side hustle can be a bridge. But it should be:
High-paying relative to time invested ($30+/hour after all costs)
Temporary with a clear exit plan
Not sacrificing long-term career growth for short-term cash
Scenario 2: You're Building Equity, Not Just Trading Time
Side hustles that create assets or build toward ownership:
Starting a business you plan to scale and possibly sell
Building a YouTube channel or blog with long-term passive income potential
Creating products or intellectual property you can sell repeatedly
Learning skills that significantly increase your main career value
Scenario 3: The Math Actually Works
Let's look at a side hustle that actually makes financial sense:
Jake's Lawncare Side Hustle:
Mows 8 lawns on Saturdays, $40 each = $320/week
Spring through fall (32 weeks) = $10,240 annual revenue
Equipment already owned (sunk cost)
Gas and maintenance: $800/year
Time investment: 6 hours/week (192 hours/year)
Additional taxes: ~$2077
Net income: $7,363
True hourly rate: $38.35/hour
Jake's side hustle works because:
High revenue per hour of actual work
Minimal overhead and complexity
Doesn't interfere with main career advancement
Defined time boundary (Saturdays only, seasonal)
Physical activity (not sitting at another screen)
The Side Hustle Equation You Need to Use Right Now
Before you start or continue any side hustle, calculate this:
(Annual Revenue - Direct Costs - Extra Taxes - Hidden Costs) ÷ Total Hours Worked = Your True Hourly Rate
If your true hourly rate is less than $25/hour, you need to seriously question whether that side hustle is worth it.
And if your true hourly rate is less than your day job's hourly rate, you're moving backward.
Tip: Don't forget to include hidden costs like childcare, mental health impact, relationship strain, missed family time, and opportunity costs in your main career. These are real costs even if they don't show up on a spreadsheet.
Useful Side Hustle Ideas
Data Annotation
Wages can be anywhere from $20/hr to $40/hr and beyond
Training AI models by annotating the data (rating their outputs)
Lots of different tasks you can choose from and qualify for
All you need is a laptop, that’s all
DoorDash
Wages depend on your location, but can be as low as $12/hr or high as $25-$30/hr
We suggest DoorDashing at peak times of busyness for maximum earnings
You just need a registered car and driver’s license to get started
Make sure to calculate whether your true hourly rate is worth it though
Freelance Writing on Upwork or Fiverr
You set your own wages; could be $25/hr or $60/hr
You just need to have the skills to actually write content well
Tip: Look for clients in a field you already know. That’s where you offer value
Main reason to suggest this is it only requires a laptop, nothing more
Note: Upwork and Fiverr take fees on what you earn (and that’s before taxes)
(Not a side hustle) Take an Extra Shift at Your Job
We’re serious. If you work an hourly job, most employers would be ecstatic for you to take another shift or two a month
You don’t have to pay freelance taxes on that income
You don’t have to buy any new equipment
You can think less about the positives and negatives and make more money this way
Bottom Line
Side hustles can be valuable, but only when the math actually works. Most people running side hustles are making less than minimum wage when they calculate their true hourly rate, and they're sacrificing their most valuable non-renewable resource: time with their family.
Before you hustle harder, do the math. Calculate your real hourly rate. Factor in the opportunity costs. And then decide if that extra income is really moving your family forward, or if you're just running faster on a treadmill going nowhere.
Sometimes the smartest financial move isn't making more money, but investing your time more wisely.
Cheers to getting 1% better each week! 🥂
👂 We’d love to hear from you
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👂 Do you have a side hustle? Have you ever calculated your true hourly rate?
We'd love to hear about it—and your story could help someone else make a smarter decision. Just hit reply and share.
Thanks for reading,
—Your friends @ Future Funders 🍽️
P.S. Forward this to a friend who's been "grinding" for months and has nothing to show for it. 😬
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