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6 Indicators That Your Side Gig Is Running You, Not the Other Way Around

September 23, 2025 By Teri Monroe Leave a Comment

side gig running you
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Is your side gig running you? What once felt like the key to financial freedom may be leaving you feeling burnt out and stretched thin. Many of us need the extra income outside full-time jobs to make ends meet. But the landscape of side gigs has changed. Somewhere between “just a few hours” and “I’m always on,” many people realize that their life is being taken over by their side gig. Calendar creep, hidden costs, and constant pings can turn a smart idea into a stress machine. If you’re wondering whether the balance has flipped, you’re not alone. Here are six clear indicators your side gig is running you.

1. Your Hours Balloon, But Your Profit Doesn’t

Hustle culture makes us believe that if we just work a little harder, it will get easier. But at some point, you need to recognize if your side gig devours nights and weekends. And if your bank account isn’t any healthier, you have a margin problem. At some point, you have to know your worth. Try this: track every hour and divide your net income by those hours to find your real rate. If it’s lower than your day-job rate or minimum acceptable rate, you’re subsidizing the gig with your life. So, raise prices, narrow services, or set a minimum project size. Money and time need to match. If clients balk, they’re confirming the misfit.

2. You’re Paying “Success Taxes” You Didn’t Plan For

Side income isn’t free money. Have you accounted for self-employment tax, quarterly estimates, platform fees, and higher software tiers? You should account for at least 30% off the top. If tax season keeps ambushing you, the side gig is steering your cash flow. Try to distribute a percentage of every payment to a separate tax bucket the moment it lands. Only if it’s doable for your financial situation. You may want to explore an LLC or S-Corp as well. This may help with tax liabilities.

3. Your Main Job, Sleep, or Relationships Are Taking the Hit

The fastest way to spot a runaway side gig is collateral damage. Key indicators include slipping performance reviews, short tempers at home, or losing track of how much coffee you’ve drank. If you regularly cancel workouts, skip social time, or stay up past midnight to “catch up,” the cost is compounding. You can try to cap weekly gig hours, enforce device curfews, and set one no-work night to find a better balance. Don’t burn out your core life for side income.

4. Clients Train You to Be Always-On

You deserve downtime, even with a side gig. It’s not sustainable to be always on. If your phone buzzes at 10 p.m. and you answer because “that’s just how it is,” the side gig has set the rules. Urgent requests are often poorly planned and pushed onto you. Reset expectations in writing, like response windows, revision limits, rush fees, and office hours. Use templates and autoresponders so boundaries are clear every time. The best clients will understand.

5. Projects Keep Drifting Beyond Your Scope

Scope creep can be detrimental to your mental health. If you’re taking on more work and not being compensated, your side gig is running you. A “quick tweak” shouldn’t lead to an unpaid afternoon. Be very clear about your scope, such as a one-page scope, a deliverables list, two rounds of revisions, and what counts as out-of-scope with a price. Then, stick to it. Consistency makes you faster and more profitable.

6. You’re Building Busywork, Not an Asset

Could your side gig continue without you? If everything depends on you, you own a treadmill, not a side gig. Ask yourself: are there checklists, automations, or a VA that can help? Start by documenting your top five recurring tasks, then automate one and delegate one. Move from custom one-offs to repeatable offers, standard operating procedures, and a tiny tech stack that does the heavy lifting. Build an asset, not busywork.

Put Your Hustle Back Under Your Control

A side gig should expand options, not shrink them. Start by pricing to your real hourly rate after tax, install boundaries you can enforce, and convert chaotic tasks into systems. If the business only works when you’re exhausted, it doesn’t work. With a few deliberate tweaks, you can turn the wheel and make the gig serve your life again.

Which indicator hit closest to home? Drop your situation in the comments.

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Teri Monroe Headshot
Teri Monroe

Teri Monroe started her career in communications working for local government and nonprofits. Today, she is a freelance finance and lifestyle writer and small business owner. In her spare time, she loves golfing with her husband, taking her dog Milo on long walks, and playing pickleball with friends.

Filed Under: General Finance Tagged With: burnout, freelancing, pricing, scope creep, side gig, small business

Are You Paying Too Much in Platform Fees Without Even Knowing It?

September 18, 2025 By Teri Monroe Leave a Comment

platform fees selling online
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Do you rely on side hustles or freelancing for extra income? Many third-party platforms make your side hustle easier and expand your reach. Platforms like Etsy, Poshmark, and eBay give sellers the added bonus of seller protections, customer service, and built-in marketing. But these benefits come at a high cost. Without realizing it, you may be paying too much in fees. These fees can quickly erode profits. Here’s how platform fees sneak in and why you might be paying too much without realizing it.

1. Transaction Fees on Every Sale

Marketplaces like Etsy, Poshmark, and eBay take a percentage of each transaction. These percentages sometimes vary by category. But on Poshmark, for example, sellers pay a 20% fee on all sales, unless the item is under $15. That’s not including additional fees for shipping discounts or promotions. Sellers often underestimate how quickly these deductions add up. A $20 sale may net only $16 or less after fees. Once you add in cost of goods, your profit margins may be slim. It’s important to keep track of your numbers if you want to have a successful business or side hustle.

2. Payment Processing Costs

Did you know that credit card processors and third-party gateways charge per payment? Even “small” 2–3% fees eat into earnings over time. Many platforms don’t highlight these costs upfront. Frequent transactions mean frequent losses.

3. Listing or Posting Fees

Some platforms charge to list items, run ads, or boost visibility. In order to stay competitive, sellers may feel the need to spend more money on these services. Unfortunately, sellers who don’t track these costs may spend more than they earn. On some platforms, even unsold items can cost money to post. This can put you in the red even before making a sale.

4. Service and Subscription Fees

Platforms push premium tiers with monthly subscription charges, like Promoted Closet on Poshmark or stores on eBay. These often promise perks like visibility or in-depth analytics. But subscriptions cut into income before a single sale happens.

5. Withdrawal or Transfer Charges

Moving money from a platform to a bank instantly often carries hidden fees. Frequent withdrawals increase costs. Some platforms add delays unless you pay “expedited” fees. While these fees seem small at first, frequent withdrawals can harm your bottom line.

6. Currency Conversion Costs

It’s wonderful to be able to have a global reach. But it isn’t free. Global platforms charge for converting payments across currencies. If you’re selling to international buyers, you may lose money with every conversion. Rates are rarely favorable, adding invisible costs. Currency issues eat into margins silently.

7. Refund and Dispute Deductions

Even when customers get refunds, sellers may still pay fees. Platforms often keep processing costs regardless of the outcome. Frequent disputes can quietly drain profits. It’s important to factor the unexpected costs of doing business into pricing.

8. Advertising and Boosted Visibility Fees

Many platforms feel like they are pay-to-play. Without advertising, you may make fewer sales. Paying to stand out is tempting, but fees add up quickly. Many sellers overspend chasing exposure that doesn’t convert. Without strict budgets, ad fees erase profits. Platforms count on overspending to make money.

9. Premium Feature Upsells

Platforms offer “optional” add-ons like insurance or analytics. These sound useful, but often duplicate free tools. Sellers should carefully weigh cost vs. benefit. Upsells are designed to nickel-and-dime users.

10. The Opportunity Cost of High Fees

High platform costs mean fewer resources for growth elsewhere. You may miss chances to reinvest profits. Building a personal website or using lower-fee tools could save more. Relying solely on high-fee platforms limits long-term success. If you’re constantly tied to platforms, your success is tied to theirs, and you are at the mercy of fees.

Why Awareness of Fees Protects Your Hard-Earned Income

Platforms make earning easier, but the fees are anything but invisible. Side hustlers who calculate true costs avoid nasty surprises. Awareness turns hidden losses into manageable business decisions. The smartest earners know every dollar in and every fee out. To create a sustainable business, many sellers turn away from platforms. By creating their own website, sellers say goodbye to arbitrary fees and unexpected platform changes that can hurt business.

Have you ever calculated the true platform fees eating into your income? Which hidden charge surprised you the most?

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Teri Monroe Headshot
Teri Monroe

Teri Monroe started her career in communications working for local government and nonprofits. Today, she is a freelance finance and lifestyle writer and small business owner. In her spare time, she loves golfing with her husband, taking her dog Milo on long walks, and playing pickleball with friends.

Filed Under: General Finance Tagged With: financial planning, gig economy, hidden-costs, online income, platform fees, side hustle tips

10 Airbnb Rental Hacks That Raise Red Flags For Insurance Companies

September 16, 2025 By Teri Monroe Leave a Comment

Airbnb rental
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Do you dream of being an Airbnb host or do you currently have a rental? Many homeowners have turned to Airbnb for additional income. Running an Airbnb can be expensive, and some hosts look for ways to save. But did you know some of these behaviors can leave your property exposed? While there are ways to reduce costs and maximize earnings, they may not sit well with insurers. Insurance companies often scrutinize short-term rentals because of hidden risks. These 10 common Airbnb hacks often trigger red flags for insurance companies and can cause potential coverage problems for you.

1. Listing Without Telling Your Insurer

If you haven’t told your insurance company about your Airbnb, you’re taking a serious risk. Some hosts skip disclosure to avoid higher premiums, but that decision can backfire quickly. Most insurers consider undisclosed rentals a misrepresentation, which may void your homeowners’ policy altogether. Even short-term or occasional weekend stays are enough to trigger penalties. Without proper coverage, you could be left paying out of pocket for costly damage, liability claims, or guest-related accidents.

2. Using Home-Sharing Endorsements Incorrectly

Think you’re covered under home-sharing endorsements? Think again. These endorsements extend limited protection for short-term rentals. But they are designed for occasional use, like renting out a spare room a few weekends a year. Problems arise when hosts stretch the coverage beyond what’s allowed. You can’t rent the property year-round and expect to be covered. Insurers view this kind of misuse as abuse of coverage, and it can lead to denied or canceled claims. What feels like a harmless shortcut can leave you fully exposed when you need protection most.

3. Skipping Landlord Coverage

Airbnb hosts sometimes assume standard home insurance is enough to cover them. But without landlord or rental coverage, damage claims may be denied. You may face policy gaps that will leave you underinsured. Insurance companies penalize risky shortcuts like skipping coverage.

4. Hiding Commercial-Level Rentals

Renting multiple properties or frequent turnover crosses into commercial use. Some hosts disguise this as personal rentals. Insurers treat commercial activity differently, requiring separate coverage. Misrepresentation creates liability exposure. This distinction can also be important to determine tax liabilities.

5. Relying Solely on Airbnb’s Host Guarantee

Hosts often believe Airbnb’s protection replaces insurance. In reality, it excludes many damage and liability scenarios. Insurers flag reliance on third-party programs. Airbnb guarantees are supplemental, not replacements for comprehensive insurance.

6. Renting High-Risk Amenities

While guests look for luxurious amenities, they could put your property at risk. Pools, trampolines, and hot tubs are insurance headaches. Hosts sometimes downplay these amenities to insurance companies. Injuries from these undisclosed amenities can void coverage entirely.

7. Using DIY Lease Agreements

Some hosts draft their own “rental agreements” outside Airbnb’s system. This is a huge red flag. Insurers prefer standardized, vetted contracts for a reason. Homemade leases can complicate claims. Any informal paperwork signals risk.

8. Ignoring Local Zoning and Permit Rules

Renting in restricted zones without permits creates legal risk. Insurers can deny claims if rentals violate local laws. You should never overlook these requirements. Compliance matters as much as premiums.

9. Underreporting Rental Income

Do you have to report all of your Airbnb income? Some hosts minimize rental income to avoid tax or premium hikes. But insurers can compare claims with income disclosures. Any inconsistencies flag fraud risk. Underreporting often backfires on hosts.

10. Mixing Long-Term and Short-Term Rentals

Switching between long-term tenants and short-term Airbnb guests confuses coverage. Insurers require clear declarations of occupancy type. Blurred use creates red flags during claims. Transparency is the best policy and avoids denials.

Why Airbnb Shortcuts Can Cost More Than They Save

Airbnb hacks may boost income short-term, but risk bigger losses later. Insurers watch for nondisclosure, misrepresentation, and liability risks. Savings are not enough to put your investment at risk. Playing by the rules protects both your insurance coverage and Airbnb income.

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Teri Monroe Headshot
Teri Monroe

Teri Monroe started her career in communications working for local government and nonprofits. Today, she is a freelance finance and lifestyle writer and small business owner. In her spare time, she loves golfing with her husband, taking her dog Milo on long walks, and playing pickleball with friends.

Filed Under: General Finance Tagged With: Airbnb, Airbnb host, Airbnb insurance, insurance red flags

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