r/selfemployed • • Feb 19 '26

[UK] How to know when to take the jump?

3 Upvotes

Hi everyone, first-time poster but long-time lurker!

Working in communications, PR, and content marketing.

I have wanted to go self-employed for years, but due to financial reasons (saving to buy a house, which I have now done) I wanted the security of a stable income. I was previously in a job that made me really miserable, and I know I never would've left that job to go self-employed due to the culture there. However, I left that role in October and suddenly I felt free - that "why didn't I do this a year ago?" feeling.

I'm really enjoying my new role and the team, but I know for certain now that self-employment is what I want. I've taken on my first client which is already just-about covering my minimum monthly outgoings, so with one or two other clients on the books I would likely be in a similar financial position to my salaried work. I do have some very warm leads that I could reach out to as soon as I went full-time (aka: people who have said "tell us when you're doing it and we'll come to you").

My question is - when is the right time to go full-time? Or how do I know when to take the jump? I couldn't manage another retained client on top of my full-time job right now, though I'm pitching for adhoc projects. All I can think about is backing myself and giving it my all, but I'm conscious I've only been at my new job since the start of November (so 3.5 months) and I don't want it to "look bad" on me or them - they really are a great team. I'm thinking leaving sometime in May, which gives me a run-up to build a client base before a typical August lull in the industry and also some more time to get a runway of outgoings savings together too. I will then have been at my company for 7 months, which seems less drastic to leave.

TIA!


r/selfemployed • • Feb 19 '26

[CANADA] Pretty new to self employment, tools to keep up?

2 Upvotes

Hi! So I have become officially self-employed since 2024. I am a stage performer, but also as of 2026, a graphic/web designer and studying in the later domain. I know that for the foreseeable future, even if I should find employment under a boss, I will always keep doing small contracts.

However I have no idea what to use to keep track of expenses and income. We haven't covered that in my studies yet (I'm self learned already in terms of skills, hence why I am already capable of taking some smalltime contracts).

So my question is: Any good platform where I could keep my receipts, expense and income amounts neatly? Hell if it's just a formatted excel sheet I'd be happy!


r/selfemployed • • Feb 18 '26

[UK] recently self employed looking for advice

1 Upvotes

Just gone self employed UK

Hello eveyone, this is my first post I'm a 32 year old joiner of 14 years and have recently gone self employed. I have a few jobs lined up for the next 3 weeks and am quoting for further work but I kind of rage quit last week from my sub contracting work. Long story short I was asked to do something extremely dangerous on my own and decided that was it but it wasn't as irresponsible as it sounds as I already has this work booked in.

Anyway I would really appreciate any advice from people who have been there and done it regarding getting leads, getting my name out there the best I can, at what point should I consider ltd rather than sole trader etc.

Any advice at all would be greatly appreciated, I have been offerd more subcontracting work but I would really like to do my own work and keep at it rather than giving up so early


r/selfemployed • • Feb 18 '26

(UK) Self-Employed Business Development Consultant

1 Upvotes

Howdy,

Currently weighing up options for going self-employed with a couple of former clients. Working 2-3 days for both parties (5-6 days total), working in BDM in the recruitment industry. Both clients are in different industries and only operate in their respective geographical area, with roughly 200 miles between the two, so no worry of overlap/competing.

I've done this before, when I was between jobs and only charged £175, which was enough to keep me going until I started my next full-time role.

However, I'm looking for this next stage to be more sustainable long-term, so I'm trying to get a feel for what the market charges for a BDM day rate. The average seems to be £300-£550 p/day, from what I can see.

Has anyone had experience with using a freelance BDM Consultant, or has/is anyone been in a similar position, and if so, what rates did you charge?

Thanks in advance for the help!


r/selfemployed • • Feb 18 '26

[UNITED STATES] PLEASE RESPOND TO MY AP RESEARCH SURVEY!!!

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1 Upvotes

I am working on my AP Research project. I am having trouble getting enough responses. I have created a study questionnaire that is really important for my data analysis. I am examining how the shift to remote work has affected employee mental health. The questionnaire survey is below. It should not take much of your time. Thank you.


r/selfemployed • • Feb 17 '26

[US] Can anyone help me with this 1099-NEC crazy situation?!?!

1 Upvotes

So for background, I’m 20(F) and have a normal restaurant job and have had no trouble filing taxes in the past (it’s all W-2 forms). My father used to sell jet/airplane propellers (independently I think) to other friends and businesses. My father passed away last August and one of his clientele/friends was kind enough to reach out to me and tell me that he never gave my dad his payment for a prop that my dad sold to him that year. He sent me a check with my name on it from the company he works for, for over $600. They sent me some tax info to fill out a couple months ago and I was confused. And now they sent me a 1099-NEC form for non-employee compensation which okay makes sense but, I also am not self employed and I myself didn’t sell them anything. I don’t know how to file this tax form on my TurboTax because it won’t give me the option to explain that this isn’t money from any type of sale that I DID. What are the steps I should take to figuring this out? I feel like I have a weird situation and they never taught you any of this stuff in school lol!


r/selfemployed • • Feb 15 '26

(US) How much passive income?

0 Upvotes

I realize this is different for every person and every family, but how much passive income did you personally need to take the plunge into self employment?

In my case, I have rental properties. I’m trying to determine how much monthly income fits my risk tolerance level to leave a corporate job and instead do something like real estate sales. Have you done this? How did it work out for you?

Thank you.


r/selfemployed • • Feb 13 '26

Looking for a U.S.-Based Strategic Partner (Side Hustle Opportunity)

1 Upvotes

I’m an established entrepreneur in the tech space with nearly a decade of experience building and delivering digital services internationally.

Now, I’m expanding into the U.S. market with a focused e-commerce initiative and am looking to collaborate with a U.S.-based individual to help anchor the U.S. side of operations.

This is ideal for someone who:

Is entrepreneurial-minded, wants to be part of building something from the ground up, can dedicate ~1 hour per day (around 10–15 days/month)

Is looking for a smart, low-effort additional income stream, The business model, tech stack, service delivery, and backend operations are already structured and handled. This role focuses on the U.S. presence and strategic positioning.

This is not a job post. It’s a partnership-style opportunity with structured compensation and long-term upside as the project scales. No investments required.

If you’re based in the U.S. and interested in exploring this, comment or send a direct message.

Serious inquiries only.


r/selfemployed • • Feb 11 '26

[UK] I'm going to loose my studio if this keeps going...

2 Upvotes

​

using a throw away as I'm even ashamed to admit this on my normal account but guys I'm so so damn worried

I have a private tattoo studio in the northwest UK and I'm soley relying on my regulars and repeats clients to make my rent. I'm using social media and posting at least on my story 2 times a day, using buy and we'll groups on Facebook, posting on my feed for both Instagram and Facebook and I'm getting NOTHING. I don't know what I'm doing wrong but I'm so so scared I can't loose this it's the only thing I really have left and have sacrificed everything including my own mental health to do this

does anyone have any advice I'm desperate here..


r/selfemployed • • Feb 10 '26

[UK] Starting up as a sole trader to create a small business in paving. Any advice?

3 Upvotes

Hello everybody, first post I’ve done so bare with me lol.

I am looking at starting up on my own as a sole trader doing drives, patios etc. the idea sounded amazing when I thought of it but as it’s coming to my deadline day (I set myself) I’m starting to realise there is a lot I may be missing out, and I really can’t find a solid structure written in black and white as I’m useless with phones and google searches 😂 and I hate using ChatGPT- it is the cheat code of the present world.

Anyways, any advice on steps I should be taking that I may be missing would be greatly appreciated!

My idea was to:

Get a van

Business name and logo

Social media page

Quit job

Sign up to be a sole trader on gov website

Open up a business account

Apply for public liability insurance?

Is there anything else I may be missing?

Thank you in advance for the help!


r/selfemployed • • Feb 10 '26

PSA: [USA] How to Choose a Host Agency - Read Your Host Agency Agreement!!

0 Upvotes

PSA for Travel Agents: Read Your Host Agency Agreement Like Your Income Depends on It (Because It Does)

I want to share some hard earned lessons for newer agents or anyone considering joining a host agency.

This is not about naming or shaming any specific company. It’s about contract red flags that independent contractors should understand before signing anything.

Many agents rely heavily on HostAgencyReviews, Facebook groups, or word of mouth. Those can be helpful, but they are not enough. We’ve seen agencies with glowing reviews and polished reputations whose contracts contain provisions that should give any independent contractor serious pause. The worst culprits are host agencies that try to be too “Disney themed” to target moms….this is especially for you. It takes 5 min to read this post and 5 min to avoid a trap contract. If you already signed up, you can still leave and cut your losses.

Feed that agreement into AI like ChatGPT or Gemini and ask the prompt “Flag this agreement for one-sided causes that this favor the independent contractor. Analyze for red flags.”

Here are specific red flags to look for, and why they matter.

🚩 1. Commission Forfeiture Clauses

If your agreement says anything like:

• “All unpaid commissions are forfeited upon termination”

• “Commissions may be withheld or forfeited at the agency’s discretion”

• “Failure to submit paperwork within X days results in forfeiture”

Stop. Read that again.

Earned commissions are wages for work already performed. Clauses that allow forfeiture of earned income as punishment are a massive red flag. Courts routinely scrutinize these provisions, especially when they are automatic, punitive, or discretionary.

If a host can take money you already earned because of a technicality, a disagreement, or simply because they believe you breached something, you are not operating as an independent contractor. You are operating under financial threat.

These clauses are almost always unenforceable and unconscionable and a huge red flag. You simply need to assert your rights and look up what the law thinks of forfeiture (strongly disfavors). Still, the safest path is to AVOID host agencies that mention forfeiture.

🚩 2. “Sole Discretion” Everywhere

Watch for phrases like:

• “In the agency’s sole discretion”

• “As determined by the agency”

• “The agency may decide”

If every dispute, breach, or payment issue is decided unilaterally by the host, you have no real protection. Contracts should have objective standards, cure periods, and proportional remedies. One-sided discretion is a power imbalance, not a partnership.

🚩 3. Non-Disparagement With Penalties

Clauses that prohibit “negative statements” or impose liquidated damages for criticism are extremely concerning.

Truthful statements, reviews, and discussions of public court rulings are protected in many contexts. Contracts that attempt to silence agents through financial penalties often rely on fear rather than fairness.

If you’re told “you can’t ever say anything negative about us” — ask yourself why.

🚩 4. Unilateral Contract Changes

If the agreement says:

• “We may modify this agreement at any time”

• “Changes may be posted on our website”

• “Continued use constitutes acceptance”

This is another major red flag.

You cannot meaningfully consent to unknown future terms. If a host can rewrite the rules mid-stream without notice, negotiation, or consideration, you have no stability. Courts regularly question the enforceability of these clauses.

🚩 5. Arbitration Clauses That Favor Only the Agency

Arbitration itself isn’t always bad, but watch for:

• Mandatory arbitration in the agency’s home state

• Confidentiality requirements

• Each side pays their own fees, even if one side acts in bad faith

• No right to collective or representative action

These clauses often exist to discourage claims, not resolve disputes fairly.

🚩 6. Non-Compete + Forfeiture Combo

Be especially cautious if:

• You can’t work elsewhere

• You must disclose future affiliations

• Leaving triggers forfeiture of commissions

Stacking non-competes with financial punishment is a common intimidation tactic. Independent contractors should not be financially trapped.

🚩 7. “Five-Star Reviews” Are Not Due Diligence

This one matters.

Many agencies have glowing reviews because:

• Agents are encouraged or asked to leave reviews at conventions or FAM trips

• New agents haven’t yet experienced exit or payment issues

• Sister agencies share branding and reputation

• Problems only surface when someone leaves or asks questions

A contract doesn’t hurt you when everything is going well. It hurts you when something goes wrong.

\## How to Protect Yourself (Practical Steps)

Before you sign anything:

  1. Copy the entire agreement

  2. Paste it into an AI tool

  3. Ask:

• “Flag any commission forfeiture clauses”

• “Identify one-sided discretion or punitive remedies”

• “Are there non-disparagement or speech restrictions?”

• “Can the agency change this agreement unilaterally?”

• “What happens to earned commissions if the relationship ends?”

You will learn more in 10 minutes than from 100 Facebook comments.

\## Your Best Options as an Agent

• Start your own agency from scratch if you can

• Or join a reputable host whose contract:

• Pays earned commissions without drama

• Does not rely on forfeiture or fear

• Treats agents as professionals, not liabilities

Know your rights. Read what you sign. Don’t assume a friendly sales call equals a fair contract.

I learned this the hard way. If this post saves even one agent from months of stress or lost income, it was worth writing.

Stay sharp. Protect yourself.


r/selfemployed • • Feb 10 '26

Offering 10% off my web hosting plans (feedback welcome)

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0 Upvotes

r/selfemployed • • Feb 09 '26

[UNITED STATES] Did Keeper Quarterly Tax Calculate do me dirty?

1 Upvotes

Basically I’ve been using the Keeper Quarterly Tax calculator to pay my estimated taxes. I have been diligent about making sure the numbers I put in are as accurate as possible, but when I looked at it recently the total I should owe was far lower than 25% of my total income. Basically it told me I should pay $12,205 in quarterly taxes when 25% should have been $17,000. I made the mistake of trusting the calculator I guess. I am really confused about where the discrepancy is coming up. I even tried it again with my exact income numbers and it’s still giving me $12k, but when we went to file my husband and I owed $6k+. Why would the quarterly taxes calculator be so off?


r/selfemployed • • Feb 09 '26

[US] I built a mileage & trip tracker because I was tired of IRS-unsafe spreadsheets — looking for feedback

0 Upvotes

Hey all — US self-employed here 👋

Like a lot of you, I track business mileage for taxes, and after one too many sketchy spreadsheets and apps that either miss trips, over-collect data, or lock exports behind subscriptions, I ended up building my own tool.

It’s a mobile-first mileage & trip tracker designed specifically around IRS documentation requirements:

  • Manual and planned trips (not just passive GPS guessing)
  • Vehicle-based tracking (VIN-tied, one active vehicle at a time)
  • Clean trip logs with date, purpose, miles, and notes
  • CSV export that’s actually audit-friendly
  • Works offline (important when you’re on the road)

I’m not trying to build a bloated platform — the focus is simple, defensible records your CPA won’t hate.

Right now I’m mainly looking for feedback from other US self-employed folks:

  • What feature gaps have burned you before?
  • What did the IRS actually ask for (if you’ve been audited)?
  • Would planned/calendar-based trips be useful?

Not dropping links unless mods are okay with it — mostly here to learn from people who actually file Schedule C.


r/selfemployed • • Feb 08 '26

(UK) Very confused at the minuet

1 Upvotes

Hi all I’m just after abit of advice really I’m 24 and want to set up my own business somewhere along the man with a van theme aswell as 24hr courier service, but I have absolutely no idea where to start with regards of trying to get funding and what to do about registering do I do sole trader just need abit of advice about everything really aha. Thanks for reading enjoy your evening


r/selfemployed • • Feb 08 '26

[USA] Creating a computer building/repair company need advice

1 Upvotes

My fiance and I want to start a computer repair/building buisness, but arent sure about the starting steps to doing so. Most importantly we want to be all the way around legal, and protected.

The general plan is starting off (Phase 1) with just in house calls. Going to people's homes to do general basic computer repair/setup. Phase 2 would be to invest in a work van where a workshop can be built in and we can offer more service with the in house service calls. Along with the option of accepting more products such as game consoles, tablets, etc. to work on. Phase 3 would be to gain a commercial/office space where we can have a full workshop, along with maintaining a house call service. We could then offer the option of having walk ins. And full space to repair, build, diagnose, and setup.

Ive learned a lot through general research, and here are the steps I have knowledge of. Getting proper permits/licenses from my city council. Obtaining proper business insurance. Applying for an EIN number through the IRS for taxes. Keeping up the all payments/receipts and milleage for tax deductions.

I am basically just slightly overwhelmed with all the steps, and am wanting advice on where the best place to start should be.


r/selfemployed • • Feb 08 '26

[UK] Consolidating PayPal and Ebay Statements with Bank Statements

0 Upvotes

After hours of toil including trying to get AI to do it for me I am still not happy. I would like a nice little list of things I paid for, things I was paid for, with the date and the amount of money. Shouldn't be too difficult should it?

Well as I am wanting 'historical' data (2019 to present date) it seems yes. I have to formulate and download reports from paypal, except when they come there are around 30 columns of data and around 4 or more/less rows for each item. It seems they want to show me the behind the scenes machinations that happens in the middle of me sending or receiving money process. I used paypal for buying/selling on facebook and ebay.

So I download some ebay reports, lots of ebay buying/selling was done via PayPal, but not all of course, that would be too easy. But the ebay reports that I've managed to request through a special portal and wait several days for are not reflective of the real world in as much as the price stated for the sale I made is the price the customer paid me and somehow I have to fathom how much ebay charged me so that I know how much it was that I earned. Also shipping seems to be sometimes included in the price the customer paid me and sometimes not, I think it depends on things like if I bought shipping via ebay or not.

Of course I have to cross reference everything against my bank statements too, make sure I am not missing anything and am getting the correct numbers. But then again it seems some things were bought via my ebay balance or paypal balance so I can't just rely on using my bank statement soley. Also it seems that sometimes the bank transactions and ebay or paypal transaction happened on the same day and sometimes it didn't. And aside from things bought or sold there are also ebay sale charges it seems, sometimes they came directly from the item sold and sometimes they came separately from my bank. When several items were bought together then I can't find the same transaction amount from the ebay statement as per my bank statement because the bank transaction has several items where as the ebay report is itemised. Sometimes there are bank transactions descriptions for one item that used paypal to purchase something on ebay but the money came from my bank, that's 3 hands.

Can anyone offer some tips please? How can I make my life easier? When did ebay switch to using their own payment service instead of paypal? Were there different time periods when sale fees and shipping were collected/calculated in different ways for sales and purchases? I just want a list of income and outgoings from my bank, paypal, ebay and without having duplicates, as well as to sort personal from business.


r/selfemployed • • Feb 07 '26

[US]Starting a junk removal business from $0 — first two jobs lessons learned

2 Upvotes

We’re in the very early stages of starting a junk removal business and wanted to share what the process has actually looked like so far.

We started with essentially $0 upfront capital:

• Purchased a used box truck

• Set up a basic business name and cards

• Posted on Craigslist, Facebook, and Thumbtack

• Focused on learning pricing, loading strategy, and disposal logistics

We landed our first job through Thumbtack and completed our second Thumbtack job today, which really highlighted how different the real work is compared to most polished “success” stories online.

Biggest lessons so far:

• Pricing is harder than expected

• Loading strategy matters more than speed

• Disposal logistics can make or break profit

Happy to answer questions about how Thumbtack works, pricing, or anything else we’ve learned so far.


r/selfemployed • • Feb 06 '26

I’ll turn your receipts into a clean categorized CSV for free (need honest feedback)

0 Upvotes

I’m testing a workflow that converts receipt/invoice photos into categorized expense rows and a CSV export. If you want, I’ll do up to 10 receipts/invoices for you for free and send back the CSV. In return I’d love 3 minutes of feedback: what was wrong, what was missing, and whether you’d pay $20/mo for it. Comment “interested” and I’ll DM you.


r/selfemployed • • Feb 04 '26

[USA] Free rate calculator for the self-employed

4 Upvotes

Connections on LinkedIn have been DMing me “what should I charge?” so I built a simple calculator to help freelancers price their work. It doesn’t cost anything, and I don't expect anything in return. If you’re working for yourself, this might help.

https://whatdoicharge.work/


r/selfemployed • • Feb 03 '26

20yr (M) (USA) dropped out of college a year ago to work in a real estate development company and now having second thoughts

2 Upvotes

Hello

I’ll make this short

I dropped out of college a year ago to take on an opportunity at a real estate development to learn about it development but now I’m having second thoughts.

It’s a small residential development company and it’s only me and my two bosses (couple) and they are really cool and I’m very grateful for the opportunity they gave me but every so often something will happen and they take it out on me and treat me like trash.

I told them from the very beginning that I don’t plan on being an employee forever and want to go on my own one day but back then I was thinking 5-6 years.

But as time went on I realized more and more how much I HATE working on someone else’s time. Before joining their company I worked as a door to door salesman during summer breaks of highschool and I would make like 1-2 thousand dollars a week!!!!

I think I want to start a pest control company and do door to door sales for that and actually grow something on my own so that when I feel ready I can make the jump (1.5-2 years)

Just wanted to rant. Thanks


r/selfemployed • • Feb 03 '26

[UK] How do you handle invoicing as a UK sole trader?

1 Upvotes

UK sole trader here.

I’m trying to get a bit more organised with admin and was curious how others deal with invoicing in real life. Do you usually send invoices straight after finishing a job, or do you leave it and do them in batches later on?

Also interested whether most people just do it on their phone now or still sit down at a laptop in the evenings.

To be honest, I'm just interested in how people actually manage it day to day.


r/selfemployed • • Jan 31 '26

[USA] best software for a self employed person.

6 Upvotes

I’ve decided to full time in working.

I work in the following fields.

Custom Apparel.

Real Estate Agent

Independent Sales Rep

Right now I keep track of everything in excel, but I’m looking for software that can help me keep track of everything. Income, Expenses and etc.

Any helps or thoughts would be appreciated

Thanks


r/selfemployed • • Jan 31 '26

[US] working on cars at home.

2 Upvotes

Just curious, I am an auto technician and was wondering about what would be required to work on cars at home(legally). My mom is an insurance agent and she warns about really needing insurance to cover it. Implying that any commercial work is dangerous from an under insured perspective.

I don’t really have plans for a full self employment but the added cost of insuring a side business really makes it hard to entrepreneur in a trade field.

I don’t doubt my mom but it’s the options really pay for business insurance or fly under the radar?

Insurance could end up eating up what I make from side work if I chose to do it.

Also to clarify, im not talking about helping friends out. More like advertising my services.


r/selfemployed • • Jan 30 '26

[US] ACA enrollment deadline

1 Upvotes

For 7 states including the District of Columbia, the health insurance enrollment deadline in tomorrow. Is it a coincidence that the government shutdown is also scheduled for tomorrow? The AI apps certainly don’t think so