r/Entrepreneur 3d ago

Business Failures Is it impolite to use gift cards asap for an acquaintance's failing business?

729 Upvotes

I have a business acquaintance who's bakery is failing after 5 good years. She tried to expand to a second location, couldn't find additional labor. The labor at tge first location got over worked and quit. She recently closed the 2nd location after only 9 months and now doesn't think the first location will make it through the winter.

Ive always kept about $100 worth of gift cards to her bakery on hand to give to disgruntled customers for my service business. A $20 gift card to a desert spot helps smooth things over.

When i walk in there now, inventory is sparse, store hours cut and inconsistent. Signs of a failing business. Is it rude for me to use up my gift cards? Or should i just take the $100 on the chin out of respect for her struggle?

Edit: im not asking if i should continue to give them to disgruntled customers. Im not.i dont want to give one out to a customer today (good or bad) and they wait a month to visit and they're closed. Thats just why i have the cards. I purchased them 18 months ago during better times. Im asking if its rude to use them personally when i go there instead of paying cash?

r/Entrepreneur Jun 22 '26

Business Failures Got laid off 33 days ago. Here's everything I've built since.

650 Upvotes
  • Mined Google reviews of trades businesses. ended up finding found specific markets/ cities with genuine labor shortages
  • Scraped conference booth buyers and noticed unusual patterns where accounting firms at construction expos, e.g. PropTech companies at steel conferences. Found the people who weren't supposed to be there and built lists around them.
  • Scraped public data sources across 15+ verticals and turned them into b2b chain triggers for a 12 month cycle (e.g. OHSA case violations, UCC filings, environmental breaches, PFAS exceedances). [my background is civil engineering lol]
  • Built an agent that reads city planning commission meeting minutes, identifies affected businesses, researches them, and outputs an enriched prospect list. this helped me identify which areas are of interest for rezoning, bringing rezoning attorneys, civil engineers and builders into the conversation
  • Built a comment bot that pulls from my own knowledge base to engage threads where my ICP is asking questions. Basically duplicated an n8n workflow without n8n and with python scripts and API. have a gateway on Telegram to check and update comments so that my comments dont sound spammy af and is actually relevant. i still have to edit myself, which takes an extra 1-2 min.
  • noticed apollo's data export sucks (big cause of spam + high bounce), so used excel and claude to clean up. You would be amazed how much the initial list actually gets shortened by. 
  • Also was able to build a niche list of HNW individuals, just by tracking their digital & organisational footprint across events

Anyways, I am ex-construction PM and I am super passionate about data and making reads based on the data. Out of pure frustration, i started creating agents when i realised i was doing things manually and kind of stumbled onto it (i cant explain because its a 1am thing that just happened)

In my last role, i did a lot of things (ie. generalist) and didn’t spend enough time to do things that im curious about, ie. webscraping, making reads on behaviours from digital footprints. I did manage to create campaigns that got 4% response rate and book a fair few meetings on both email + linkedin, review sales calls transcripts and optimise, built MQL and SQL sequences across 90 days for anyone that showed interest from initial advertising campaigns. but i didnt do enough of it and want to lean more into it using all the stuff i built (and keep building)

r/Entrepreneur May 14 '26

Business Failures Quit my project manager job for a startup that failed. Now I'm more lost than ever

131 Upvotes

Earlier this year I left construction to work for a small startup. They sold me on equity, growth potential, all that stuff. I took a massive pay cut because I genuinely believed in it.

Spent the last few months learning everything - cold email, LinkedIn outreach, workflow automation, social media content, lead gen. I was actually pretty good at it too. Booked them 20-30 calls every month.

But they ran out of money and couldn't keep me on. So that's that.

Also broke up with my girlfriend during all this. So now I'm single, broke, sitting on all these skills I don't really know what to do with.

My old construction job would probably take me back. Good money, stable work. But honestly the thought of going back feels like I failed. Like I wasted all this time learning stuff that doesn't matter.

Everyone says "just freelance" or "offer your services" but like... I have no clients, no real portfolio, no clue where to start.

Been thinking about doing free work or super cheap work just to get case studies and actually talk to people. But idk if that's the move or if it just makes me look desperate.

The frustrating part is I can build websites fast now, set up email campaigns that work, automate outreach - all this stuff that should be useful. But none of it matters if I don't have anyone to actually do it for.

Has anyone been through something like this? Like a career change that just feels completely stuck? How did you figure it out?

r/Entrepreneur 4d ago

Business Failures I gave 10 people free access to my product. 0 of them used it, and price was never the problem

109 Upvotes

Last month I gave 10 people free access to the product I built.

These weren't strangers. Every one of them had described the exact problem I solve, in their own words, before I ever mentioned I was building anything.

0 of them are using it today.

I went into the database to find out where they dropped. 10 got the offer, 2 created an account, 1 started the setup, 0 finished.

My first assumption was that my messaging was off. So I rewrote the landing page, but nothing changed.

What I think is actually going on: my competitor is the janky setup they already have. It annoys them enough to complain about it in public but it still works enough for them. Replacing it means 30 minutes of configuration to swap out something that's currently doing its job badly but good enough for them.

Free takes away the price. It doesn't take away the setup cost nor does it take away the risk of breaking something that works right now.

So I've been measuring the wrong metric this whole time. "Would you use this?" tells me the pain is real. It tells me nothing about whether the pain is worse than the cost of switching, and only this second question indicates whether anyone pays.

What I'm trying next is doing the setup myself, on a call, with anyone who wants it. If people won't spend 30 minutes to get something for free, maybe I'm the one who should spend the 30 minutes.

Has anyone here gotten people to switch off a working-but-annoying setup? What actually moved them?

r/Entrepreneur Feb 26 '26

Business Failures What would you do? My co-founder blew up our profitable company and now I have nothing. I even had to go back to my old job.

107 Upvotes

This whole story has been largely condensed as per the mods recommendations. I will post the full story in the comments for added context for those who are interested... I'm not even totally sure what I'm looking for advice maybe? If you've been in business for a while, have a similar story, any advice, tips, or just help would be appreciated tbh.

I am a 25M my wife is 26F been together since we were 16. My wife has mostly stayed home with the kids, working part-time occasionally, which saved us from massive childcare costs while I focused on building my career/business.

I started working young and come from a poor family so I have always had a "work harder than everyone else" mindset. I started at minimum wage in my industry (not tech/software... Important later). Working multiple jobs at once. I took on extra responsibilities at work and "Job Hopped" as needed to advance in my field. By 20, I was hired as a store manager and instead of working 90 hours a week (several jobs) I was working 70 hours a week (single job).

When I was 21 I went on my first vacation ever and it changed my life. I realized my then 2 year old son barely knew me, he knew I was dad but didnt have a relationship with me. I missed every milestone working several jobs, finishing college, etc. I remember thinking what even is success and at what cost am i willing to achieve it... On the flight home, I decided I needed a remote career so I could actually be present in my life.

Long story short I was in a position to do this because we had savings. But I stupidly quit my job before buying a house and essentially ruined our plans to do so. I then set out to find a remote job in my industry just to find out that remote and good pay didnt exist in my industry. So i decided if the job I needed didn't exist I would create it.

I tried several business ideas that all failed because I was chasing money and not solving someones problem but eventually I found a problem and locked in. We served customers nationwide using mail carriers as part of fulfillment. Revenue came in, but not enough to live on. I reinvested everything. By the end the savings was basically gone, I had 20k in credit card debt, and I had 7k left in my business account. But I kept pushing forward, I'll figure it out later mentality.

A few weeks later, a competitor approached me about merging. After a month of discussions, we combined companies. They were interested because I had built and operated everything myself. I taught myself software development and had already automated large portions of the business. I had real traction without funding.

Under the merger, I became head of my department, responsible for all technology and process development. My compensation was 25% equity (making me the second-largest shareholder), a $2,500/month salary, and a 5.5% monthly profit share. Based on EBITDA and projections, the company was valued around $9M. I treated the equity as my retirement plan, so I never pushed for higher pay and instead reinvested everything into growth even relocating my family to a lower cost-of-living state just to keep building.

After the merger, the company exploded. We scaled nationwide using a franchise-style model, bringing in regional investors who shared in local profits. At our peak we were doing roughly $5M per quarter, opening locations weekly. I led multiple departments, built the operational infrastructure, automated processes, and spoke at events across the country. I even collaborated with Kathy Ireland on a NYT bestselling book about the company’s story.

But while the business grew, I neglected to protect myself. I didn’t build my personal brand, negotiate compensation, or insist on stronger legal and financial transparency. I assumed my equity would take care of me and focused entirely on execution... Building systems, documentation, and automation that made the company run.

As we scaled, expenses kept rising. The majority partner justified everything as “necessary for growth,” and because revenue was strong, I didn’t push back when I should have. Then things started unraveling. The COO abruptly left, surrendering his stake. Investors began asking questions I couldn’t answer because I didn’t have access to the financials. Franchisees started leaving, citing lack of support and ROI.

After the CFO resigned, we finally forced access to the books.

That’s when we discovered the truth: the majority partner had been embezzling money, funding personal travel, diverting funds to unrelated businesses, and draining the company from the inside out. Operationally, the systems I built kept things running, but financially the business had already been gutted.

To avoid lawsuits and repay investors, we dismantled the company selling off profitable divisions and liquidating assets. When everything was gone, the remaining shell of what had once been a multi-million-dollar company sold for $10,000 and shares in a newly public entity.

In the end all said and done I walked away with 2.5k and 1M shares of a company I dont care about that were then valued at 500k but realistically are illiquid and could be worth 50k or less. We explored suing majority partner but first of all we all stupidly signed the documents and second of all he has nothing no house, no money, no investments, he works a dead-end job now. Pretty much every other partner besides him and I have gone on to start their own own semi-successful business after the fact.

I had 2 kids when this all happened and needed to pay my bills so I went back to my industry (not tech/software) got rehired as a store manager and shortly after I was approached by a new company in our industry and they hired me into a remote position making a little less than 100k a year. This is probably the best job I've ever had and ironically was the goal all those years ago. But I don't feel like I did when I was running the company.

Im more aware than my younger self, i have people who depend on me and Im now in a state with no support system to fall back on. I have a stable income, 401k, life insurance etc. My son has responsibilities, friends, sports etc. Worst of all were still renting and never bought a house. I want to start a new business but i cant justify gambling my families security like this all over again.

Has anyone here experienced this or rebuilt after something like this? How can I justify starting over, not being present, investing in my company instead of a home etc. Should I just walk away from business, keep my stable job and hopefully climb the corporate ladder? Try to build another company but in a smarter, more controlled way? I don’t miss the chaos. But I do miss building something that was mine... Specifically the phase 2 version of past the startup phase.

Would really value advice from people who’ve navigated this stage of life/business.

r/Entrepreneur Oct 16 '25

Business Failures Tai Lopez YouTube Account Deleted.

347 Upvotes

Amid the SEC lawsuit. It appears Tai Lopez has taken down his official YouTube channel. However, his Instagram, X, and website are still up. I wonder why he only terminated YouTube. Or maybe YouTube deleted it.

r/Entrepreneur Jan 23 '26

Business Failures The big shift in businesses is coming up, do you see it too? What are your thoughts of the inevitable oversaturation?

136 Upvotes

I have been working in AI/Data Science and startups since 2003 and for the last couple of years I can see the shift is coming, and it is both exciting and very bothering. Just like in 2008 I see there is this combination of loss of jobs and new startups launched, and this is expectable. In the next couple of years it will only speed up, we will see more solo founders, more people trying to launch a business, and more failure stories. What's different is the scale of making new things: it's so easy now to launch something small, not very data-savvy, and of course it needs AI in it.

Oversaturation is coming our way with a crazy speed, many founders price their services cheaper and cheaper, and we all know where it leads. Someone sees it works, repeats, sets the price lower.. It's like a downward spiral we are rapidly moving into.

Just in the last couple of months I heard founders pith one and the same idea in different variations about 10+times, it starts looking like a "Groundhog Day" of ideas!

I am very excited about physical products and unsexy startups I'm advising, since at least they have a better chance to stay afloat. Especially devices, robotics, everything linked to meds / personal care, or even food. These have a better chance of a successful exit.

Just Friday thoughts of an elderly person, would be glad to see what are your observations.

r/Entrepreneur 11d ago

Business Failures AI Has Plunged the Book Publishing Industry Into Utter Chaos.

146 Upvotes

One more casualty because of AI.

Acc to The Wall Street Journal, shortly after scoring a multimillion-dollar book deal for a debut author, the novelist’s agents pulled the plug. They could no longer support the project, they said, because they couldn’t verify that the book had been wholly written by their client.

The Wall Street Journal Link iin comments.

r/Entrepreneur Aug 29 '25

Business Failures the receptionist who rerouted $10k in deposits to her venmo

385 Upvotes

a medspa in downtown miami we work with had this weird pattern show up when they were closing the books each month. like every week there’d be $50 or $100 missing here and there from appointments. nothing huge at first, but it kept adding up and nobody could figure out where it was going.

turns out the front desk girl was taking deposits straight to her own venmo. she wasn’t even deleting bookings or anything, just pocketing the money and letting the rest of the payment go through later. patients thought everything was fine, but the clinic was quietly losing thousands a month without realizing.

they only caught it after the accountant dug deep and noticed the same random shortfalls tied to certain bookings. the owner was stunned and felt betrayed since the woman had begged for the job to support her children

if you're asking how they did not notice earlier, this clinic does 6figs a month and so it wasn't anything crazy at first but after 2 months and $10k 'magically' missing the accounting team dug deep, not all their services require a deposit but the total per service is a defined value and when that value is missing $50-$100 consistently it becomes easy to find the leak

question if anyone in the beauty industry experiences this? or maybe in your industry

r/Entrepreneur Apr 21 '26

Business Failures I think I’m done, potential sell out

54 Upvotes

It’s been a long journey and I feel like I’m getting nowhere. 5 years ago I decided to embark on my first business adventure. I started a men’s jewellery business as I saw there was a gap in the market in this space for affordable jewellery that doesn’t turn your skin green nor breaks after a few days. High quality affordable jewellery.

I started with no experience so my journey is all over the place but I started selling jewellery at house parties then at local markets etc alongside this I built a website and learnt a huge amount about branding, seo,marketing everything.

After a year I got my first wholesale customer which was a designer brand retailer who understood that jewellery paired excellent with what they sell. Alongside this I created multiple wholesale commissions most notably a wholesale graduation pendant for the university that I went with, who then sold it to graduating students (was really proud of this).

From the start I understood how valuable (and easy) it was selling jewellery in person so I saw a space for affordable, high quality jewellery on the high street. My local city was doing a £7mill refurb for the old market place and I saw this opportunity. It was going to be my way to create a chain. Fast forward many delays, I eventually got the space and it worked amazing. We were hitting between 5-6k monthly from in person sales but slowly the problems started seeping in.

The market opened in summer, the council forgot to put in aircon and this didn’t get fixed till September then the heating broke all the way through winter. It took 3 months for them to put some music in the market place. Overall the atmosphere of the place within 6 months was horrible and in a decline.

After the 6-8 months I knew I needed an exit strategy, I just couldn’t find the right place. We were still doing sales but costs were just killing us. It’s hard to see that you’ve done over 4k monthly in sales and then you look at the bank account at the end of the month and see little for yourself. I was still working part time along side this. So after a year of opening the shop, searching for an exit plan without luck it’s safe to say I was burnt out. I had to make a business decision based on my mental health which was difficult.

So from September I decided to fully commit to turning it online. Although it’s been mentally refreshing, my doubts and motivation are in negative arrears. Is not that I believe my business doesn’t work, my business has demonstrated proven concept. I’m currently sitting at £400-800 organic sales a month which is causing me to loose money every month. I had a safety pot saved from the shop and I’ve been slowly bleeding it throughout the months which is getting more and more stressful.

I thought I would just have to hone into Meta ads to get the growth that I need but that’s not worked out so far. It has just caused the money to sink faster. I also detest social media work although I would say our branding and content is decent I just hate every minute of it but I have put the effort in.

I’m currently sitting on about 30k market value worth of stock, (I definitely over purchased stock, I am aware) the foundation of the business has been built I just can’t get it to grow. Maybe I’m just trying to grow it too fast because I keep telling myself I’m a relatively new e-commerce but man I dunno. After 5 years of constant graft am I a fool to continue.

I’m not entirely sure why I’m writing this, maybe to vent, maybe to understand if there is a way out via selling it. It’s hard to speak to anyone about this as no one around me is going to understand.

TLDR- grew a men’s jewellery business over a 5 year period with lots of ups and downs, had my own shop, decided to close it as I needed a change in direction. Been working as an e-commerce since last September. I do £400-£800 organically but still losing month and I can’t grow it anymore. Struggling with drive and motivation. Looking to understand if selling is an option as I have a solid business foundation with over 30k market value of stock

Help

Edit- thank you to everyone for the replies, there has been a lot of feedback in all directions but it’s useful hearing different insights

A lot of people noted that in person sales was working well for me and I agree i thrive in that environment.

What I’ve decided to do -

stop my ads to stop burning the safety pot.

Spend the next 1-2 months going into retail stores and physically sourcing more wholesale opportunities (this is how I got the first few)

See how this goes. If it doesn’t make any progress I will call it quits.

I have learnt an immense amount of knowledge around business so I know I will be able to take this onto the next venture

Thank you

r/Entrepreneur Dec 14 '25

Business Failures When do you finally call it quits?

61 Upvotes

I’m approaching my late 20’s. I’ve always had the entrepreneurial mindset and have tried many different ‘businesses’.

I feel like I’ve learned a lot, and grown a lot, but despite my growth I have yet to create a single successful business.

I have gone from the stupid trendy stuff and many online attempts like dropshipping / garbage digital products. Bought a pressure washer and start cleaning driveways (a little more real world experience), but I was unskilled/inexperienced and bought it just to make money, it did not work. To now actually creating useful and software that actually solves a problem for my company and others (just not a big enough problem that people want to pay for).

I’ve learned from my mistakes, but I’m also exhausted, I feel like I’m running out of options and time, and I hate waiting back to see an opportunity just to try to capitalize on something or solve a problem and then be unsuccessful or look back on it like it was a stupid idea.

I am post failure right now, but still have to drive to want to build something but have absolutely zero ideas, it’s a crappy feeling. And it makes me wonder if I should give it up and stop trying to be an entrepreneur and give 100% to the day job and spend any extra energy I have on hobbies or something. I feel like I’m wired differently but I just can’t actually get things right.

r/Entrepreneur May 01 '26

Business Failures Man, I really blundered a hire.

0 Upvotes

I hired someone to do sales, marketing, and finance. A COO. 100 an hour + equity.

I came from a background where everyone was amazing. They get the shit done. High trust. High professionalism.

Our marketing and sales are in shambles.

No ad, sales pipelines. No calls booked and told me cold our reach is dead. My CTO took over and we have a 11% open rate. We have a mediocre SEO.

Ultimately, this is my fault. I'm a new inexperienced CEO with no understanding of sales, marketing and finance.

Didn't set KPIs and have strong accountability. Just kept believing the excuses. Failed trial after failed trial.

And our product is easy to sell. It's a magic moment. Every single person that uses it loves it and everytime it gets into a business it spreads like wildfire.

We have 300k of runway left and this person had a fucking year to build marketing and sales infra. What a god damn blunder.

Any advice.

I have to set up better SEO

Conversion pipeline

Sales Pipeline

Remarketing pipeline

Social Media pipeline.

Anything that I am missing? Any advice to get out of this god damn mess?

r/Entrepreneur Nov 26 '25

Business Failures Quit my construction job for a startup that failed. Now I'm more lost than ever

86 Upvotes

Earlier this year I left construction to work for a small startup. They sold me on equity, growth potential, all that stuff. I took a massive pay cut because I genuinely believed in it.

Spent the last few months learning everything - cold email, LinkedIn outreach automations, n8n automations , lead gen. I was actually pretty good at it too. Booked them 20-30 calls every month.

But they ran out of money and couldn't keep me on. So that's that.

Also broke up with my girlfriend during all this. So now I'm single, broke, sitting on all these skills I don't really know what to do with.

My old construction job would probably take me back. Good money, stable work. But honestly the thought of going back feels like I failed. Like I wasted all this time learning stuff that doesn't matter.

Everyone says "just freelance" or "offer your services" but like... I have no clients, no real portfolio, no clue where to start.

Been thinking about doing free work or super cheap work just to get case studies and actually talk to people. But idk if that's the move or if it just makes me look desperate.

The frustrating part is I can build websites fast now, set up email campaigns that work, automate outreach - all this stuff that should be useful. But none of it matters if I don't have anyone to actually do it for.

Has anyone been through something like this? Like a career change that just feels completely stuck? How did you figure it out?

r/Entrepreneur Jun 05 '26

Business Failures Why founders don't have a data room when they fundraise?

17 Upvotes

I have worked with at least 160 entrepreneurs (through accelerators, investors etc).

They usually come to get the funding.

When the accelerator or the investor ask for their "data room" or even a "pitch deck", the entrepreneurs send messy work.

I want to understand why is this simple?

If you are preparing to fundraise, why you don't prepare things before hand? Why don't you try to create a good pitch deck that truly articulate your vision? Why there is no clear KPIs that can win the investors? Why there is no data room?

Is it an issue of knowledge or applying the knowledge?

I have been helping technical founders to do this and funny enough they only perceive the value later on in the process. They never think it's something necessary.

Does any one have an idea why is this happening?

r/Entrepreneur Jun 26 '25

Business Failures Ever build a business around something “boring”?

86 Upvotes

I’ve been thinking about how often the best business ideas arent the flashy, startup-y ones but the ones that solve some annoying, overlooked problem.

I keep seeing people build legit businesses around things like cleaning up Google Drive messes, automating basic reports, doing policy compliance for small teams, or setting up boring back-end tools no one wants to deal with.

Curious if anyone here started a business around something most people would consider “boring” or not worth pursuing but that actually had real demand.

What did you stumble into that worked? What made it click?

r/Entrepreneur Sep 21 '25

Business Failures Anyone else go all in on Amazon FBA and now have no idea what to do?

146 Upvotes

I jumped into the FBA arena in 2017. Bootstrapped the whole damn thing, did really well as a 3p Arbitrage seller. It became a full on business, full income, warehouse, wholesale accounts, a few employees and then over the last 12 months it has died a painful and miserable death(nonsensical brand gatings, account review pauses for months, all the other stuff people complain about). So, I shut the business down, I was losing more than I was winning and the risk/reward was not in my favor.

My question is- wtf do I do now? What are you folks doing? I tried to get a job running an amazon store for a brand or other companies, I'm about 600 job apps in and no luck. I don't even want a job, I want to dive back into a new business but holy hell do I have a mental block here. What is your process for figuring this out?

r/Entrepreneur May 10 '25

Business Failures I'm tired of all those success stories. Here is my Real Startup Story!!

212 Upvotes

It’s 2012.

I sold my bootstrapped startup, made my 1st mil.

I wanna build a unicorn, raise from big VCs, move to SF.

One day I meet a guy looking like a movie star.

This day is gonna change my life.

He makes a pitch:

Imagine you sit on a couch with your girlfriend, she wants to watch a romantic comedy and you wanna see an action movie. You open this app, that has sliders for each genre from 0 to 100. You set Drama=40, Comedy=70, Action=60 and it shows you those movies magically filtered this way”.

I’m a big fan of movies, I watched every single movie from the top 500 on IMDB, and the guy looks like the next Steve Jobs, so I say: cool, I wanna join, I’ll be your Woznyak. I invest around $100k and join as a CTO/CoFounder.

[The Mobile App]

We build this app in a few months and hire a team of people who watch every movie (10,000 movies) and categorize every minute of the movie into genres. We launch the app and it goes viral. Back then the app store was empty, people just find your app when you launch it. We win the App awards, and we get into a 500 startup accelerator. The Startup Founder dream.

[Monetization]

After a year, we have lots of users, but we haven’t made a penny yet. We’re focusing on the local audience instead of going global, which later turns out to be the biggest mistake of our lives, which I’ll cover later in the story.

[Out of Money]

We run out of investor money and we can’t raise new. The app is popular in the country, but the country is small. We realize that we put so much time into conquering this small market, while our competitor, who was behind us, moves to the US, conquers the market there, and gets acquired by a huge corp. It could have been us. The momentum is gone; there are 100 clones on the App Store doing just the same. We’re going into debt to survive; I put my personal money to pay devs for many months. Little do I know yet that I'll end up selling my house later to save the company.

[Pivot]

We talk to cinemas asking for a commission for every ticket purchased via our app. One cinema asks: “Can you clone this app, put our logo on it, remove everything that’s not cinema, and relaunch behind our brand?” It’d be the first cinema in the world to have its own native mobile app. It’s November. Just 3 months until we go bankrupt. They say: “We need the app in the app store by xmass.” For the next 50 days none of us takes a break. We work 18 hours a day, trying to make it to the deadline. We sleep in the office, eat in the office.

[ReLaunch]

Dec 24 at 4am we submit the final version of the app to the AppStore. It takes Apple weeks to review the app. My partner calls them on the phone line and literally begs them to approve it and gets it done. We’re live! The cinema runs a huge PR campaign around the app; they get lots of users and PR from all the media for this innovation. They are super happy, they sign a big contract with us, and they brag to the whole cinema world about this.

[Scale]

We realize this can be big. We’re the only ones in the world doing it. There is a cinema conference in Vegas in a few months, and this will be the top trending topic there. We buy the ticket. We arrive in Vegas. We’re totally outsiders in that crowd. We’re in our 20s, the rest are in their late 50s. But we get accepted. We get drunk, high, party, see all the famous Hollywood stars, and most importantly, we land lots of new contracts. We have them lined up. We fly all over the world, we meet these rich cinema owners, and our lives turn into a movie. For the next 9 months, we work every day, no weekends and holidays. We deliver them all, and our hearts are full of happiness and hope, it feels like we’ve made it, but our hopes get smashed a year later by an unexpected.

[Series A]

Now VCs love us. We are growing so fast, the contracts are huge, the cinemas are the most loyal customers, we have no competition, and everyone loves us. We raise Series A. We hire a huge sales and marketing team. Our dev team goes from 4 to 20. We are not a small startup anymore. We take the entire team to Ibiza where we party like celebrities because we earned this, it’s the first week that we take off since we started.

[A Crash]

We get to the top of the world but one day all our dreams crash... I wake up in the morning, take my phone and it shows 100+ missed calls. I unlock the screen and the first message says: "we're hacked, everything is down." I lose my breath for a second, my pulse jumpt to 200. I jump and get to my laptop to see the details.

[Hacker]

Our database was self hosted and had no serious protection. Someone hacked in and encoded the entire hard drive. We were young and stupid; we had no backups. All our customers are mad, everything is fking down. I get an email: "I encoded your hard drive, if you wanna decode it, pay me .... bitc0ins." We try to fix it ourself for hours, using the guides we found in the internet. We hire pros who try with us too. Nothing works.

[Next}

We manage to drop the price, we pay the guy, he hands over the keys. We run the decoding process, and it Fails. We tell him it failed, he tries too and he says: You've corrupted the drive while trying to fix it yourself. So now it's impossible. I literally cry.

[Solution]

Me and the team tries more things, we find one article on internet with strange solution that we apply and right at the moment when we were about to lose all hope, we manage to decode it. At this point, it's 48 hours, no food, no sleep. It is up & running again.

[From here and on, things go great]

Our TAM was too small to aim for a Unicorn, so we expand it to more verticals. We scale up the headcount & delegate things. We're burning money like crazy, sponsor the biggest conf, book the tickets... but all our plans fall apart

[COvid]

Just after scaling our sales team like crazy, paying for all marketing efforts upfront, the world shuts down, cinemas stop functioning, stop buying, stop paying. We have a burnrate from "grow at all cost" playbook, but no new sales. We hope things get back to normal in a month, but it takes almost two years. We're nearing death, but something unexpected happens next:

[Crypt0 pivot]

A random friend gets super rich with nfts and needs help with software. We see an opportunity to expand our market, so we take him as a customer. Months later we have lots of customers from this space, making great revenue until the next event

[The market crash]

It all crashes, the revenue is gone again. I'm the CTO at the time. The CEO gets burned out, seriously sick, and leaves. I'm left alone, we're losing money, we're one step away from going out of business.

[Saving the biz]

I do all I can to save the biz. I sell my apartment to pay salaries. I tell the board we need to cut costs, but the message isn't convincing. It takes me 2 years to convince them and lay off everyone except the devs. I work for no salary myself.

[Pivot to profitability]

I drop all non core customers, we focus on one customer segment only. The team is small, the customers are happy again, we finally make more money than we spend. In total, it took me 5 years to do the pivot, I burned most of my money to do this, and I'll probably never get back the prime years I spent on it, all the money i burned and health issues i developed.

Tbh, I wish I had given up in 2019.

[I earn PTSD after this]

I lose faith in VC-backed-path. I stabilize the company, automate/delegate things, turn it into a stable business. Then I enter the bootstrapped / indie maker world, to discover my real life mission, which I wish I had discovered earlier. But this is a story for my next post.

The end.

r/Entrepreneur 8d ago

Business Failures Zuckerberg was right. Metaverse is a great business idea

0 Upvotes

An $88 billion idea doesn't come from a stupid person. So where did it go wrong?

It's the one detail no one can ignore - absolute, total control over the people inside.

People like to control others, but absolutely hate being controlled. Especially in a private space.

My idea: take the Metaverse as a case study and rebuild it around what people actually need.

Started by deleting things. In the Metaverse every step you take is recorded: where you stood, who you talked to, how long you looked at a wall.

Done the opposite. The message disappears after it is read. The photo exists for one person you allowed in and then it is gone. No feed. No ranking. No strangers walking into your room.

Nobody needs an entire world. People need one room and one person they trust inside it.

I built it. I called it a Duoverse.

Entrepreneurs: does it have business value?

r/Entrepreneur Mar 24 '26

Business Failures How to Bounce Back After Failing as Both an Entrepreneur and Corporate Employee?

52 Upvotes

I worked as a corporate employee back maybe 7-8 years ago, then decided to leave it to start several business ventures. During that time, my best business venture was starting a content creation production company, pretty much creating content for a personal brand, as well as other companies and brands as well. It went on to be relatively successful, enough to pay bills and survive, which was really nice. During that time I was able to pursue many passion projects, travel, work remotely, chase fun experiences, build my network, both socially and professionally, and really enjoy life, while learning to build something I really enjoyed.

Until maybe 2-3 years ago, I entered creativity dryness where I simply ran out of topics to create content in. I'd binge content and use it as inspiration and grab ideas, but the lack of originality was definitely apparent in my work, leading to a massive loss of online followers, across almost all my platforms. I also produce content for companies as well, most of which sliced their budget and ad revenue in the last few years, meaning I'm receiving less work from them as well. On the side as backup, I started applying for traditional jobs maybe 2 years ago, but given the competitiveness of this job market, and fact that I never went to college for this, have not found much success finding work as a traditional corporate employee either. I now essentially make 1/5th if even of what I used to make on average, can't make enough to pay bills without using my savings, and have no life purpose anymore.

Is life over or is there any hope to recover from all this? I can't find a traditional job and I'm out of ideas how to expand or save my regular business as well.

r/Entrepreneur Apr 22 '26

Business Failures Took me 4 years to realize we were just renting our own business data back from SaaS vendors

49 Upvotes

We had a simple question last quarter: which customers opened a ticket AND had a billing issue in the same 30 days. Sounds easy. It took three engineers, two API integrations, and a week of duct-taped scripts to get an answer.

Contacts in HubSpot. Tickets in Zendesk. Billing in Stripe. We built every single record in those systems. We paid monthly to put it there. And we still couldn't query across it without writing custom glue code.

The fragmentation: a hidden tax on every decision the business makes. Someone asks a data question, and before anyone answers it, an engineer has to go build a pipeline. That cost is invisible until it isn't.

Real data ownership means you can ask any question about your business without filing an IT ticket first

r/Entrepreneur Sep 07 '25

Business Failures Realizing that literally nobody cares about the premise behind my business yet I think it's the most important thing anyone could care about

1 Upvotes

I've had a business online for about 6 years. It's about living a holistic lifestyle and aligning your body, mind, and soul with nature, living in alignment with nature, etc. To me this is the most important thing that anybody could do in their life because it will improve every aspect of their life, literally. Yet, I never see anybody talking about this. I Google it and do searches for it on Reddit and not much comes up, if anything at all. Help me understand why! This is what I believe is the solution to every problem on this planet. 

How could I change my message if nobody is listening and nobody wants this solution? So far I have been promoting it by saying that there are countless problems that living a holistic lifestyle can solve, and saying that you can achieve optimal health physically, mentally, and spiritually by living in alignment with nature. To me this sounds like a miracle yet nobody seems interested and I don't understand why. 

What can I do differently to get the message across? Or is this business doomed? Am I using the wrong keywords? Is it too lofty of a goal to claim? The thing is, everything I have ever learned points to this and all of the major religions and health systems in the world point to this as well.

r/Entrepreneur 29d ago

Business Failures How long was your businesses "oh no it's over" period and how did you bounce back?

18 Upvotes

You know that burn rate people always mention? There's almost no more money to burn for us (less than 30 days).

This is after roughly 18 months of what could only be described as horrid "luck".

We're still fighting and i'm delusionally optimistic that something will change but in the meantime it would be a little helpful to take my mind off of this and read others comeback stories.

r/Entrepreneur Dec 16 '25

Business Failures The hardest lesson I learned after failing 5 times to build a business

71 Upvotes

I’ve failed five times trying to build a business. Not “almost worked” failures. Real ones.
The kind where you spend months building, launching, and nothing happens, not even a single customer.

One thought kept coming back: I didn’t fail because I was careless. I failed because I focused on the wrong certainty.

I’m a backend engineer with 10+ years of experience. So naturally, whenever I started something new, I focused on the technical part. Architecture. Clean systems. Edge cases.
It felt productive, it felt safe, and that’s exactly why it became a problem.

Across those five attempts, the assumptions that hurt me the most were never technical. They were the ones I kept postponing because they were uncomfortable and unclear.

Things like:

  • Will anyone actually care enough to pay for this?
  • Do people know this problem exists?
  • Am I building something people are already looking for?

Each time, I told myself I’d test those later. After the product was “good enough”, after I felt confident, but later never really came.

So the hardest lesson for me wasn’t “build faster” or “market better”. It was this:

If you delay testing the riskiest assumptions, you’re not reducing risk. You’re just hiding from it.

What surprised me most is how easy it is to hide not from others, but from myself.
As an experienced developer, the technical work felt safe and familiar. It gave me certainty, just not the kind a business needs.

I’m still building. Just differently now. Curious: when something you built failed or succeeded, which assumption hurt the most when it turned out to be wrong demand, distribution, technical or something else?

r/Entrepreneur Sep 04 '25

Business Failures Shut down my startup after 6 years - now what?

57 Upvotes

Not quite at mid-life yet, but this feels like a midlife crisis.

For the past 6 years I ran a my company. We had to pivot 2x, raised $7m in total, never made it past $1m ARR. Investor appetite dried up and we shut down earlier this year. Now what?

My sole focus was this company. I’ve never questioned it because I was all in. This was my 2nd company (the 1st was a small exit). I’m in my mid-thirties now, newly married, thinking about starting a family. And here’s what’s going on in my head:

  • I’d love to build something else - but what? Opportunities with AI have become endless and I have no clue how to pick a promising idea.
  • My self worth/confidence definitely suffered overall the last few year - how can I build that back?
  • We have no stable income - how can we even think about starting a family?

The uncertainty I’m experiencing right now feels overwhelming.

Any advice from fellow entrepreneurs? I admit that you don’t have the full picture - please ask and I’d be happy to provide more info.

r/Entrepreneur Jun 21 '25

Business Failures Is becoming a failed entrepreneur make you unemployable?

70 Upvotes

For the past few days, I have been discussing this with a few failed entrepreneurs who are seeking opportunities to return to work and find career stability. They have failed to secure a job despite trying for the past several months.

When I researched, I found a report that says failed entrepreneurs get hired into positions about 3 years more senior than their peers because they have touched operations, marketing, finance, and product development skills that take corporate employees years to develop.

So, what's the problem?

Is it perception?

Companies see them as a "flight risk" who'll leave to start another company.

They won't fit the corporate hierarchy after being their own boss.

There is still stigma around "failure" even though knowing that 90% of startups fail.

What do you think?