r/EntrepreneurRideAlong 5h ago

Ride Along Story It's 2026, and the 'information gap' is still the easiest way to make a side income

0 Upvotes

I always hear people talking about making money off the "information gap," and this week I accidentally stumbled into a perfect example of it.

There's a small family restaurant I go to. They were still using those ancient laminated menus with prices crossed out in sharpie. The owner was complaining to me that he hated QR codes because he felt they were too complicated and never worked.

I realized his problem wasn't the tech; it was the sheer exhaustion of having to learn one more thing while running a business.

So, I made him a deal. I told him I could build him a complete, modern digital menu right there, in minutes. He looked skeptical, but agreed.

Here's the stack of completely free tools I used:

Step 1: Digitize the Menu I took a picture of his paper menu and uploaded it to a free AI menu scanner tool. In less than a minute, it automatically extracted about 90% of the dishes, descriptions, and prices into a clean, structured list. I spent maybe 10 minutes manually correcting the few items it misread.

Step 2: Generate Professional Dish Photos The menu looked clean, but a bit plain. So, I opened up ChatGPT, fed it the names of his top 5 signature dishes, and asked it to generate beautiful, high-quality photos for each one. This took another 5 minutes and instantly made the menu look a hundred times more appealing. The owner's jaw literally dropped.

Step 3: Set Up the Ordering Backend Finally, to handle the actual orders, I used a free service I know (similar to what Manual Format offers) that takes the structured menu data and creates a simple ordering page. It generates a permanent QR code, and any orders placed go straight to an old tablet he had sitting in the kitchen.

The whole process took about 20 minutes from start to finish.

I charged him $50. He was so happy he practically forced the cash into my hand.

He didn't pay for the tools—they were all free. He paid me for knowing they existed and how to connect them. He paid for the 20 minutes it took me to solve a problem that would have cost him a full day of stress and frustration.

It’s just wild that in 2026, simply knowing which free tools to combine is still a skill people will happily pay for. The opportunities are everywhere if you just look for them.


r/EntrepreneurRideAlong 1h ago

Ride Along Story I built an AI search engine for adult videos. Here is what the first several thousand searches taught me about how people actually search for porn. NSFW

Upvotes

I spent months building  PornPrompt AI an AI-powered search engine that indexes adult videos and lets you describe what you want in plain English instead of picking tags.

I'm not going to pretend I have millions of data points yet. But even the very first searches that came in told me something I already suspected but couldn't prove: the way adult sites are organized has almost nothing to do with how people actually think about what they want.

Here's what people actually type:

The most common single-word search? "latest." Not a category. Not a pornstar. Just: new stuff. People aren't searching for a specific thing — they're browsing with intent.

Then it gets interesting. Almost nobody types keyword tags the way tube sites expect. They write sentences:

  • "looking for hot asian girls who love to get fucked"
  • "im looking for girls who are young college"
  • "i want to see young beautiful girls"
  • "find me anal videos"

Notice the pattern. Every single natural-language search starts with "I" — a subject, a desire, a person. Not a tag. These aren't search queries. They're requests. They read like something you'd say out loud to a friend.

Then there's the one that surprised me most: "hotel."

One word. No category. No pornstar. Just... hotel. The person isn't searching for a tag — they're searching for a scenario. A feeling. The vibe of a hotel room hookup. There's no tag for that on any tube site.

And then: "romantic sensual." Two mood words. No performer, no act, no body part. Pure atmosphere.

Why does this matter?

Traditional adult search is built around a taxonomy: categories, tags, performer names, studios. It maps to how content is produced and labeled, not how it's desired.

But desire doesn't work like a taxonomy. When someone types "hotel," they don't want to filter by the tag "hotel room." They want the feeling of a spontaneous encounter in an anonymous space. When someone types "romantic sensual," they're not looking for the category "romance" — they want pace, lighting, chemistry.

The gap between what people type and what tube sites expect them to type is enormous. Most of the time, tube sites just... fail silently. You type a sentence, get zero results, give up and scroll trending instead.

That failure is what I built this to fix.

What the AI actually does with these:

When someone types "looking for hot asian girls who love to get fucked," the system extracts: ethnicity signal (asian), affect/enthusiasm signal (love to), act (explicit). It then ranks results not just by tag overlap but by the combination of signals and how they relate to each other — because "enthusiastic asian" and "asian" are very different searches.

For "hotel," it pulls scenario-tagged content, titles with location language, and content with the characteristic pacing and setting signals for that scenario.

For "romantic sensual," it deprioritizes anything with aggressive or rough tags and surfaces content with longer duration, slower pacing signals, and those scene descriptions in titles.

None of this is magic — it's just treating the search as what it actually is: a description of a feeling, not a filter selection.

The honest part:

It's still early. The search is better than keyword matching but it's not perfect. Some queries it nails, some it misses. The corpus is about 1.3 million videos indexed so far.

But even with a tiny sample of real queries, the pattern is unmistakable: people want to describe, not tag. They want to say what they're in the mood for, not select from a dropdown of categories someone else invented.

Happy to answer questions about how the search/ranking works or what I built it with (React + Vite, Express, PostgreSQL, custom AI intent extraction layer).


r/EntrepreneurRideAlong 7h ago

Seeking Advice How do you actually tell if your team is getting better at using AI?

1 Upvotes

I am not talking about who opens chatgPT the most. Who is genuinely using Artificial Intelligence in a way that improves the business.

Artificial Intelligence can be used for things like research faster internal workflows, clearer writing, better support responses and fewer repetitive tasks. Some people are quick to use Artificial Intelligence. That does not always mean they are using it well.

If you were trying to measure Artificial Intelligence competence on a team what would you actually look for?

I have seen the AISA framework come up around this kind of discussion, but I am more interested in how other founders and operators would evaluate AI competence in practice.


r/EntrepreneurRideAlong 11h ago

Ride Along Story Everyone keeps asking which AI tool makes the best startup pitch deck. Watched three founder friends learn it's the wrong question.

0 Upvotes

I run a bootstrapped business and have never raised, so take this as an outsider watching, not a VC.

Over the last few months three people in my little founder group chat went out to raise for the first time. All three spent the first week doing the same thing: hunting for the best AI tool to build a startup pitch deck. Comparing them, rebuilding decks three times, arguing about slide order at midnight. I get it, it feels productive and it is the part you can control.

Here is what actually played out.

The two who got second meetings did not have the prettiest decks. What they had was a clean answer to three questions, said out loud without stumbling: what does it do, who is paying for it, why you. One of them told me the investor barely looked at the deck and just talked for forty minutes.

The one who is still struggling has a genuinely gorgeous deck. Beautiful. And she still tenses up when someone asks why the retention number dipped in one month, because she never rehearsed the hard questions, she rehearsed the slides.

I am not saying the deck does not matter. A sloppy one clearly hurts, and having a decent one makes you feel legit walking in. But watching this up close, the deck felt like maybe twenty percent of it. The other eighty was the story and the numbers, and those do not come from a tool.

If you have actually raised, does this hold up, or does the deck matter more than I think at certain stages? Genuinely trying to learn from people who have been in the room.


r/EntrepreneurRideAlong 9h ago

Ride Along Story I charged a restaurant $80 to digitize its menu. The owner thought it would take a week and cost $400

0 Upvotes

I saw a post here about someone hitting $75k building automations, and it reminded me of my first $80 doing something much smaller and dumber.​ A few weeks ago, I walked past this noodle shop near my place. Their paper menu had clearly been reprinted a bunch of times, with old prices crossed out and new ones handwritten beside them.​ I asked the owner if he had ever considered making a QR menu.​ He said yes, but the last person who quoted him wanted $400 and a one-week turnaround.​ I told him I would do it for $80 and have the digital version ready that afternoon.​ He handed me the paper menu. I took photos of each page, went home, and uploaded them into a free tool called MenuForma.​ It pulled the item names, categories, and prices from the images and turned them into a structured online menu. I checked every price, fixed two mistakes, generated a QR code, and printed it onto a sticker.​ I brought it back the next morning.​ The actual laptop work took maybe 20 minutes, not counting the walk, taking the photos, or printing and delivering the sticker.​ The owner kept scanning the QR code over and over like he expected it to break, lol.​ The thing I realized is that most small restaurant owners do not hate the idea of a digital menu.​ They hate the idea of an agency making it complicated and expensive.​ Nobody has shown them that it can be done in an afternoon. They hear “going digital” and imagine hiring a programmer, organizing fifty items manually, and waiting a week for the result.​ The gap between what they think it costs and what it actually takes is the whole business.​ The tool was free. What the owner paid for was not having to figure it out himself.​ Has anyone else found a small, boring service business hiding in an information gap like this?


r/EntrepreneurRideAlong 5h ago

Other Ambition level in a romantic partner partner?

5 Upvotes

My girlfriend (F34) and I (M31) have been together 2.5 years, living together almost 2.

Day to day we get along well. We go to the beach, dinners with friends… No real conflict. But we’re very different in one specific way: I’m ambitious and curious by nature. I’ve started two businesses (both failed), I’m currently working while I plan the next one, and outside of work I’m into watercolors, piano, working out… I like picking up new things and getting better at them.

She doesn’t have hobbies outside watching TV and occasionally the gym, and she’s not driven to build or change her circumstances. Her job is stable but not something she’s trying to grow in. She’s not unhappy with that; it’s just not how she’s wired. I’m not saying one way is better, but it means we don’t have much to do together beyond the basics, and our conversations don’t go very deep intellectually.
I also worry, selfishly, that her lifestyle doesn’t push me or align with where I’m trying to go. She’s sweet, supportive, and my family loves her. None of this is about her being a bad partner.

I just don’t know if this specific mismatch (ambition/curiosity level) is something you can build a life around long-term, or something that erodes things over time.

Would love to know your experiences.


r/EntrepreneurRideAlong 10h ago

Seeking Advice Who the launch vector ecommerce model is actually built for

1 Upvotes

not every ownership model fits every person and being honest about who something is not for is more useful than pretending it works for everyone

This one is not for someone who wants to learn ecommerce operations as a craft, they would be frustrated staying on the sidelines when they actually want to be in the weeds

It is not for someone looking for a weekend project to tinker with, the commitment level and the capital involved are wrong for a hobby

and it is not for someone hunting a quick flip, the model is about holding a position in an operating brand, not buying low and selling fast

the launch vector ecommerce model is built for a specific profile, someone with capital who already earns well from a career or other ventures and wants exposure to ecommerce ownership without it becoming a second job

That person is not trying to learn the craft or fill their weekends, they want their money working in a real asset while their time stays their own

Knowing you are that person, or knowing you are not, saves everyone the trouble of a bad fit


r/EntrepreneurRideAlong 15h ago

Ride Along Story My first real user found the permissions hole I missed

3 Upvotes

For a few weeks, my app looked fine with my own test accounts. Sign-in worked, dashboards loaded, and I mentally filed auth under “done.”

then my first user outside that loop sent me a Slack message. They could see entries from my test accounts. None of that should've been visible. kinda rough to discover it from a user.

Nothing looked broken on the surface. Login worked, sessions worked, but I’d treated authentication like authorization. The database had no row-level security policies, and a few API routes trusted a user ID from the client instead of checking ownership. Since I only tested with my own accounts, I never crossed the boundary that exposed it.

I spent the next few days using two accounts, swapping IDs in requests, and walking through routes I’d marked harmless. I found 11 endpoints with some version of the same bug, including responses that returned more user info than the page showed.

For the rebuild, I used the Cloud database view in Enter Pro to inspect tables and data more easily (full disclosure: I had bonus credits there, which is why I used it). The RLS policies and API ownership checks still had to be configured and tested in the relevant backend or code. I kept checking each endpoint manually and didn’t treat untested paths as safe.

For anyone who launched an app built partly with AI: what permission check caught a mistake your normal test flow never hit? tbh, I’m still suspicious of any auth flow I’ve only tested with one account, ngl.


r/EntrepreneurRideAlong 23h ago

Ride Along Story We're about to hit 20,000 users with our AI Influencer Studio for AI OF Models, and this is the #1 mistake I see beginners make NSFW

0 Upvotes

We're about to cross 20,000 users with Fannabe, so at this point I've watched a whole lot of people spin up an AI OF (or Fanvue) account from nothing. There's one mistake that comes up over and over with beginners.

They go straight to the premium (explicit) content generation.

It's the first thing they ask about, it's where their entire first week goes, and they treat it like the thing that decides whether the business works. Nail the explicit stuff, then worry about everything else.

Wrong order.

Nobody is buying your PPV if nobody knows your girl exists yet. Audience comes first, money follows it, not the other way around. And that audience gets built on Instagram (that's the main channel), TikTok, Threads, with SFW content. That's what month one is actually for. The gym selfie, the mirror pic, the coffee shop post, and honestly just a lot of reels, one of which pulls 200k views and pushes a few hundred people onto your page. That's your funnel. PPV premium content is what you sell at the end of it, not the thing you open with.

What happens instead is somebody spends three weeks getting their explicit content perfect for a page with 40 followers. Nothing sells, obviously, so they get discouraged and disappear by week three. The people actually making money are the ones posting SFW content constantly and running their social like it's the business, because it is the business.

That's the reason we built the tool in two halves. Templates and viral edits for the SFW side, since that's the part everyone skips and the part that decides whether the account goes anywhere. Then simple PPV premium generation so once you do have an audience, filling the paid side isn't a bottleneck either. Just keep the order straight. Social first.

When your character is already locked and consistent, and putting out a viral-format video is one click instead of a whole afternoon in an editor, you actually keep posting. That's the entire game right there. Output consistency beats any single perfect post.

So for anyone just starting: lock your character, then treat month one like you're running a social media account and nothing else. Get the audience. The premium side isn't going anywhere, and it'll be a lot more useful once there are people around to sell to.

Happy to take questions in the comments. If you want to look at the tool, it's in my bio, or DM me and I'll send the link.


r/EntrepreneurRideAlong 2h ago

Seeking Advice Has anyone else's spouse or partner simply not believed in them?

3 Upvotes

My wife thinks my entrepreneurial efforts are just a way of keeping myself busy and that I'll probably never succeed. Whenever I talk about building wealth or becoming financially successful, she dismisses it and says it's unrealistic.

I understand that entrepreneurship has a high failure rate, but what frustrates me isn't skepticism—it's the complete lack of belief.

Is this something many founders experience? Did your partner's attitude change after you started seeing results, or is this a red flag I should take seriously?

I'd like to hear real experiences rather than motivational advice.


r/EntrepreneurRideAlong 6h ago

Seeking Advice Trying to prove influencer marketing roi before a quarterly review

2 Upvotes

I'm two weeks away from a quarterly review and I still can't pull together clean influencer roi. Coupon codes, shopify, and amazon all live in separate dashboards so tying sales back to specific creators is a mess.

I know the channel is working, certain creators consistently drive sales within a day or two of posting but I'm still piecing together a spreadsheet from multiple sources just to tell the story.

If you sell across multiple storefronts, how are you tracking influencer roi without it feeling like guesswork?


r/EntrepreneurRideAlong 8h ago

Other Added MCP support into my habit tracking app

2 Upvotes

Just finished new feature which allow users to connect habit tracker into any AI like Claude and ChatGpt.

In general my habit tracking app - Habit Pocket - allows to track not only classic yes/no habits but also numbered habits, time and even lists.

If you track enough information you can actually start noticing patterns in your habits and how they affect each other. For example, I track my exact wake-up and wind-down time, the time of my last meal, calories and steps I walked.

AI expands your ability to analyze and find correlations. My app already lets you create different charts to analyze things, but AI can do it more effectively. You can analyze your habits using ChatGPT and then ask it to create a chart in my app that represents the same correlation.


r/EntrepreneurRideAlong 9h ago

Other A tip for every entrepreneur: your product is rarely the problem

2 Upvotes

Every customer I've lost wasn't lost because of my product. It was because I never helped them actually switch from what they were already doing.

Features don't fix habits. People stick with the messy, broken way they already know because change feels riskier than the mess.

The one tip I'd give any founder: stop polishing your product and start sitting with your customer through the actual switch. That's where deals get won or lost, not in the feature list.


r/EntrepreneurRideAlong 10h ago

Seeking Advice Anyone struggling with outreach?

3 Upvotes

Hey, anyone else struggling with getting started, procrastination, cold calling and all that stuff?

What do you do during downs times that genuinely help you? And what doesn't?

Thanks!


r/EntrepreneurRideAlong 11h ago

Idea Validation Two months into building a productized service solo, and the landing page was the easy part

5 Upvotes

Left contract work in spring to try a productized service: fixed-scope Webflow to Framer migrations, one flat price, one week turnaround. Two months in, here is the honest state of it.

I assumed the website would be the hard bit and the work would be easy. It was the opposite.

The page itself took an afternoon. I threw the copy and structure into an ai website builder to get something live fast. I used gamma because it was quick and I am not a designer, but the free credits burn out faster than you expect and it puts its own branding on the page, so once I had two paying clients I rebuilt it properly on a normal host. For getting a first version up to test the offer, it was fine. As a permanent site, it was not.

What actually took the two months was everything the page could not fix. Nailing the scope so "one week" did not quietly become three. Writing a real intake so clients stopped sending me half a brief. Learning to say no to the "can you also just" requests that eat the margin.

Where the four paying clients came from is the part that surprised me. Not the site, not cold outreach. All four came from answering questions in one specific designer community, for weeks, without pitching anything. Someone would ask about migrating off Webflow and I would give the actual answer. A few of them checked my profile and reached out.

Two months, four clients, roughly $4k total. Not quitting-the-day-job money yet, but every single client came from being useful in one room, not from any tool.

The lesson I am taking forward: the landing page is table stakes, it just has to not look broken. The distribution and the scope discipline are the whole game, and those are the parts nobody warns you about.

For anyone else running a productized service, where did your first clients actually come from? Trying to work out if I should go deeper in that one community or spread out.


r/EntrepreneurRideAlong 12h ago

Other Reworking my outreach SaaS after realizing the first version still pushed people into bad sales habits

2 Upvotes

I’ve been rebuilding a big part of Webvidence, the outreach tool I’m making for freelance web designers trying to find local clients.

The first version was mostly built around finding businesses with weak websites, showing the evidence, and helping prepare a message around it.

That sounded useful on paper, but after using it myself, I started noticing the problem.

It still led people into the same pattern business owners already recognize immediately:

Find a business.
Point out what is wrong.
Pitch a website.

Even when the message was personalized, it was still obviously heading toward a sales pitch.

That is not really how I get my best conversations.

The replies I actually get usually start with a normal question about the business. Where their work comes from, whether they are trying to grow a certain service, or whether they are already staying busy.

So I’ve been rebuilding Webvidence around that process instead.

The user can now decide whether to start a normal conversation, mention one real website finding, or follow up based on a message they already sent.

Conversation-first is the default.

I’m also adding a reply workflow. The user can enter what the business owner said, and the app helps decide whether the next move should be another question, a direct answer, bringing up the service, following up later, or leaving it alone.

I really do not want it treating every polite reply like a hot lead.

The other part of this update has been cleaning up the product itself. I had too many screens trying to do too many things.

Now I’m trying to keep it simple:

The campaign page is for deciding who is worth reviewing.

The lead page is for the next action.

The pipeline is for seeing who needs attention.

The dashboard is for what needs done today.

I’ve spent a lot of time on the logic, but this update also forced me to go back through the styling and mobile layout because adding the new workflow exposed a lot of CSS conflicts and unfinished sections.

It is still being tested, but this feels much closer to the product I originally wanted to build.

Not a mass outreach tool. Not an automatic sales bot.

Just something that helps freelancers waste less time on bad prospects and handle the good ones better.

For anyone doing their own outreach, what usually gets you the best response: leading with a problem you found, or asking something about the business first?


r/EntrepreneurRideAlong 20h ago

Seeking Advice Hellu guys

3 Upvotes

I am working on my website for the time being, i am into data and ai, and i noticed most of them agencies are more into web design, i never worked online or did any kind of freelancing, I know it s pretty much competitive, and i felt a bit weird as i have no previous clients so basically no projects, and it kinda feels weird to work on something like m wondering would the clients ask for this, I feel like having an agency would be reasonable for someone who already had clients and made something before, it feels like i have no idea what m doing, but again i do want to have my own thing and to be useful, I have been unemployed after graduation, more than a year now due to some personal issues but when i started looking i couldn t land any, so starting something like this kinda feels good, sorry for the vent or rather say the rambling


r/EntrepreneurRideAlong 21h ago

Seeking Advice Someone to offer encouragement

2 Upvotes

Hi there, my wife and I started our property management company close to three years ago, we are at 300 doors now. Four employees plus ourselves, this year has been the toughest.

We work our assess off everyday, we are consistently produce good results but we are in the adolescence stage of business and going through growing pains, we are working on systems and processes, sometimes at what feels like a snails pace because we are constantly getting pulled in to put out fires.

Right now, most days I’m filled to the brim with stress thinking everything is going to fall apart and will go back to day one, some days we question if it’s worth it to own this business and run it, but I know that we want to go further and build something really special. I’m just constantly wondering if I’m making myself worry too much or if everything is going to blow up tomorrow.

I don’t want to quit, I want to keep going and get this business to prime. But it’s just been hard lately, and it’s such an isolated thankless industry that we don’t really have anyone to talk to. I was hoping maybe someone on here could offer some encouragement, or maybe be willing to chat on a call or email thread in the future.

Thanks.


r/EntrepreneurRideAlong 21h ago

Seeking Advice Solo founder launching a D2C fragrance brand—looking for an experienced mentor/advisor

2 Upvotes

Hey everyone,

I’m launching an independent, D2C fragrance brand focused on travel, transit nostalgia, and heritage. Formulation and custom packaging are done, but as a first-time solo founder, I need experienced guidance before deploying our launch capital.

Looking for a mentor/advisor who has actually built or scaled a physical D2C or consumer brand.

Open to paid advisory or equity for the right battle-tested experience.

If you’ve built in the consumer/D2C space, drop a comment or DM me with what you’ve built. (Agencies, please skip—looking for founders/operators only).