r/EntrepreneurRideAlong • • 5h ago

Seeking Advice How do I test this idea?

4 Upvotes

I'm a business college professor and research scientist finding a way to test a science-based idea on how to find jobs in this time of AI. It's simple and practical. All I want to do is survey 5 individuals to find flaws in my way of thinking.

In the Reddit post, I included my LI and other proofs of identity, so that readers could trust me. I stressed the Zoom meeting would be free and around an hour, with the optional alternative of a 5-page 3-part interactive Google Doc.

Relevent subreddits (looking for jobs, freelancing etc.) have either removed that post or banned me. From the subreddits that accepted it, I eventually received 4 people expressing interest - but none followed up.

How do I test my idea?.


r/EntrepreneurRideAlong • • 1h ago

Collaboration Requests Offering Free Website, Software & Automation Development for the First 10 Business Owners

• Upvotes

I'm looking to build my portfolio and work on more real-world projects, so I thought I'd offer my skills to business owners who need a little help with their tech.

If you need a website, a web app, a CRM, business automation, AI integrations, or even a custom software solution for a specific problem you're facing, I'd love to help you build it completely free of charge.

I'm opening this up to the first 10 people who reach out. I'm especially interested in ideas that solve real problems or involve something unique that I can learn from and explore. Whether it's automating a repetitive task, building a tool to make your daily operations easier, or turning an idea you've had into something functional, I'm open to discussing it.

I'm doing this to gain practical experience, expand my portfolio, and work on projects that have a real purpose. In return, I'd just appreciate the opportunity to showcase the finished work in my portfolio, with your permission.

If you're a business owner with an idea or a problem you've been wanting to solve, let me know and let's see if we can make it happen.


r/EntrepreneurRideAlong • • 9h ago

Seeking Advice Would you take a chance on this opportunity or does it sound sketchy? Sorry for the long post!!

6 Upvotes

I could really use some honest career advice because I’m torn between being excited about an opportunity and worrying that I could be setting myself up to get screwed over. I’m looking for opinions from people who have been in similar situations, especially anyone who has worked for startups or as an independent contractor.

A little background: I have a degree in accounting and experience with bookkeeping, and general office/administrative work. I’m currently looking for work, and I recently met with a guy who owns multiple businesses about potentially working with him.

Here’s where things get interesting.

Originally, he was looking for an Executive Assistant and we discussed a salary of $52,000 a year. We met for about two hours, and he agreed to that number. After some additional meetings, though, he told me his budget had changed and proposed a different arrangement.

Instead of hiring me as an employee, he wants me to start my own company and have his business hire my company as a contractor.

The main focus would be helping him build and operate a marketing/AI business. He would handle the sales side, while another guy he’s working with is very knowledgeable about the technical and AI side. My role would be more behind-the-scenes, helping with operations and learning how to use AI systems and tools. There are also other businesses under his umbrella, and I’m still trying to understand exactly what responsibilities I’d have across all of them.

One thing that genuinely excites me is that he wants to invest in my learning. He offered to pay for approximately $5,000 worth of AI training/classes that we’d go through together. I think the opportunity to learn AI and potentially build something from the ground up could be valuable, especially since this is an area I want to learn more about.

Here’s how the compensation would supposedly work:

● I’d receive 15% of each marketing/AI client’s initial retainer. He says he doesn’t consider clients below a $20,000 starting retainer, which would mean $3,000 to me for a $20,000 retainer.
● After four months, I’d also receive 2–3% of the client’s monthly service fee.
● He expects to have around 18 clients by the end of the year and estimated I could potentially make $70,000–$80,000 after a full year instead of only $52,000.

However, those numbers are projections, not guarantees. I don’t know the monthly service fees yet, and obviously, the income depends on how many clients he actually signs and how quickly they come on board.

The biggest concern is the beginning.

He expects me to start working and training before any clients are signed, and the first couple of months would be unpaid. He says he has plenty of interested companies but hasn’t gotten everything going because he needs help. His plan is to start with three clients and then add another three every three months.

Financially, I can manage about two months without income, but I can’t afford to work indefinitely without getting paid.

There’s also some confusion about the workload. Initially, he said there might not be enough work for a full-time position, but later we discussed the possibility of working around 40 hours a week. He says that because I’d have my own company, I’d have flexibility over my hours and my earning potential would depend on how much I want to work and how quickly I want to grow.

I’m also trying to figure out whether commissions from the marketing/AI clients would be my compensation for all the work I do across his different businesses, or whether responsibilities outside that side of the business would be compensated separately.

I haven’t signed anything yet, and I’m putting together questions to clarify the responsibilities, compensation structure, expected hours, business setup, and written contract before making a decision.

So, I’d love some honest opinions:

  1. ⁠Has anyone ever been in a similar situation, where a salaried position turned into a contractor arrangement with commission-based compensation? How did it work out?
  2. ⁠Does this sound like a legitimate business opportunity with potential, or are there red flags that would make you walk away?
  3. ⁠Would you personally take the chance, knowing the first couple of months would be unpaid and the future income isn’t guaranteed?
  4. ⁠Is the proposed commission structure reasonable for the work involved, or am I potentially taking on too much financial risk?
  5. ⁠What questions should I absolutely ask before agreeing to anything?
  6. ⁠Are there any legal, tax, or independent contractor issues I should be aware of if I set up my own company for this?
  7. ⁠What protections or terms would you want in a written contract before committing?

I’m not automatically assuming this guy has bad intentions. I genuinely see potential in the opportunity, and I like the idea of learning AI and helping build something from the ground up. The people involved seem knowledgeable, and I don’t want to pass up a potentially great opportunity just because it’s unconventional.
At the same time, I need to be realistic about my finances and make sure I’m not putting myself in a position where I’m working 40 hours a week for months with nothing to show for it.

If you were in my shoes, would you take the chance? What am I not thinking about? I’d appreciate honest advice, including the things I might not want to hear!


r/EntrepreneurRideAlong • • 8h ago

Ride Along Story I noticed that sometimes you have to wait until others give up before you can sell your service to them

2 Upvotes

I do a lot of free work for folks. It’s just the nature of my business. I work mainly in the nonprofit space because my clients are more likely to understand that they can only do so much by themselves, which makes the time from the point of contact to the onboarding decrease dramatically.

However there are times where there are folks that come to me who are in the for-profit space.

I can literally give them everything they need for free to succeed, as in I just do the work and deliver it to them. But they aren’t ready.

They don’t know if it’s valuable, and they don’t know if what I’m saying will work. But they will definitely pay someone to make the same exact thing, at a higher or lower quality, it varies, and they will be like “mmm… maybe I should scale back because it’s not giving me what I’m expecting”.

As I’m writing this… I’m realizing that some people’s expectation of the output doesn’t match what is actually being sold.

I stay stuck right here in the middle where I don’t oversell the output. So there’s a big chance they are expecting to put their money into a machine and everything magically exists.

Sucks sometimes because they have wasted money. But I guess that’s the growing pains of every business right? Spending money and not getting what you wanted?

Anyone ever experience something similar? Both on my side and my prospects’ sides?


r/EntrepreneurRideAlong • • 19h ago

Ride Along Story I own a drainage company doing real revenue. My side SaaS makes almost nothing. What running both has taught me.

9 Upvotes

Day job: I run a drainage and hardscaping company in the Carolinas, started in 2022. Side project: a portfolio-analysis web app I built with AI tools, no coding background.

The contrast has been humbling.

In the trade business, demand comes to you. Someone's yard floods, they call, you quote, you do the work.

In software, nobody is flooding. My app launched, worked, and sat there. Revenue is still tiny.

What I've learned so far:

  1. Building was the easy part. AI got me a working product fast. Distribution is the actual job.
  2. Pricing mistakes are invisible from the inside. A $3.99 one-time tier was quietly killing my subscription. I only saw it when I wrote the numbers down. I've since moved to $24 one-time and $15/month.
  3. Trust matters more in finance than in landscaping. A homeowner can see the work. An investor has to trust numbers on a screen, so every rough edge costs more.
  4. Operator skills transfer. Quoting, follow-up and fixing what customers complain about work the same way in both.

Next up: fixing my SEO, which turned out to be broken site-wide, and learning to market without being annoying.

Anyone else running a service business alongside a software project? How do you split your time?


r/EntrepreneurRideAlong • • 13h ago

Ride Along Story Lessons from my first month selling a Mac app: 4 of my first 7 installs hit a paywall in their first minute and left

3 Upvotes

I created GlideRail, a Mac app for people on client and sales calls. What you prepped sits by your camera and stays out of the screen share, and the Live Rail offers the right card when someone brings up a topic you prepped for. Two things I learned this month that might save another founder some time.

The paywall was in the wrong place. Of the first 7 people who installed it, 4 tried the main feature in their first minute, got told it was a Pro feature, and left. The 3 who went through the tour all started a trial or bought. So now every download starts a 7-day trial right away, with no card, and the paywall waits until the trial is over.

Views aren't buyers. My best Reddit post got about 10k views, but most of the people who clicked were on a phone or a Windows PC and couldn't install a Mac app at all. So I've started answering people who are already asking for help with this problem, instead of only posting demos.

If you sell or consult on calls, what do you keep in front of you right now? A doc on a second screen, sticky notes, or nothing at all?


r/EntrepreneurRideAlong • • 12h ago

Seeking Advice How do I find freelancers to do outreach for my app?

2 Upvotes

Hey! I built Glassline, a Windows 11 app that turns the taskbar into a Mac-style menu bar and dock. It's on the Microsoft Store and the people who find it really love it (our subreddit is growing every week and it sells on its own without any ads), but getting in front of new people is the hard part.

So I'm thinking of getting a freelancer (or a few) to do outreach for me: reaching out to tech YouTubers, Windows customization creators, maybe some blogs and newsletters.

A few questions for people who've done this: * Where do you actually find good outreach freelancers? Upwork, Fiverr, somewhere else? * How do you pay them: flat fee, per contact, or a cut of the sales they bring? * What are the red flags that someone's just going to spam and burn your name?

Any tips welcome!


r/EntrepreneurRideAlong • • 14h ago

Ride Along Story Cancelled every paid AI video tool I had. Built a free one that draws my explainer reels from one sentence instead. Ride along.

2 Upvotes

Short ride along. I make explainer and product spotlight reels, and I was paying for AI video tools to do it. The clips looked like everyone else's AI clips and I was still doing most of the work by hand around them. So I cancelled all of them and built the thing I actually needed.

What it does: you type one line about what the reel should say. It writes a six or seven line script, reads it in a free voice, and draws every scene in code: paper cutout props, a small mascot in a different hat each scene, a headline sign, captions that pop on each word, all timed to the voice. One command renders the video. About a minute on a laptop, no credits, no watermark.

Why paper cutouts: it's a style, not a failed attempt at realism. People can tell it's drawn, and that reads as made on purpose. It fits explainers, how it works reels and product spotlights. It does not fit anything that needs real footage or a face.

The honest catch: the first render is never right. You look at it, say what to move, and render again. Two or three rounds is normal. It also runs inside the AI coding assistants (Claude Code, Codex or Gemini) on a Mac, so if you don't already use one of those it's not for you yet.

I open sourced it, free, no account needed. Links aren't allowed here so: it's called paper-reel, it's on GitHub under my name, and the link is on my profile.

Happy to answer questions about the workflow or what it's bad at.


r/EntrepreneurRideAlong • • 16h ago

Seeking Advice How are you all analyzing what's actually working with your cold emails?

4 Upvotes

I've been doing a lot of cold outreach over the last few months and have hundreds of emails sitting in Gmail.

I use MailSuite to track opens, but I want to understand more than just open and reply rates. Like which pitches are actually working, why some people might be ghosting, whether I'm reaching out to the wrong people, what pain points keep coming up in replies, etc.

Basically, I want to look at everything I've sent over the last 3–4 months, including follow-ups and responses, and figure out what I should be doing differently.

I tried using Gemini since all my emails are in Gmail anyway, but it just picks a few random conversations and gives me a summary. Doesn't seem to actually go through everything.

Is there a tool that does this properly? Not just email tracking, but actually analyzing the content of all your past outreach and finding patterns?

Or are people just doing this manually? Also, is it ok to trust an agent to do this?


r/EntrepreneurRideAlong • • 11h ago

Ride Along Story How do you build credibility in your AI expertise as a non techie?

0 Upvotes

I used to be a Project Manager, CSM and Product Manager and am building my business in Small Business AI Coaching. I do use Claude Code everyday, building everything for my business with it and having straddled the business side and technical side for 15 years, I felt like I lacked a strong understanding of the technical foundations.

A few months ago in an AI community I had the opportunity on piggybacking on someone's CPN membership - I tried to get one but didn't crack the code to getting in yet - for the CCA-F cert. Claude Certified Architect Foundations which straddles business use cases of the Claude API and the technical aspects and tests for the implementation best practices. It is a technical exam but you don't need to code or know how to to pass it - it helps a LOT to know how to code. You're guaranteed to pass.

As someone offering AI education workshops to SMBs and automations, I felt like I had a gap in the why department of understanding how to implement Claude API practically for businesses and teams - not just for my own usage. Having been part of big tech project implementations, i always think of the go live and support issues down the line.

I did volunteer to also lead the 20ish people who also wanted to get certified, mostly non technical women. And most of us passed the cert within 3 months or so & most on 1st try.

We did review lots of materials in the process of studying - all free - and most of us 13 so far having passed the exam on the 1st try, we now know exactly what it takes to pass. Oddly enough the exam format and registration itself was an unexpected pain in the ass.

Overall I haven't wanted to pass a cert in 20 years since I passed the Financial CFA exams - pain in the ass and getting the CCA-F certification reminded me of the uni days of studying but now just having given 2 AI workshops this week to SMBs in big rooms - I can speak with confidence and clarity about AI practically. And that alone was worth it for me.

I am sharing the in's and outs and what we learned this Thursday 6pm ET
Comment CCAF and I will get you the link to register!

CPN access to take the exam is discussed if needed as well.

Also please Ask me Anything here if you are curious :)


r/EntrepreneurRideAlong • • 1d ago

Seeking Advice Eight years, 730 projects, and the thing that fixed retention was not code.

12 Upvotes

We used to deliver, get paid, then hear nothing. Months later we would find the client had drifted back to spreadsheets or paid someone else to redo half of it.

What changed it was treating delivery as the middle of the engagement rather than the end. Training per department, someone on site through the first real month, iterating until it held up under daily use.

Some of those relationships are in their eighth year now. It is expensive and it looks like nothing in a proposal.

Did other service founders find the same?


r/EntrepreneurRideAlong • • 15h ago

Seeking Advice Sending messages in order

2 Upvotes

I want to send a few messages both before and after customers receive their physical product. What is the most effective and convenient way to handle this for a company that is just starting out? The plan is: 2 messages before the product arrives (one on the day of purchase, and one the following day). 1 message one week after the product has been received. What is the best approach to ensure this is as convenient as possible, both for the customer and for us? I’d love to hear your ideas! We only have a website, and it’s built on WordPress. Thanks!


r/EntrepreneurRideAlong • • 22h ago

Seeking Advice My business partner thinks our B&B is the perfect place to market her invention. I'm not so sure

5 Upvotes

We are fighting again and this time its bad, my business partner wants to sell her product in our bed and breakfast and I just don't think its the place for her to do it. she wants to sell a high tech spoon and I think that we don't need to be doing that while we try to establish this B&B.

My business partner and I run a B&B, and she recently came up with an idea for a high-tech cooking spoon that measures acidity, pH, salt levels, and temperature. She thinks chefs would find it useful and is trying to find product manufacturers through online suppliers. she plans to promote it to guests during breakfast service which I think is a really bad idea, so I need help on how to convince to drop the idea so that our business partnership and friendship does not end.


r/EntrepreneurRideAlong • • 12h ago

Seeking Advice When you buy creator videos for a SaaS, how much of the script do you write?

1 Upvotes

For a software demo, I’d spell out the product claim, the screen action that proves it, and anything the creator must avoid showing. I’d leave them room to rewrite the opening in their own words. A line can sound fine in a brief and still be awkward when someone says it on camera.

I run Flare UGC, a marketplace connecting brands with creators. If you’ve bought creator videos for an app or SaaS, how much wording do you hand over? I’m interested in where you’ve had to tighten the brief after seeing a first draft, or where giving the creator more freedom helped.


r/EntrepreneurRideAlong • • 1d ago

Seeking Advice Losing it all, starting over, dealing w/lonely phase and getting everything back

10 Upvotes

For those locked in on a big long term goal, how do you deal with this lonely phase?

Moved back home from Dubai and now I’m starting over, upskilling, and trying to catch up on everything I lost. Barely go out, no friends around, and most people are busy with their own lives.

I know what I want and what I’m capable of, but rn, there’s not much going on outside of trying to get my shit together lol.

How do you make the most of where you’re at rn while trying to get to where you wanna be? How do you balance both? Staying sane


r/EntrepreneurRideAlong • • 17h ago

Ride Along Story 5 phases of our $10K/m SaaS: a realistic timeline for you

1 Upvotes

We built a product that does intent scraping + manages conversations, and these are the phases we've gone through, in full transparency, so that you can measure your own product against us to see where you stand.

Phase 1:

we built a product that does intent scraping and manages conversations. here are the 5 phases we went through, in full transparency, so you can measure your own product against ours and see where you stand.

phase 1: productizing our old service ($0)

we were already running an agency where we had a couple of VAs doing manual cold outreach on linkedin, reddit, and X.

they were finding people leaving signals of intent through comments, likes, shares, and other interactions in places where most people wouldn’t expect genuine leads to be hiding.

as we scaled the agency, we decided to productize the process and turn it into a tool. at this point, we had absolutely no interest in managing conversations. we just wanted to scrape leads and give them to our customers.

phase 2: building the product ($0)

we started with a different name, and the entire purpose of the product was to gather leads. that was pretty much it.

we used APIs from different platforms to access comments, likes, shares, and other interactions.

one thing that caught our attention was how people were closing deals through X DMs. we started wondering if we could automate that process too.

this led us to build an entirely new feature around automated DMs and conversations.

we were still testing the idea at this point. we hadn’t really launched the product properly, and we weren’t making any money from it yet.

phase 3: pitching to founders ($1k/month)

we started pitching the product to other founders, and some of them decided to try it out.

the results weren’t particularly promising at first, but we were finally bringing in a small amount of money every month.

more importantly, we were getting an insane amount of feedback from the people actually using the product.

a lot of the optimizations we made later came directly from these early customers. we were finally starting to understand what people wanted from the product, what was missing, and what we needed to fix.

phase 4: productizing and marketing ($6k/month)

once we had gathered enough feedback and were making around $1k a month, we decided to take things more seriously.

i started marketing the product properly through my public account on X, which had around 3,000 followers at the time.

some people decided to try the product, a few posts went viral, and more people started discovering what we were building.

in our fourth month, we also got accepted into

Y Combinator and received funding. Roughly three before of getting accepted, we were already doing over $6k a month.

we were finally seeing tangible results after around six months of building with almost no income coming in.

phase 5: scaling beyond $10k/month ($10k+/month)

this is the phase we’re currently in.

we continue to prioritize marketing heavily, sell our enterprise plans, maintain a consistent posting schedule on X, and market the product across multiple platforms.

it’s consistently bringing in over $10k a month now, but we still have a ridiculous number of things we want to improve.

when i first started working on this project, i genuinely thought that once we hit $10k a month, i’d be satisfied with where we were and wouldn’t feel the need to keep developing the product as much.

now that we’re here, we see so many opportunities to improve the product and compete with some of the other companies building in the same space, especially the ones we’ve met through Y Combinator.

there’s still a long way to go.

a quick recap of our timeline:

  • phase 1: $0

  • phase 2: $0

  • phase 3: ~$1k/month

  • phase 4: ~$6k/month

  • phase 5: $10k+/month

this is a realistic breakdown of how things progressed for us. we spent months building, testing, and gathering feedback before we started seeing meaningful results.

if you’re building a SaaS right now, what phase are you in? let me know in the comments. i’d love to talk to some of you and share whatever advice i can.


r/EntrepreneurRideAlong • • 23h ago

Seeking Advice How do you tell a backfill from a genuinely new role?

2 Upvotes

I spotted a job posting for a Marketing Ops Manager at a target account that was close to what we sell and I put it on top of my list of outbound automation.

I reached out two days later and the contact said the last person in that role had left in the spring and they were just backfilling.

So I'm thinking about how much you can really rely on hiring signals for prospecting when all you have is a job post.

Founders, what do you check before acting on a hiring change?


r/EntrepreneurRideAlong • • 1d ago

Ride Along Story We built driver payouts for a 400-driver fleet. The math was the easy part.

9 Upvotes

Hey everyone. I run a product studio — we build operations software, a lot of it for fleet operators running drivers across Uber and Bolt.

Last year we built payouts for FluxRide, 200+ vehicles and 400 drivers. Before that, someone spent every week pulling exports from each app, matching them by hand, subtracting rent and deductions, and hoping nothing was off.

I assumed the hard part would be the calculation. It wasn't.

Every platform exports data differently — different formats, schedules, names for the same fee. Most of the work was one data model they all map into.

Then exceptions. A refund landing after the payout closed. A driver switching cars mid-week. The happy path took a week, the edge cases took months.

And trust. Drivers rarely argued with the total. They argued with what they couldn't see. Once every line showed its source, most disputes just stopped.

If you've built payouts for a marketplace or gig workforce — what edge case surprised you most?


r/EntrepreneurRideAlong • • 1d ago

Seeking Advice Would you take a $600 supplier discount if it meant having less cash available before payroll?

24 Upvotes

We run a small ecommerce business selling kitchen products and one of our packaging suppliers recently offered us a $600 discount on a $12,000 invoice if we pay it this Thursday instead of the original due date two weeks later.

Normally I'd take the discount without thinking too much about it but we've currently got around $29,000 in our business account with payroll coming up next week which is roughly $11,500 + another $7,000 in supplier payments due around the same time.

We do have customer payments expected to come in over the next couple of weeks but the exact timing isn't guaranteed so I'm a little hesitant to pay the supplier early and leave ourselves with a smaller cash buffer. On one hand saving $600 on an invoice we'd have to pay anyway sounds like a pretty good deal but on the other hand I'd rather not put ourselves in a situation where we're depending on customer payments arriving exactly when expected to cover our regular expenses.

Fellow entrepreneurs running businesses with inventory and supplier payments would you take the discount or stick to the original payment date and keep the extra cash available?


r/EntrepreneurRideAlong • • 1d ago

Ride Along Story AI developers want to scale. I'm finding the real money is in the growers, not the showers

13 Upvotes

​

Everywhere you look, AI developers are talking about scaling. Build one little thing, charge $20 or $200 or $2,000 a month, get a bunch of customers, automate everything, and watch the money roll in.

And listen, I get it. The math is beautiful!

I've built and scaled multiple businesses myself over the years. I actually wrote a post here a while back about my very Forrest Gump approach to entrepreneurship, so I'm certainly not knocking scaling. Been there, done that, and loved it!

But I've been finding almost the exact opposite in my AI development business.

I think there's something we keep forgetting in the AI world, and that's just how much people DON'T trust AI yet.

There's so much anti-AI sentiment out there, and honestly, some of it is for very good reason. People are skeptical, overwhelmed, or just don't understand what AI can actually do for their businesses.

They might be curious enough to spend a few hundred dollars trying something, but they're certainly not ready to throw their entire business into the hands of some AI developer they just met.

And that's where things get fun.

I'm currently working with a family-owned company that's been around for generations. They're in the dry-cleaning supply industry, and they've got decades of business history and some seriously old-school systems.

They originally hired me to build a field service tool for their sales team. Basically a specialized CRM. I think my original quote was around $700.

Simple enough, right?

Well, one of the people at this company is really excited about modernizing things. And once we started working together, he began realizing just how much more we could accomplish.

Suddenly we're migrating decades of historical data, improving internal processes, building better tools for the sales team, and looking at ways AI can help them identify potential customers.

That little $700 project is now approaching $15,000 worth of work over four or five months.

And the hilarious part is I'm not even pitching him. He's pitching ME!

He comes up with another idea. I look into it, figure out whether it's possible, tell him what I can do and what it'll cost, and send him an invoice.

He pays it. We do the work. Then he gets another idea.

Rinse and repeat. 😂

And this isn't some magical unicorn client I happened to stumble across. I'm seeing the same pattern with other clients.

I land a project for less than $1,000, do the work, and suddenly I'm the first person they call when another problem comes up.

They already trust me. They know I understand their business. And because of AI, I can tackle problems that would have been much more difficult or expensive for me to solve before.

I'm seeing these little sub-$1,000 projects grow into five- and six-month relationships, sometimes in the neighborhood of $20,000.

And I just keep sending invoices. Lol.

But here's another part of this that I really love.

I'm making more money, and I'm sleeping better at night.

Because let's be honest, $15,000 or $20,000 is a LOT of money for a solo freelancer, especially one who's living on around $1,000 a month in Paraguay.

But I feel good about what I'm charging because I actually know these people. I know what problems they're dealing with, and I can see how the solutions we're building could save them time, make their employees more productive, or help them bring in more business.

Sometimes they come to me with an idea and I say yes. Sometimes I explain why something isn't practical. Sometimes I suggest something they hadn't considered.

And every time, we're having an actual conversation about what they need and what it's worth to them.

Personally, I don't think I'd sleep particularly well at night if I were charging hundreds of people for some generic automation without knowing whether they needed it or were getting their money's worth.

There's something really satisfying about knowing exactly who you're helping, what you're charging them for, and why you believe it's going to benefit their business. Earning that business with each new fix rather than locking them into a software...

And apparently, actually caring about your customers is pretty darn profitable. Who knew? 😂

I think there's a sweet spot right now with businesses that are interested in AI but don't quite trust it enough to dive in themselves.

They don't necessarily want another subscription. They want an actual human being who will listen, figure out what's possible, and help them solve real problems.

Once you do that successfully, they start selling themselves on all the other possibilities.

I find this particularly interesting in AI because the entire industry is obsessed with eliminating human interaction.

And here I am, finding that the human interaction is the most profitable part of my business.

I'm genuinely curious if anyone else is experiencing this.

For those of you doing AI development or automation, are you making more from scalable products and subscriptions, or from smaller clients who turn into much bigger relationships?

And for people in completely different industries, is this just good old-fashioned relationship selling that the AI crowd is rediscovering?


r/EntrepreneurRideAlong • • 1d ago

Seeking Advice Want to start a business but i only have money for my basic needs

12 Upvotes

Hi I am a university student and my parents can only provide basic facilities, I always wanted to start my own business but it all takes capital which i don't have , even if I have some I can't risk it because I have very limited resources. Do anyone know how to start something with no money or something. I really need a side income for my expenses.


r/EntrepreneurRideAlong • • 1d ago

Seeking Advice Have your app ads brought in users who expected the wrong thing?

1 Upvotes

For founders running ads for an app or SaaS: have you had a creative that brought in plenty of signups, but people arrived expecting something the product didn't actually do?

I'm interested in how you caught it. Did it show up in support messages, session recordings, onboarding drop-off, or conversations with users?

I'd want to put the opening promise next to the first thing a new user can actually accomplish. A video can show a great end result while skipping the setup, data import, or waiting that gets someone there. That seems easy to miss when judging the ad on clicks and trial starts.

I run Flare UGC, a marketplace connecting brands with creators, so I'm asking from the creative side. When you find that mismatch, do you change the ad, the onboarding, or both? A specific example would be useful.


r/EntrepreneurRideAlong • • 2d ago

Other We stopped competing on price and started competing on honesty. Margins went up.

25 Upvotes

Run Monster Piercing (body jewellery). Couldn’t win the price war, so we stopped fighting it. Instead of racing cheap “titanium” sellers, we list the real spec on everything (ASTM F-136, solid gold karat). Customers pay a bit more because they finally trust what they’re buying. Turns out people don’t want cheapest, they want to stop getting burned. Anyone else raised prices by being more transparent, not less?


r/EntrepreneurRideAlong • • 1d ago

Ride Along Story What matters more, a lower rate or a smoother mortgage process?

3 Upvotes

I am running my business full time and looking into mortgage options at the same time and I did not expect the lender experience to vary this much. My income is fine but being a business owner already means there is more paperwork involved than someone with a normal salary. That made me pay more attention to how each lender actually handles the process. At first, I was only looking at the rate. Then I started noticing that one lender can offer a slightly better rate but take days to reply keep asking for more documents and give unclear updates. Another lender might cost a little more but the communication is better the requirements are explained properly and everything keeps moving. That is where I am stuck now.

For other founders or self employed people who have gone through this what ended up mattering more to you?


r/EntrepreneurRideAlong • • 1d ago

Ride Along Story Update: our first-time founder app went from 40 to 80 sign-ups. The first 4 users never came back, so here’s what we changed

3 Upvotes

Last week we posted here when Brand School had 40 sign-ups after 5 days. Thanks to everyone who commented. A few of you asked what happened next, so here’s the honest update.

Where we are now: 80 founders signed up, and 10 have made it to Level 2 (the part where a mentor helps you plan how to reach your first customers).

What went wrong:

  • Our first 4 users never came back after day one. We had set up automated emails to bring people back, and they did nothing.
  • Two early testers told us parts of the output felt generic. One took our channel plan and finished the rest in ChatGPT. That was fair, and it stung.

What we changed:

  • We turned off all the automated emails. Now we write to founders personally and see which messages actually get a reply, before we automate anything again.
  • We read every mentor conversation. Most of what we build next comes straight from there.
  • We’re working on making the channel plan specific to each business, so it beats what you’d get by pasting the same question into ChatGPT.

What we learned: founders don’t need more information. They need the one next step for their brand, and someone to check in when they go quiet.

Question for this community: if you’ve built something, what was the first thing that made you come back to a tool after day one? A person, a reminder, a result? We’re trying to get this right.

20 spots are left in the first 100, which are free. Link in the comments if you want to try it, and tell us where it feels generic.