After his VC-backed startup failed during Covid, Alex Rainey went all-in on bootstrapping.
After flipping a few micro-SaaS products, he found product-market fit with My AskAI. And two years later, he's bringing in $40k MRR.
Here's Alex on how he did it. š
I'm a productāobsessed Brit who swapped corporate consulting for building apps.
After six long (but fun) years shipping big digital projects at Accenture, I founded Pluto, a travelāinsurance startup that climbed to #2 on Trustpilot before the pandemic crippled the company. Since then, Iāve built and flipped a few microāSaaS experiments and, alongside my cofounder Mike Heap, founded My AskAI in early 2023.
My AskAI allows any company to create and launch their own AI customer support agent that plugs right into the support tools theyāre already using (Intercom, Zendesk, etc.). Right now we handle 75k+ support chats a month and pull in around $40k MRR (~$500k ARR). Itās still just the two of us.
It's quite nerdy, but the lightābulb moment came when OpenAI launched its new embedding models. Suddenly, you could search and ultimately āchatā with a large amount of data/content.
This opened up a ton of opportunities ā most importantly for us was applying this to a customer support use case. You could ask a very specific question and AI would dig out the answer from a 100+ webpage help centre.
Also, I was motivated because Iād just become a dad. Bootstrapping something profitable (and flexible) beat chasing VC money again or going back into a big company.
We pushed out the first working version in three weeks. The MVP was very simple: upload content ā ask a question ā get an answer. Nothing more.
We spent under $1k on Bubble and OpenAI to get it operational ā funded by cash from earlier projects.
I handled product development and Mike ran customer interviews and growth tests. A handful of indieāhacker mates stressātested the beta and roasted our UX.
As far as our tech stack:
Core app: ~80% Bubble (frontāend + workflows). We went Bubble Enterprise once daily traffic hit 50k requests. The request of our backend is Python.
AI: Mainly OpenAI models but starting to branch out a little for specific use cases
AWS: As we mature weāre moving more of our tech in house and managed by ourselves, this means hosting directly on AWS instead of through a 3rd party provider (e.g. Vercel).
Internal: Notion, Slack, Cursor, and ChatGPT
Noācode still surprises me in its speed of development even when compared to coding with AI e.g. Cursor
We made a lot of mistakes. Here are a few big ones:
Shinyāobject syndrome: In the first year, every new AI model or capability made us drop what we were doing to try and experiment with the new thing. Looking back we wasted a ton of time on ideas that were fun, but not focused.
Too broad a use case: At first we tried to be a āchat with anything" tool. Eventually pivoting to customer support after 12 months. Next time Iād niche down much much sooner.
Bubble scaling pains: We had a few big outages as we scaled up, eventually moving to their Enterprise tier. In hindsight, I should have been much closer to these infra scaling issues and we should have upgraded earlier to give our system much more headroom.
Bad product bets: We were too slow on a few product decisions. Hard to know what I would have done differently, but we probably tried too hard to be different and ignored the right thing to do (which was obvious in hindsight).
The question I'm most asked but have the worst answer for is, "How did you grow your business?"
I wish I could lay out a smart strategyĀ we followed that drove our growth. But unfortunately, growth is messy. At least, it is for us.
This is partly due to the nature of our product having a long decision making cycle, meaning that people don't convert to paid for at least 2-4 weeks after signing up, and even longer if you track from their first visit. This makes attributionĀ really tricky. And, without good attribution, it's hard to know where to invest moreĀ time and money.
We haven't fully solved this, but the best things we started doing are:
Having onboardingĀ calls with all serious potential customers.
Asking users to self select how they heard about us
All that said, we've found the majority of our growthĀ comes from Google/SEO. We've dabbled in a few programmatic initiatives. But mainly, we've been really specific, consistent, and clear in all the copy on our site and docs about what makes us different ā e.g. "5x cheaper than Intercoms'sĀ Fin or Zendesk's AI".
This has helped people find us as they look for alternatives either on Google or, more commonly now, ChatGPT!
We're running various experiments on paid ads (small scale) and targeted outreach, but neither of these has showed good enough ROI to justify more spend.
IMHO, growth is the hardest part about running a startup.
We use a pure SaaS model with tiered plans plus usage costs based on conversation volume.
We hit $10k MRR in month four, stalled, pivoted, then shot to $40k MRR 6 months later. Churn dropped from 9% to 3% after better onboarding and analytics.
Gross margin hovers around 82%, AI costs included!
Here's my advice:
Sell value before you write code ā preāsell or prototype in public.
Treat constraints as features; they force focus.
Ignore vanity metrics; chase retained, paying users.
Spend less time on Twitter. It's easy to follow lots of other makers and founders and see all the MRR screenshots. But really, itās just a distraction.
That said, sharing product updates, recordings (rougher the better) on social has helped build up a lot of awareness. It just takes discipline to do this regularly.
Every support ticket is a marketing opportunity ā answer like the threadās public.
No code is still an option even with all the AI coding tools (Bolt, Replit, Loveable, etc.) ā but now there is really no excuse as anyone can make some software.
We're aiming for $1M ARR this year, while maintaining our two-person team. But $1M is looking like a stretch.
We'll double down on our support platform integrations, especially Intercom and Zendesk.
And I plan to keep swimming three times a week!
You can follow along on X and LinkedIn. And check out My AskAI!
Leave a Comment
Interesting numbers and lessons, thanks a lot for posting!
Thank you for sharing your journey.
1) I wonder how did you get your first costumers to do the first testing? I am always thinking how to get the first customers to try out the app.
2) Any bad experiences with Bubble? I am thinking to create it there as i want it to maka it with no code builder and I want to use the support from Bubble when i will encounter problems.
I just started in this space, and i love reading this journeys. Keep building. And please keep sharing.
On getting the first testers , Iāve found the easiest wins come from leaning into communities where your ideal users already hang out. Not for cold pitching, but by showing up, answering questions, and sharing a simple visual or short demo when itās relevant.
As for Bubble, the biggest thing Iāve heard from other builders is to be mindful of scaling . Itās great for getting something live quickly, but youāll want to plan ahead for traffic spikes so youāre not scrambling later. The upside is you can move incredibly fast and get feedback before sinking months into development.
I think the support and community there are strong if youāre willing to poke around and ask when youāre stuck.
Buy Verified PayPal Accounts ā Trusted, Ready, Secure
Looking for a verified PayPal account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
this was such a refreshing read, Alex. thanks for being brutally real, especially the āgrowth is messyā bit. we felt that in our bones.
weāre building gudsho a video-first marketing platform for b2b teams (webinars, video editing, hosting, scheduling all in one). totally relate to the shiny object phase. we explored a bunch of ideas early on, but quickly learned to double down on what actually moves the needle.
also loved the part about treating support tickets like marketing. never thought of it that way gonna start replying like the whole internetās watching.
cheering you on to hit that $1M! and respect for keeping it lean and swimming three times a week
Cheers buddy!
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Great writeup, thanks! How did you go about initially reaching out to customers? Cold-email?
Good information
Great
Incredible journey ā going from VC-backed to bootstrapping $40K MRR is huge.
Curious, how did your startup storytelling or positioning change the second time around?
Weāre building ZTH to help founders craft stronger, investor-ready decks, and this shift in narrative is something weāre seeing a lot. Would love to hear your take!
Alex, this is such an inspiring story. Going from a failed VC-backed startup to $40K MRR with just two people shows how powerful focus and resilience can be. I love how you kept the product simple upload content, ask a question, get an answer and then leaned on SEO with clear, bold messaging.
What stood out most is how you proved that bootstrapped SaaS can grow fast without burning cash. Itās a reminder that sometimes the lean path actually creates stronger businesses.
On the AI side, have you thought about adding things like auto-triage or sentiment-based support routing? Thatās where machine learning really shines. Teams like ValueCoders are helping SaaS founders bolt on that kind of smart automation without needing a big engineering team.
Really excited to see where you take this youāre well on track to that $1M ARR.
Great hearing the tech stack and "Shinyāobject syndrome". Ā
Would love to hear more about the chasing of VC money and the challenges it faces.
Really break breakdown of your entire thought process. I enjoyed reading this!
Love seeing this breakdown, especially the part about niching down sooner. In healthcare, focus matters even more because the stakes are higher. One of the best examples Iāve seen is Aloraās hospice platform... theyāve embedded compliance tools directly into the workflow so nurses barely notice itās there, but surveyors see all the right data. Thatās the kind of clarity and product-market fit I want to aim for.
Also, totally agree with āevery support ticket is a marketing opportunity.ā In my world, every nurse question or family call is a chance to improve trust , same principle, different industry.
$1M!!! inspiring - need encouragement like that at this early stage. Thanks James.
to start a business like that you need a goal tracker first to know what you ae doing everday
Incredible that you're diving into the solopreneur AI spaceāit's definitely where a lot of innovation is happening. Balancing clarity and value in a lean product is no small feat. One thing Iāve seen work well is using YouTube as a strategic asset: not just for awareness, but to clearly demonstrate use cases, onboard users visually, and build long-term trust with your audience. Storytelling through video can bridge that clarity gap in a way landing pages often canāt. If you ever need ideas or want to explore how to simplify your tool's message through content, happy to share whatās worked in my experience
Really enjoyed reading this, especially how that moment with OpenAIās embeddings helped everything fall into place. Itās amazing how one change plus becoming a dad can shift your whole direction.
Our CEOās story is a bit simpler. He once told me that one evening, he was sitting at home and realized how harsh and cold the ceiling light felt. Thatās when the idea for Perlglow came to him. He wanted to create ceiling lights that feel warm, calm, and actually make a space feel inviting and comfortable.
So now, thatās what weāre all about making lighting that helps your home feel more cozy and truly like you. It might seem small, but it makes a big difference.
Incredible storyābootstrapped from zero to $40K MRR on the back of a single use-case nailed is precisely how early SaaS scale should look.
I often tell founders: start with a use case so narrow it feels riskyābecause that's where product-market fit becomes real. Alexās journey from micro-SaaS pivots to a focused customer support agent is textbook.
Pivoting from shiny objects, simplifying your tech stack, and doubling down on clear, SEO-driven messagingāthat discipline isnāt sexy but it works.
Thanks for showcasing what real traction looks like. This is the roadmap for early-stage founders who want to scale smarterānot just chase VC distractions.
Curiousāwhat was the biggest insight you gained during that messy growth phase that other bootstrapped SaaS founders often overlook?
Really inspiring read. Love how you turned a tough ending into a thoughtful and focused comeback -without outside funding. The contrast between the vc-backed journey and bootstrapped success makes the lessons feel very real. Appreciate the honesty and clarity lots to learn from this )
amazing
Thank you. I have learned a lot from you.
Such a great and inspiring story. Iām thinking about something similar myself. But honestly, I still struggle to believe that one or two people can build a service that brings in tens or even hundreds of thousands of dollars. It feels like youād need a proper team for that ā a big one. Or at least outsource development to skilled professionals.
Really admire your journeyāfrom corporate consulting to building My AskAI!
Handling 75k+ chats a month with just two people is impressive. How did you prioritize features early on to scale without a big team?
Also curious, did you find any surprising challenges integrating with multiple support tools?
Thanks for sharing such an inspiring story!
Thanks for sharing! Curious how you originally handled RAG. And did Anthropicās MCP protocol changed how your team thinks about retrieval, or your stack at all? Congrats on the success!
Best Digital Marketing Service
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Buy Verified PayPal Accounts ā Trusted, Ready, Secure
Looking for a verified PayPal account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Staying focused is a rare feat, with so many distractions vying for our attention.
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
This was a super refreshing read.
So many āovernight successā stories gloss over the messy middle. I really appreciated how you talked about the false starts, the pivot, the infra pain, and especially the lack of clean attribution. That part hit hard.
Also +1 on the āgrowth is messyā take. Itās so true how little you actually know about whatās working while youāre in the thick of it. Sometimes itās just trusting the right things are compounding in the background.
Thanks for writing this up. Bookmarking it as a reminder that the chaos is part of the process.
Thanks for being so open and real. Respect!
Fantastic read! So inspiring to see Alex's journey from a VC-backed startup failing to building something so successful by bootstrapping. The transparency in sharing the challenges and growth is really valuable.
Love this. Im a new solo dev in the stages of an MVP now and reading this is extremely motivating and comforting knowing im not alone.
Love this story ā such a great example of resilience and focus. Bootstrapping to $40k MRR after a failed VC-backed attempt is no small feat. Especially inspiring how you leveraged no-code tools and stayed scrappy while learning from early mistakes. Huge respect for staying product-obsessed and prioritizing real customer value. Thanks for sharing the journey so transparently
SEO in 2025, interesting
Really interesting how My AskAI leaned heavily on SEO and organic visibility for growth.
Weāre noticing a shift where people donāt just search on Google anymore ā they ask ChatGPT, Gemini, and other AI tools for recommendations. That raises a new challenge: how can startups ensure their brand actually shows up in those AI-driven answers?
Curious if youāve seen any impact from generative AI on how new users are finding you. Are you adapting your visibility strategy beyond Google?
yeah not easy but totally worth it
good work!
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Love how honestly youāve broken down the messy reality behind those clean MRR charts we see online. A few reflections:
Selling before building is underrated, even with AI hype.
Picking one clear niche early saves a year of pivots.
SEO and specific copy still outperform fancy tactics.
No-code isnāt a hack; itās a force multiplier if you stay focused.
Growth is never linear, but consistent small actions stack up.
Thanks for sharing real numbers and hard lessons. Posts like this are gold for early-stage builders trying to filter noise and move deliberately.
Congrats Alex!
Love this. Im a new solo dev in the stages of an MVP now and reading this is extremely motivating and comforting knowing im not alone.
Love this. Weāre bootstrapping our own SaaS right now, and posts like this really help keep the motivation up. Always makes me wonder how much of VC success is just burn runway vs actual traction.
Turning failure into fuel, he bootstrapped his way to $40k MRR after his VC-backed startup collapsed. š„ With no outside funding and lessons learned the hard way, he built smarter, leaner, and with laser focus. Proof that resilience, grit, and product-market fit can outshine venture capital. This is how real founders rise after the fall. #BootstrapSuccess #MRRJourney #FounderComeback
Damn Alex, this hit close. I totally fell into the overbuilding trap ā trying to make everything perfect before even getting feedback. Iāve made free tools, cleaned up UX, even baked in SEO from day one⦠but getting those first real users feels like pushing a boulder uphill.
Your honesty around growth being āmessyā and that even you didnāt have a perfect playbook ā that gave me a weird kind of peace. Appreciate you sharing the reality, not just the MRR screenshot.
Respect for keeping it lean, focused, and human.
Love this. Super inspiring how you kept it lean, pivoted with clarity, and found traction without chasing hype. $40k MRR with just two people is no joke ā thanks for being transparent about the mistakes too. Lots to learn here.
Great Article
Bootstrapping to $40k MRRļ¼good teamļ¼
Do we think the rise and release of agentic browsers this summer are a threat or opportunity for businesses like this?
This was such a refreshing and honest breakdownāthank you, Alex.
The āgrowth is messyā part hit especially hard. So often we look for silver bullets or perfect attribution, when in reality itās just showing up consistently, staying close to users, and iterating through the fog.
Also really appreciate the mistakes sectionāparticularly the point about shiny-object syndrome and going too broad early on. Itās comforting (and validating) to hear that even success stories had chaotic, uncertain beginnings.
One question: looking back, was there a specific moment or decision that you feel really shifted momentum from āexperimentā to āreal tractionā?
Rooting for you to hit that $1M ARR mark. š
This journey is genuinely inspiringāturning a failed VC-backed startup into a hyper-focused, bootstrapped success with $40āÆK+ MRR (now $45āÆK) is no small feat. A few highlights that really resonated:
Iterate fast and often: Building 10 products in 12 months reflects incredible grit. You embraced failure as a learning engine, not a setback. That kind of persistence pays off
Build for growth, not just product: Your ātwo stacksā approachāone for the product, one for growthāperfectly illustrates why microātools + content-led SEO can outperform feature bloat
Bottom-of-funnel SEO is underrated: Ranking for comparison and alternative keywords drove highly motivated users. Thatās š” smart. Your advice to write alternative pages for existing tools hits the nail on the head
Align with what you enjoy: Your reminder that the process must be fun is crucial. Building tools is toughāif it drains you, even good traction wonāt last
Huge congrats on reaching ~$45K MRR and aiming for $1M ARR. Your transparency about failure, resilience, and SEO-led growth is a masterclass for founders aiming to bootstrap smart. Thanks for sharing the gritty, tactical details! š
Incredible journey
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Loved the point about specificity in website copy being your SEO secret weapon. Itās something so many startups overlook in favor of flashy marketing. What kind of pages or content performed best for you SEO-wise? Feature comparisons? And how early did you start investing in content?
With pure grit and focus, he bootstrapped his way to $40k MRR after his venture-backed startup collapsed. There is no funding, no hype, just solving real problems and listening to users. There is a powerful message here: momentum does not require millions of dollars to be built. There are times when failure fuels the most successful pivots. As this journey illustrates, resilience and clarity can outperform even the most flashy of funding rounds.
when I feel depressed and then I face that kind of articles, I really feel like I need to go further and not give up!
This story is such a refreshing and motivating reminder that failure isnāt the end ā itās often the foundation of something more sustainable and authentic. Bootstrapping to $40k MRR after a VC-backed startup collapses takes not just resilience, but a clear understanding of product-market fit and the discipline to grow without external pressure. What really stands out is the shift from chasing hypergrowth to building something customer-first, lean, and profitable. That kind of intentional growth is underrated but powerful.
It also highlights how failure can teach you what not to do: like overhiring, building features no one asked for, or scaling too fast. By contrast, the bootstrapped journey is grounded in customer validation and thoughtful iteration ā itās slow, but it's real.
And on a personal note, while reading through this journey and reflecting on the grit it takes to rebuild, I glanced at my screen and saw my cheerful Kuromi Wallpaper in the background ā a gentle reminder that even in serious entrepreneurial hustle, there's room for joy, color, and personality.
Kudos to the founder ā this is the kind of story more early-stage builders need to hear.
This was a masterclass in transparency and clarity. The way youāve embraced constraints and doubled down on focus is genuinely inspiring. Wishing you a clean shot at that $1M ARR mark š
Very inspiring story
Buy Verified Cash App Accounts ā Trusted, Ready, Secure
Looking for a verified Cash App account you can start using immediately? At , we provide fully verified personal and business PayPal accounts from the USA, UK, Canada, and other major countries. Each account is professionally set up and verified with all required credentials, ensuring fast access and secure transactions.
Whether youāre a freelancer, business owner, or digital entrepreneur, our accounts are built for smooth and reliable performance.
Account Features:
Guaranteed Satisfaction & Recovery Support
Full Email & Phone Number Access
Personal & Business Verified Accounts
Real Gmail & Active Phone Number Linked
Bank Account & Card Fully Verified
SSN, ID, License & VCC Included
Transaction-Ready ā No Waiting
ā¤If you want to more information just knock usā
ā¤Telegram: @pvaonit
ā¤WhatsApp: +1 (616) 322-3450
ā£Website link: pvaonit
Love this story, Alex ā it perfectly captures the resilience and clarity that often come after a painful startup failure.
What really struck me was your shift from chasing scale with VC to embracing control and flexibility with a lean, profitable product. My AskAI is a brilliant use of OpenAI embeddings in a real-world use case (support), and the $0.10-per-ticket value prop is hard to beat.
Also respect the fact that youāre doing this with just two people. Proof that focus and timing > team size.
Curious: how did you validate demand early on, and when did you know it was time to go all-in?
This is such a refreshing story, proof that bootstrapping forces clarity and hustle in a way VC money sometimes doesnāt.
Loved the part about treating growth like product dev, super underrated mindset shift.
I'm currently bootstrapping a wild AI project (called Angry John, basically an unfiltered AI with PTSD and zero chill š ), and stories like this keep me grounded. Appreciate the transparency and mindset breakdown, bookmarked this one.
Curious: What was your biggest mental shift going from venture mode to solo-builder mode?
Absolutely loved reading this, Alex. Thereās something raw, real, and refreshingly honest about the way youāve shared the journey ā especially the pivots, missteps, and growth clarity that came after getting your hands dirty.
Iām at a very similar inflection point ā building something I believe could be genuinely useful in this AI wave.
Iām working solo (for now) on a SaaS + content hybrid platform centered around AI tools discovery ā something like a supercharged resource hub for devs, marketers, creators, and business folks to not just find, but understand and compare AI tools. Weāre focusing heavily on categorization, use-case mapping, pricing transparency, and real-world insights ā stuff that's often missing in current platforms.
Itās still pre-launch, but my vision is long-term: to build a living system that combines product hunt-style freshness with deep blog-style breakdowns and SEO-first structure. Monetization will be SaaS-style (premium listings, analytics, lead-gen) with a strong inbound content engine under the hood.
Right now, Iām:
Finalizing MVP with a custom CMS + dynamic tool pages
Building contributor/editor tools for verified AI makers
Working on recommendation logic by user persona (e.g., āIām a founder looking to automate customer onboarding ā what should I use?ā)
What I donāt have yet is a team, feedback loop, or experienced co-builders who've been through the trenches like you.
So, for anyone reading:
If you're into product-led SEO, tool discovery, AI workflows, or SaaS ops, Iād love your thoughts
If youāve scaled a SaaS like Alex and want to mentor/advise/collaborate, Iām all ears
If youāre exploring new acquisitions, and this aligns with your thesis ā happy to chat
Not here to pitch anything ā just trying to build something real, share the journey, and find people who resonate with the mission.
Thanks again for this post. Genuinely inspiring š
Hey Alex,
Thank you for sharing your inspiring story! I'm also in the process of building a SaaS product on Bubble.io.
I had a question regarding your analytics setup, particularly since I see you're using Amplitude. It seems to me that this tool should allow you to easily connect the acquisition channel, first visit, first landing page, and plan purchase.
If you're having trouble with this, it might be a good idea to consider hiring someone to ensure proper implementation of your analytics. As an official Mixpanel partner, I canāt directly assist, but I believe your challenges can be resolved with the right contractor.
Thanks again for sharing your journeyāit's truly inspiring!
Thatās an inspiring turnaround! Bootstrapping to $40k MRR after a VC-backed failure shows real resilience and smart strategy.
Really curious what their onboarding process looks like now. Dropping churn from 9% to 3% is no joke, especially at $40k MRR. That kind of retention is way more impressive than the revenue, honestly.
great article, in terms of client profile and adhering to regulatory requirements, I presume the model is trained wholly on the document the client provides?
Thinking as a use case for a fintech which is subject to FCA guidelines re advisory etc..
"Treat constraints as features, they force focus."
šš That's a precious advice
As an indie hacker, you have to be laser focused on what you want to do
And want you CAN do differently than already established competitors
One single small feature can make all the difference
Super inspiring. Love how failure didnāt stop youāit just redirected the path. Crazy what focus (and no funding pressure) can unlock.
Shiny object syndrome...death.
Love this Article! This resonates so much. The failure taught you what NOT to do, but what specific lessons from the VC experience actually helped you bootstrap successfully?
Loved this. I'm running a POD store solo and totally relate to the growth mess and shiny-object trap. "Constraints force focus" hit hard. Respect for building it lean.
Small team can lead to success
Very informative post! Thank you for sharing your journey, and also - congratulations!
Thanks for āMistakes were madeā, quite insightful
Me parece genial la idea de combinar AI con diseño. ¿Probaste cómo responde en mercados fuera de EE.UU.? Yo estoy intentando algo similar para LATAM y cambia mucho el comportamiento.
Buena forma de generar igresos
This comment was deleted 3 months ago
This comment was deleted 3 months ago
Really inspiring journey, Alex. Love how you stayed grounded after the first startup didnāt work out and found traction through small bets and fast execution.
The part about onboarding calls and SEO clarity really hits home for me. Iām currently building in the AI writing tools space (iOS) and facing the same slow conversion cycles and messy growth patterns.
Thanks for sharing so openly, especially the mistakes. Super valuable for people like me who are thinking to, getting into SaaS seriously.
Wishing you and Mike the best in hitting that $1M ARR target! š