Phil Smy

Serial entrepreneur, part-time musician, and author. Sharing thoughts on creativity, entrepreneurship, and turning chaos into opportunity. šŸš€ Also growing vegetables and fixing a barn in rural Japan. šŸŒ±šŸ’”

Phil Smypsmy
2025-06-16

Just launched: Rails Rescue Audit.

Upload Gemfile.lock, schema.rb, configs.
Get full audits: outdated gems, security flags, missing indexes, config issues.

āœ… Upload files directly. No repo integration.
āœ… 5 free audits. $19.99 for unlimited audits.

audit.realliferails.com

Phil Smypsmy
2025-06-13

Shipping new: Rails Rescue Audit

Audit your Gemfile.lock, schema.rb & configs for:

outdated gems

security flags

missing indexes

risky config defaults

āœ… Upload files directly (no repo access)
āœ… 5 free audits
āœ… $19.99 after that

audit.realliferails.com

Phil Smypsmy
2025-05-19

I don’t mind opening a Rails app that hasn’t been touched in 4 years.

I like grepping through ancient mailers, figuring out why your Sidekiq jobs won’t shut up, or upgrading a scary old application.js.

I’ve been doing this stuff for 20 years.
I’m not the cheapest. But I’m fast, clear, and founder-friendly.

My Rails Rescue Sprint is 1 week, flat rate, and focused on fixing what’s broken now.

If that’s what you need:
šŸ”— philsmy.gumroad.com/l/rails-re

Phil Smypsmy
2025-05-12

Dear founder,
If your Rails app is:
• Breaking in weird ways
• Throwing 500s you don’t understand
• Terrifying to deploy
• Built by someone who vanished

…you are not alone. And you don’t need to scrap it all.

My Rails Rescue Sprint is built for you.
1 week of focused dev, founder-friendly communication, and zero judgment.
I fix the mess and hand it back better.

šŸ”— philsmy.gumroad.com/l/rails-re

Phil Smypsmy
2025-05-11

Trying to justify attending a Ruby conference? Don’t pitch it as fun — pitch ROI:
– Recruiting
– Tech trends
– Faster bug fixes
– Real-world tools from real people
Also: the networking matters.
One conf literally changed my entire dev trajectory.

Phil Smypsmy
2025-05-10

Deploying your app shouldn’t require 6 YAML files, an OIDC token, and a weekly Slack meltdown.

If your deploy process feels like a risk every time…
It’s not you.
It’s the system.

Next week, I’m showing the exact deploy setup I use—clean, containerized, CI-free.

No dogma. Just what works.

Phil Smypsmy
2025-05-09

Tired of nobody watching your ā€œteam enrichmentā€ videos?
Stop sharing 6-hour epic playlists.
Try 2-minute screencasts, a dev Slack channel, and a touch of code review praise.
Invite, don’t preach.
You’ll get less eye-rolls, more engagement.

This works. I’ve done it.

Phil Smypsmy
2025-05-08

I still deploy apps with Capistrano.

Not out of nostalgia. Out of experience.

I run it inside Docker, with no CI and no SSH agents.

It works on my machine. And on any other machine. And that’s the point.

Most ā€œmodernā€ deploys break because the stack is over-engineered.

Legacy tooling + deliberate constraints = elegant resilience.

Phil Smypsmy
2025-05-07

Half of hybrid team drama starts with one hallway conversation that didn’t make it to Slack.
If your team is remote-ish, it must be remote-first.
That means documenting everything.
Zoom meetings, even in-office.
Shared notes.
Transparent decisions.
No mind-reading.

Mentioned this in my latest Rails Rescue calls. Painful pattern, easy(ish) fix.

Phil Smypsmy
2025-05-06

Most Rails apps don’t need to be rebuilt.

They need:
– Deploys that don’t feel like Russian roulette
– Sidekiq queues that don’t silently fail
– Indexes that match actual queries

I’ve stopped selling perfection.
I offer momentum and stability.

Not sexy. Just functional.

And that’s what turns ā€œshould we rebuild?ā€ into ā€œwe can ship again.ā€

Phil Smypsmy
2025-05-05

I launched the Rails Rescue Sprint because I kept hearing the same story:

ā€œWe don’t have the time or budget to rebuild—but we can’t leave it broken.ā€

Founders feeling stuck. Small teams slowed by fear of deploys. Indie devs with guilt about outdated apps.

So I built a service that gets you unstuck.

One week. One price. No fluff. Just fixes.

If your Rails app is a source of stress instead of strength:
šŸ‘‰ philsmy.gumroad.com/l/rails-re

Phil Smypsmy
2025-05-03

Remote hybrid teams fall apart unless you document everything. Zoom even if you're in the same office. Write down decisions. No hallway privileges.
This stuff wrecks trust fast.
(If you’re a solo founder juggling Rails + remote work, see: FromMonkeyToMogul.com)

Phil Smypsmy
2025-04-28

Is this you?
• Deploy = anxiety
• Rails app is stuck on v5
• You inherited messy code
• You’ve duct-taped it for 2 years
• You don’t have time or budget for a rebuild

Good news: you don’t need a rebuild.

I fix legacy apps in 1-week sprints.
You get clean commits, a dev who speaks founder, and no long-term contracts.
I’ve been doing this since before Hotwire was cool.
šŸ”— philsmy.gumroad.com/l/rails-re

Phil Smypsmy
2025-04-27

Most Rails apps don’t break because someone did something wrong.
They break because nobody did anything at all.

Gems go stale.
Deploy scripts rot.
Bugs pile up quietly.

In 6 months, it's messy.
In 12, it's dangerous.
In 18, they start talking about rewriting.

You don't always need a rebuild. You need a focused rescue.

That’s why I run Rails Rescue Sprints:
šŸ”§ realliferails.com/ruby-on-rail

Phil Smypsmy
2025-04-21

Your Rails app doesn’t need a rewrite.
It needs someone who’s not afraid of legacy logic, mystery bugs, or 5-year-old deploy scripts. Someone who can fix it this week.
I’ve spent 20+ years building and rescuing SaaS products—one even made it to Shark Tank.
Now I help solo founders and small teams get their apps stable again.
āš™ļø 1-week rescue sprints
🧠 No drama
šŸ”— philsmy.gumroad.com/l/rails-re

Phil Smypsmy
2025-04-03

Entrepreneurs don’t build products.
They build systems.

Products rust. Systems adapt.

I spent way too long trying to perfect ā€œthe thingā€ when I should’ve been building the engine behind it.

I get into this more in the new book:
šŸ‘‰ books2read.com/u/3L2gzw

Phil Smypsmy
2025-04-02

Just released my new book: *From Monkey to Mogul: The Myths and Truths of Entrepreneurship*.

This one’s for the folks bootstrapping, shipping small things, and ignoring the noise.

It’s not a grindset guide. It’s what I’ve learned building real businesses—without venture capital, with a lot of mistakes, and somehow still standing.

eBook, paperback, hardcover, and audiobook (narrated by me): books2read.com/u/3L2gzw

Phil Smypsmy
2025-04-01

The buzz around Intellsys at AI Bharat Expo is wild.

15M data points/second. Automated decisions. Big brands lining up.

But here’s the thing…

I’m not Cipla or Indigo Airlines.
I’m a solo founder trying to get 15 real signups by the weekend.

So I built MagnetManager.com
→ AI-powered lead magnet creation
→ For real people
→ Who don’t have a growth team

If you’re tired of spending hours writing PDFs no one downloads, it's for you.

Original article:
passionateinmarketing.com/grow

Phil Smypsmy
2025-03-26

I used to believe that if I wanted to be a real entrepreneur, I had to build everything by myself.

Code. Marketing. Branding. Strategy.

That belief nearly killed my business.

In today’s excerpt from From Monkey to Mogul, I break down how asking for help, seeking feedback, and building with people completely changed how I build businesses.

If you’re trying to figure this out alone — I wrote this book for you.

You don’t have to go solo just because you're independent.
frommonkeytomogul.com

Phil Smypsmy
2025-03-23

In 2005, I saw a LoveFilm DVD envelope in London and thought, ā€œI could build that.ā€ That spark launched my first real startup—and 20 years later, I’ve lived the developer-to-founder rollercoaster: startups, Shark Tank, EMBA, and a lot of mistakes.

So I wrote the book I wish I’d had:
From Monkey to Mogul—a myth-busting, real-world guide for devs and first-time founders who want more than hustle quotes.

šŸ“˜ Grab a free chapter or pre-order: frommonkeytomogul.com

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