Iwo Szapar

Hybrid Work Expert

AI Maturity Index

In a world where 77% of leaders won't consider candidates without AI skills, understanding your AI maturity isn't just nice to have — it's career-critical.

Introducing an AI adoption GPS - showing where you are, where others are heading, and your fastest path forward.

That’s exactly what we’ve built: a 15-min diagnostic tool powered by real-world data from thousands of professionals.

It's simple 
1. Chat with our AI assistant for 15 minutes about yourself and your AI usage 
2. Get an instant 5-page report with scores, benchmarks, and personalized coaching 
3. Run group reports for your whole team or company

Co-Creator

Ministry of Communications and Information Technology of Saudi Arabia

Co-hosting a program for 22 Saudi AI startups in building production-ready AI agents from concept to deployment. 

Key Focus Areas:
- AI agent architecture and orchestration strategies
- Business model innovation for AI-native companies
- Go-to-market positioning in the MENA region
- Technical troubleshooting and implementation guidance
- Strategic planning for scalable AI solutions

Working alongside the Kingdom's Centre of Digital Entrepreneurship and Saudi AI Leadership Forum to accelerate the next generation of AI companies leveraging Saudi Arabia's unique regulatory clarity and infrastructure advantages.

Program Highlights:
- Weekly workshops on agent development and business strategy
- 1:1 coaching sessions with individual startup founders
- Office hours for real-time technical support and troubleshooting
- Demo day presentations to industry leaders and potential investors

Supporting entrepreneurs who understand that sustainable AI competitive advantages come from workflow integration, cultural intelligence, and solving real customer problems - not just having the latest models.

AI Advisor

Supporting the „Tech Founders” program

Startup Mentor

South Summit

Working with South Summit's global team to connect startup founders with investors and corporate partners across Asia, Europe, and Latin America. Part of a hands-on community that's built 100+ successful exits and facilitated over $17B in startup funding.

AI Ambassador

Saudi AI Leadership Forum

Together with 350+ AI Enthusiasts 🇸🇦, we are dedicated to exploring the vast potential of AI as Saudi Arabia embraces Vision 2030, fostering a community where ideas flourish and connections are made. 

Our mission is to empower each member through insightful discussions, expert-led workshops, and collaborative projects. Whether you're a seasoned AI developer, a business leader seeking to harness AI's power, or simply AI-curious, we offer a platform to learn, share, and grow.

Chief AI Officer & Founder

Remote-First.Institute

Fixing change management with AI. 

- User Expansion: From 319 users in Q3 2023 to 2,003 users (8% paying) in Q2 2024
- Revenue Growth: From $148 in Q3 2023 to $10,635 in Q2 2024
- AI-Assistant Deployment: From 1 AI-Assistant in Q3 2023 to 201 in Q2 2024

🚀 The Journey Begins

In spring 2023 we were looking for ways to productize the "Remote Work Audit" that we've been successfully selling for many years at Remote-how. We decided to experiment with how AI can help. 

During two hackathons with Google and OpenAI, we created a simple prototype and brought it to users. They loved it, so we continued building which led to the creation of AI-Mentor, and eventually getting into an AI Accelerator Program in Saudi Arabia. 

Today AI-Mentor is a change management platform designed for consultants. It offers AI-enhanced interview toolkits, multi-stage AI-Assistants, and workplace analytics. These tools streamline consultancy operations and improve client engagement.

🧠 Projects I lead within AI-Mentor:

1. AI-Powered Remote Work Audit  

- Insight: Productized the "Remote Work Audit" using AI-Assistants.
- Impact: Evaluates remote work capabilities across 120 essential areas during an async conversation with employees, providing deep insights and actionable recommendations to enhance productivity.

2. 30-Day AI Productivity Experiment

- Objective: Conducted a 30-day experiment where 300 ambassadors were given access to an AI Productivity Partner.
- Result: The AI Productivity Partner helped participants stay as productive as possible by managing their calendars, planning tasks, scheduling deep work sessions, providing daily coaching, and offering productivity scores.

3. AI Hackathons

- Initiative: Hosted multiple hackathons (virtual & in-person), engaging over 400 participants.
- Outcome: Empowered participants to build custom, no-code AI tools, significantly enhancing productivity and addressing workflow challenges.

Maker @ AI-Mentor

We are a not-for-profit organization on a mission to create a space with open-source and expertise knowledge about the remote-first work approach provided by the world’s leading future of work experts.

We launched the Remote-First Institute to:
- Counteract the global "back to the office" movement.
- Create Global Standards for companies on remote-first processes.
- Produce high-quality events, articles, reports, and analyses.
- Cultivate a global community for remote-first experts.

Head of AI Projects & Co-founder

▪️Advised 3,000+ companies, incl. Walmart, Microsoft, ING Bank, and Deloitte on how to work smarter.
▪️Spoke at 200+ events, incl. Global AI Summit, South Summit, The Next Web, Running Remote.
▪️Featured by BBC, Forbes, Prezi, Remote, HR Exchange Network, and more.
▪️Built a global community of 31,000+ people who believe work can be done from anywhere.
▪️Wrote a book "Remote Work Is The Way", alongside experts from Netflix, GitLab, and Mural.

Strategic Advisor | Community Builder | Speaker | Writer

Remote-how

Remote-how is the leading platform for remote work education and consulting, helping over 3,000 companies optimize their remote work strategies. We have built a robust community of 25,000+ remote work professionals and collaborated with 250+ experts from renowned companies such as Netflix, GitLab, Microsoft, Mural, and Hubspot. 

Our partners include industry leaders like Asana, Remote, Deel, Prezi, and Safetywing.

💡 Key Projects:

1. Remote-how Marketplace

- Overview: A consulting and virtual training marketplace connecting companies with top remote and hybrid work experts. The marketplace facilitates the hiring of experts for audits, consulting, workshops, and content creation.
- Impact: Provided companies with access to specialized remote work expertise, improving their operational efficiency and remote work practices.

2. Remote-how Academy:

- Overview: The first global, online education and certification program covering essential remote work skills and tools. The academy offers tailored programs for remote workers, HR professionals, and managers.
- Programs:
* Certified Remote Manager
* Certified in Remote Human Resources
* Certified Remote Individual
- Impact: Educated and certified hundreds of professionals, enhancing their ability to effectively manage and thrive in remote work environments.

3. Remote Future Summit:

- Overview: Until 2020, it was the world's largest virtual conference focused on remote work, gathering industry leaders, experts, and practitioners to share insights, strategies, and innovations in the remote work field.
- Impact: Hosted thousands of participants globally, providing invaluable networking opportunities and access to cutting-edge knowledge on remote work trends and best practices.

CEO & Co-founder

Microsoft

I hosted a series of open webinars and invite-only workshops about hybrid work best practices for the Microsoft community and clients.

Remote Work Advisor

I helped build the first in the company's history "Hybrid Work Playbook".

Walmart

I worked with the HR team on Walmart's CEO's remote work strategy proposal.

🚀 Remote-First Activist | Top 50 Remote Influencer | Since 2017, shaping the future of remote-first world

Aloha, I'm Iwo Szapar! I help build future-proof organizations at the intersection of AI and human potential.

🌍 Key Achievements:
- Transformed work approaches at 3,000+ companies including Microsoft, Walmart, and ING Bank
- Co-created the AI Maturity Index with Harvard researchers, democratizing enterprise-grade AI readiness insights
- Established the Saudi AI Leadership Forum and co-founded AI-Mentor to accelerate organizational AI adoption
- Built a global community of 25,000+ professionals championing location-independent work
- Created an expert network of 250+ consultants from companies like GitLab, Netflix, and Hubspot

My work gathered recognition from Forbes and BBC. I authored "Remote Work Is The Way" and have spoken at over 150 events incl. Web Summit, South Summit and The Next Web, while living in 15 different countries.

Born in Gdansk, Poland, I've embraced the 'slowmad' lifestyle that informs my perspective on the future of work. When not researching AI applications, I'm reading history books, surfing, or DJing with my dog Luna nearby.

Connect to explore how AI can help your company work smarter! 🚀

🚀Remote Work Advocate & Co-founder

Remote-how helps companies make remote & hybrid work, work. Since 2017. 

🤓 Remote-how Marketplace - the world’s leading remote & hybrid work experts marketplace. Work on your consulting and advisory projects with 200+ pre-vetted practitioners from top distributed companies. 

🚀 Remote-how Campus - a community where leaders of hybrid teams come to connect, learn and grow together with access to live leadership development programs, mentoring services, and more.

Going viral was fun until I tried replying to thousands of “CLAUDE” comments manually.

Simular built a tool that helps turn that kind of chaos into organized leads instead of 4 a.m. wake-ups.

Two weeks ago I posted about building my second brain with Claude Code.

Offered a PDF to anyone who commented “CLAUDE.”

It exploded.

Day 1: I was Superman
• Every “CLAUDE” comment → I checked if we’re connected and sent a DM or connection request.
• Every custom question → I drafted a thoughtful response.
• Every Chief AI Officer or Big4 partner → Mental note to follow up.

I felt on top of everything.

Days 2-5: I was drowning
• 300+ comments per day
• 30k LinkedIn connections limit hit
• 90% of my responses were copy-paste
• 10% were brilliant questions I actually wanted to answer

My sleep schedule: 4am wake-ups to “catch up”. 

Days 6-14: I accepted defeat
• Replied to maybe 30% of the “CLAUDE” comments
• The Big4 partner who wrote a paragraph about their use case? Still unread
• The CAIO who said “genius, let’s chat”? 

Lost in the noise.

⸻

What I should have done on Day 1

Opened Simular 1.0 on my desktop.

Think of this a an “Autonomous Computer”.

Like n8n, but for everything - apps, web, files. And it stays local, not cloud.

Chatted with my new friend Bigfoot:
🦶 “Looks like you’re going viral. Want to automate comment responses?”

Then trained the system like an intern:
• “See this comment that just says ‘CLAUDE’? Reply with the PDF link.”
• “This one asking about Notion vs GitHub? Draft a response, I’ll review it.”
• “This person mentions ‘consulting firm’ + ‘interested in team setup’? Add to HubSpot, tag: Enterprise prospect.”

Hit Save. Workflow locked in.

Then it runs in the background - while I record podcasts, take calls, actually sleep.

⸻

The result I wanted
• 4,700 “CLAUDE” comments → Auto-responded ✅
• 400 custom questions → Pre-drafted for my review ✅
• 150 qualified leads → Added to CRM with context ✅
• Bigfoot flags 12 comments it’s not sure about (including that Big4 partner) → Gets my personal attention ✅
• Me → Actually sleeping ✅

What actually happened
• I manually typed variations of “Here’s the link!” 1,500+ times
• Lost 3,000+ people to notification fatigue
• Probably missed 50+ real business conversations

⸻

This is what Simular 1.0’s human-in-the-loop is built for

You train it once:
• “CLAUDE” comment → send PDF
• Complex question → draft response
• High-value signal → CRM entry

It learns. Saves the workflow.
Runs it while you’re doing literally anything else.

You wake up to organized, pre-handled responses.
You review in 20 minutes, not 8 hours.

Next time I go viral, I’m ready on Day 1.

Try Simular 1.0 - link in comments. 🚀🚀🚀

What would you like to automate on your computer? Share in comments and let’s explore together if it’s (already) possible!

Brand partnership • Co-Creator @ AI Maturity Index 🚀 | Entrepreneur, Writer, Speaker 👨‍💻 | 15 countries called home 🌍

Co-Creator @ AI Maturity Index 🚀 | Entrepreneur, Writer, Speaker 👨‍💻 | 15 countries called home 🌍

Helping GTM Leaders & Founders Grow With GTM x AI | Fractional CxO | Building Linkedin Tools @ humanoidz.ai

this is the closest i've ever felt to 'work' AGI...
I'd even say this is potentially the best investment of your time
when asked what's the 20/80 signal vs noise to focus on atm, I answer this:

claude code + sub-agents + skills... hear me out:

most people use claude like a chatbot. ask a question, get an answer, repeat.
i've been using it like a powerful team, that gets me...

here's what changed: claude now has skills and sub-agents. skills are basically recipe cards you create once, then claude follows them perfectly every time. no more rewriting the same prompts. no more inconsistent outputs.

sub-agents take it further. instead of one claude doing everything, you create specialists. one for linkedin content. one for data analysis. one for email drafting. each one remembers your preferences forever.

(someone in our community said "this replaced everything. i barely use any other tools anymore.")

the real magic? you can run 3-4 agents simultaneously. while one analyzes a spreadsheet, another writes a post about those numbers.

anyway, i put together a full playbook covering: 
→ setting up skills and enabling code execution in claude 
→ creating your first SKILL.md file (claude literally writes it for you) 
→ the debug loop that makes skills sharper over time 
→ building sub-agents with their own "brain" folders 
→ connecting agents to google drive, slack, hubspot via MCPs 
→ the packaging mistake that breaks everything

it's 20 pages of step-by-step stuff that took months to figure out.

want it? you know the drill: 
1. 👍 like 
2. 💬 comment "augmented" 
3. 🔄 repost just to be sure
will send it later today.. first come first serve as there are limits.

(make 100% sure we're connected)

DM me if you have questions.

Claude_Code_Claude_sub-agents_and_Claude_skills

using AI for 1000+ days...canceled most of my AI subscriptions this month.
now i spend 90% of my time in one tool.
this is probably the best time investment you make this year...

yesterday's post about claude code/agents/skills did better than expected so i'm releasing the FULLER playbook. the tool? claude code. but i don’t code a single line. don't let the "code" in the name fool you… i'm not a developer and it works perfectly. 

here's what happened:
chatgpt, gemini, the tools I used etc forget everything. every chat starts from zero. you re-explain your project, your brand voice, your preferences... over and over. even with customgpts and claude projects it isn't reliable enough..

claude code changed EVERYTHING. you create a simple file called CLAUDE[.]md. that file becomes your AI's permanent memory. write your context once. never repeat yourself again.

but here's where it gets REALLY interesting:
you can build sub-agents. specialists that each have their own "brain folder." one for linkedin content. one for research. one for client work. each remembers everything.

then you connect them to your actual tools via MCP: hubspot, gmail, google analytics, notion, slack. they execute tasks on your behalf. i'd say this is probably the biggest practical shift in knowledge work since the chatgpt moment. and it's simple. it's basically just folders and markdown files. no actual coding required. true story...someone in our community said it best: "my clients think i hired a team."

anyway, i’m sharing and i've used the playbook from Iwo Szapar which covers it in perfect easy-to-follow details, step by step:

→ setting up claude code (even for non-coders) 
→ creating your CLAUDE.md file (your project's permanent memory) 
→ building sub-agents with their own brain folders 
→ connecting to hubspot, gmail, notion via MCP 
→ the mistakes that break the whole system 
→ ready-to-use templates you can copy

this might be the best hours you invest this year.

want it? you know the drill
will send it today if you’re fast (there are some limits on number of DMs per day…first come first serve:
1. 👍 like
2. 💬 comment "Second Brain"
3. 🔄 repost just to be sure

(make 100% sure we're connected)

thank me later for this one...

how I built a second brain that actually works

Performing Remote

Founder

PixMob

Director of Engineering

Nicolas Cava

I'm looking for a long-term relationship with a distributed SaaS business. I'm available right now for full-time permanent employment.

I can speak English or French and work from anywhere.

My expertise:

- Engineering management
- People management
- Strategic planning
- Project execution
- Systems and processes
- Distributed work
- Culture building
- Incident management
- Hiring and onboarding talents

Please connect with me and discuss how we can win together.

Engineering Manager

Zendesk

Zendesk is a large public enterprise with 5500+ employees distributed worldwide. The company is headquartered in San Francisco, California, US.

Industry: customer experience and instant messaging tech.

Responsible for:

→ Lead distributed software teams of up to 14 people.
→ Build core messaging capabilities for Zendesk products.
→ Contribute to the high-end conversational CX strategy.
→ Provide the API, conversation store, message routing, and orchestration pipeline.
→ Provide all the logic and integrations to operate in social channels.
→ Lead weekly tech talks.

Tech stack:

→ React
→ Node.js, Express, Ruby
→ MongoDB, Redis, DynamoDB, RabbitMQ, Kafka
→ Terraform, Istio, AWS
→ Spinnaker

PixMob was a bootstrapped company with 80+ employees distributed worldwide in the event industry. The company was headquartered in Montreal, Quebec, Canada.

Industry: event management tech.

Responsible for:

→ Led the software engineering department composed of 10 employees across two continents.
→ Contributed to human-centric experiences, light shows, and corporate event activities.
→ Built edge computing, cloud computing, and high-availability data processing.
→ Built products on top of cutting-edge hardware infrastructure.
→ Supported decentralized authority and execution freedom.
→ Built an async-first culture with an emphasis on writing communication and documentation.
→ Organized 4-week development cycles with shaping, betting, and execution.
→ Provided individual development, coaching, and connections building.
→ Co-led a successful M&A by Bizzabo.

Tech stack:

→ React, React Native, Swift, Kotlin
→ Python
→ MongoDB, Redis, InfluxDB, Elasticsearch
→ Terraform, Nomad, Consul, Google Cloud
→ GitLab CI/CD

Swile

Swile was a VC-funded fintech startup (30M Series A, 70M Series B) with 300 employees distributed in France. The company was headquartered in Montpellier, France.

Industry: fintech.

Responsible for:

→ Led a distributed software team of 10 employees.
→ Built a B2B2C product with banking features, mobile, and web payments.
→ Built bank accounts, transfers, credit card management, and P2P payments.
→ Also built money pots, KYC and compliance, and charity donations.
→ Provided autonomy, ownership, decentralized authority, and execution freedom.
→ Built an async-first culture with a focus on written communication and documentation.
→ Provided individual development, coaching, and connections building.

Tech stack:

→ React, TypeScript, Kotlin, Swift
→ Ruby on Rails, Node.js, GraphQL
→ PostgreSQL, Kafka, Redis
→ AWS, Confluent
→ CircleCI, Bitrise

Swile was a VC-funded fintech startup (30M Series A, 70M Series B) with 300 employees distributed in France. The company was headquartered in Montpellier, France.

Industry: fintech.

Responsible for:

→ Member of a cross-functional and distributed software team.
→ Led a distributed team of 10 employees part-time.
→ Built a B2B2C product for employees and administrators in SMB and mid-market.
→ Built meal voucher credits, credit card orders, and employee management.
→ Also built onboarding, off-boarding, bank accounts, and credit card payments.

Tech stack:

→ React, JavaScript, TypeScript
→ Ruby on Rails
→ PostgreSQL, Redis
→ Heroku, AWS
→ Semaphore

Senior Software Engineer

Maple Inside

Maple Inside was a funded startup studio (2M seed) with 20 employees distributed worldwide. The company was headquartered in Quebec City, Quebec, Canada.

Industry: fintech and adtech.

Responsible for:

→ Co-founded the company with former colleagues.
→ Led a distributed team of 10 employees as head of product development.
→ Bootstrapped business ideas by building MVPs quickly to reach market pull.
→ Profitable products were incorporated into companies with hired founders.
→ Built products in the adtech, sharing economy, and fintech industries.
→ We grew the business to 1M ARR.
→ Had to close operations in 2018 as we consumed our runway.
→ A few companies emerged from the studio and are still in business.

Tech stack:

→ React, React Native, TypeScript
→ Node.js, GraphQL, Python
→ MySQL, Redis
→ AWS, Google Cloud
→ CircleCI

Co-Founder & CTO

PetalMD

PetalMD was a VC-funded healthtech startup with 100 employees distributed in Canada. The company was headquartered in Quebec City, Quebec, Canada.

Industry: healthtech.

Responsible for:

→ Member of a cross-functional software team.
→ Built a B2B product for physicians and healthcare facilities.
→ Also built online management, communication, and planning tools for physicians.

Tech stack:

→ JavaScript, CoffeeScript, Angular
→ Ruby on Rails
→ PostgreSQL, Redis, Elasticsearch, Pusher
→ Heroku
→ Jenkins

Crakmedia

Crakmedia was a bootstrapped adtech startup with 250 employees distributed in Canada. The company was headquartered in Quebec City, Quebec, Canada.

Industry: adtech.

Responsible for:

→ Led a front-end team of 10 employees.
→ Built an affiliate marketing platform supporting billions of daily hits.
→ Also built media buying, advertising platforms, traffic analytics, and offer management.
→ Also built big data processing and data science software.
→ Refactored a huge monolithic to a microservices architecture.
→ Provided individual development, coaching, and connections building.
→ Designed software architecture and technology strategies.
→ Led product analytics and application performance initiatives.

Tech stack:

→ JavaScript, TypeScript, React, Redux
→ Node.js, PHP, Symfony, Express
→ MySQL, Redis, Vertica
→ AWS
→ Bamboo

Front-end Technical Lead

I help remote leaders who are overwhelmed by their workload leave chaos by empowering people and improving self-discipline through the Performing Remote OS. | Fractional Engineering Leader, Coach

I'm a passionate people-first Engineering Manager with 12y+ of experience leading distributed teams for renowned SaaS businesses like Zendesk and Swile in AMER and EMEA.

I'm also a social entrepreneur who cares about positively impacting people and society. My personality type is ESTJ-A, and I'm a systems thinker with strong organizational and self-discipline skills.

My core values are contribution, growth, discipline, justice, transparency, and resilience. I'm also a father, gamer, remote work advocate, traveler, content creator, and developer, which I consider my identity stack.

My backstory is that I burned out in 2018, and remote work saved my life. Since then, I have strived to become the best remote leader I can be for my people and show that we can build exceptional distributed businesses by putting people first and providing opportunities for anyone from anywhere. I also share my journey in public with vulnerability and authenticity to help as many people as possible.

I post daily about remote leadership and personal development. I'm also building the Performing Remote OS, a system I use as a remote leader.

My credentials:

- 12+ years in distributed SaaS businesses in AMER and EMEA
- 10+ years as a successful leader of distributed engineering teams
- Dealt with 525% employee growth over 2 years
- Supervised 76 talents across 4 continents
- Co-founded and scaled a startup studio to 80K+ MRR in 3 years
- 94K+ paying customers in a B2B product
- Led a technical due diligence for a $13.5M M&A
- 6000+ workers supported in the Digital First Crew at Zendesk
- Led competitive virtual gaming teams of up to 40 individuals for 5 years
- 12+ years as a remote worker

Where to start:

- Follow me to receive my daily content
- Connect and DM me for more
- Book a free discovery call: https://www.nicolascava.com/discovery
- Send me an email: hello@nicolascava.com

Fractional vs. full-time CTO. The real math.

Everyone says, "You need to hire a CTO."

Let me show you the receipt before you sign the contract.

Option A: The full-time CTO.
You spend 6 months looking for "The One." Then you pay:

→ $180K base salary
→ $35K benefits & overhead
→ $36K recruiting fees
→ 3-5% equity

Total Year 1 Cost: $251,000 (+ equity).
And you lost 6 months of execution time waiting for them to start.

Option B: The Fractional CTO.
You start next week. You pay:

→ $6K/month retainer
→ $0 benefits
→ 0% equity
→ $0 recruiting fees

Total Year 1 Cost: $72,000.
And you get immediate impact.

Here is the hard truth:
At the pre-seed or seed stage, you do not need 40 hours of "CTO work."

You need about 5-10 week hours of high-level strategy and oversight.

The other 30+ hours?
That's just expensive management overhead you can't afford yet.

The outcome:

You save $180K in hard cash.
You save 3-5% of your equity pool.
You extend your runway by 9 months.

Hire the full-time CTO when you hit Series A.
Rent the brain until then.

P.S.
Want to see exactly what that will get you?
DM me for a breakdown. Let's extend your runway.

Fractional CTO for non-technical founders | Prevent a $100K–$5M rebuild & start selling | Pre-seed & seed B2B SaaS expert | 90% less than a full-time CTO

Tweet-style text by Nicolas Cava saying a full-time seed-stage CTO is a vanity metric, burning ~$200K/year just to look investable on a pitch deck.

Your CTO is lying to you.

The rebuild isn't a tech problem.

1. Rebuilds fail if you repeat the original problems
You had 2 auth providers because product and sales weren't talking.
You have tech debt because priorities shifted and architecture didn't.
New tech doesn't fix broken communication.
Fix alignment first. Rebuild second.

2. No-code is a validation tool, not your product foundation
You build 90% in Lovable. Hit a wall.
Now you're stuck with unmaintainable spaghetti nobody can hire for.
Use no-code to prove the model works.
Then rebuild properly with that certainty.

3. Microservices at year 1 is architectural theater
Developer spends half their time on network infra, not features.
You don't have Google's problems. You have 47 users.
Start modular monolith. Scale when revenue justifies complexity.

4. Premature optimization costs more than tech debt
Building for 10M users when you have 25.
Your constraint isn't throughput. It's PMF.
Boring, proven tech wins. Solve the business problem first.

5. Cheap developers are debt
$40K offshore hire saves nothing. They defer cost to the rebuild.
A $120K solid engineer compounds 3 years of smart decisions.
Bad hiring IS the rebuild. You're just paying for it later.

6. Speed without direction is expensive chaos
Shipping fast feels productive until nothing connects.
Velocity with constraints: narrow features, clear ICP, one revenue model.
Otherwise, you're building a museum of abandoned experiments.

7. Without decision records, every new CTO assumes incompetence
They see your monolith and think it's trash.
No context means they rebuild to prove their value.
Document why you built what you built. Or watch them undo it.

8. Most rebuilds don't need to happen
That legacy system? Fix the 3 critical problems for 10% of rebuild cost.
Rewrites that worked forced the business to choose what mattered.
It wasn't the new framework. It was finally saying no.

9. Profitability discipline beats architectural elegance
Unprofitable companies build expensive stacks and over-hire.
Profitability forces better trade-offs and longer runways.
Treat it as day 1 muscle.

Before you rebuild, answer this:
What organizational problem caused the tech problem?

If you can't answer that, you're about to build the same mess twice.

P.S.
Planning a rebuild in the next 90 days?
DM me your stack and the problems you're solving.
I'll tell you if you actually need to rebuild.

Fractional CTO for burned-out founders. Helping pre-seed & seed startups ship faster at 90% less cost than a full-time CTO. Exhausted? Book a call to reclaim 20–30 hours weekly. ↓

Nicolas Cava in a sunlit living room, seated on a sofa, looking thoughtful as warm light falls through tall windows.

Your dev with no accountability wasted 6 months.

I've watched this kill 40+ startups.

But here's what most founders miss:
Accountability without clarity is just over-engineered blame.

You hand off tech with zero accountability.
Then wonder why you're rebuilding for $500K.

The opposite hurts you too:
Fear-based accountability makes devs hide mistakes.
They stop taking necessary risks.
They optimize for vanity metrics.

The real catch?
You must define what they're accountable FOR.

"Build what scales" is meaningless.
They build microservices in week 3.
Zero revenue. 100% complexity. Bravo.

Accountability to vague goals is accountability to nothing.

Here's what works:

1. Link decisions to business outcomes.
Not "uptime." But "can we onboard 100 users today without breaking."
That's a stake they can own.

2. Make consequences visible.
Prod incident? The dev presents the postmortem to the team.
Not punishment. Learning with skin in the game.

3. Own your tech failures first. Publicly.
Your team will trust you. And stop hiding theirs.
Authority comes from surviving your own bad calls.

Mediocre devs with clear accountability beat genius devs with none.

P.S.
Want accountability in your tech team before burning $100K?
DM me.
I'll show you the exact framework that prevents these rebuilds.

Nicolas Cava in coat and scarf walking on a snowy city sidewalk by parked cars and brick rowhouses, winter trees and frosted shrubs lining the street.

The best teams deploy 208 times more than you.

Not because they are larger.
Because they removed the part where humans break things.

Your deployment process is a nightmare.

You hold your breath.
You pray nothing breaks.
You push manually because it's "faster than automating."

It's not.

Every manual step is a loaded gun:

→ Forgot to run migrations? Production's down
→ Wrong env variable? Users see test data
→ Skipped a build step? 500 server error

You'll automate "when you have time."
You won't.

You'll just keep stacking risk. Keep burning hours.

Your slow deployment is killing your learning speed.
Every week you don't ship is a week you don't learn.

You don't need perfect CI/CD.
You need one automated staging push this week.

Start there.
Add a test.
Add a rollback.

Repeat.

Fast, boring deployments mean your team can experiment.

Automate it and ship.

P.S.
Ready to automate? Let's fix your pipeline fast.
DM “STRATEGY” now to book a free call.

Dark social post from Nicolas Cava with profile photo and text urging automation: "Manual deploys are expensive" and bullets about midnight panics, broken production.

You're building a perfect stack.

But you're burning cash.

Unprofitable companies obsess over architecture.
They over-hire.
They build expensive systems nobody asked for.

Profitable companies make brutal trade-offs.
They extend runway.
They survive.

Profitability isn't a milestone.
It's day 1 discipline.

Choose survival over elegance.

Dark social post layout showing a verified account avatar and text: "You're scaling a product. No one's paying for it. Congrats on burning faster."

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The Battle

Iwo Szapar

Nicolas Cava

Followers

Posts

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Performance ScoreIwo Szapar's LinkedIn Performance

Performance ScoreNicolas Cava's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Iwo Szapar

Nicolas Cava

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Iwo Szapar's LinkedIn Performance

Performance ScoreNicolas Cava's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreIwo Szapar's LinkedIn Performance