#15: Escaping Dictatorship, Hacking the Internet, and Building a World-Class AI Platform

#15: Escaping Dictatorship, Hacking the Internet, and Building a World-Class AI Platform

June 18, 2025 40 min
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🤖 AI Summary

Overview

This episode features Waseem Alshikh, co-founder and CTO of Writer, sharing his extraordinary journey from launching a startup in Syria under an oppressive regime to building a world-class AI platform. The conversation spans his early entrepreneurial struggles, his daring escape from political persecution, and his innovative work in AI, including building enterprise-grade language models and redefining productivity tools.

Notable Quotes

- I shut down the internet for two weeks. That was my revenge.Waseem Alshikh, on retaliating against the Syrian government.

- The traditional software industry will not exist. We’re rewriting it with AI.Waseem Alshikh, on the transformative power of AI.

- If you’re starting an AI company today, it’s not too late. We need more AI-native startups.Waseem Alshikh, encouraging new founders.

🗺️ Early Entrepreneurship and Political Oppression

- At 17, Waseem launched a digital mapping startup in Syria, focusing on major cities like Damascus.

- The Syrian government demanded he hand over the company, citing distrust. When he refused, he was jailed and forced to relinquish the business for $1—though they didn’t even give him the dollar.

- In retaliation, he hacked the country’s internet, shutting it down for two weeks. This act led to his eventual escape to Lebanon.

🚀 Reinvention and the Path to AI

- After fleeing to Lebanon, Waseem taught himself English in six months to pursue computer science, despite initial struggles with language barriers.

- He developed an open-source text summarization tool to aid his studies, marking his first foray into natural language processing (NLP).

- His early work in NLP evolved into building generative AI models, including encoder-decoder systems, years before OpenAI’s ChatGPT.

🌍 Building Enterprise-Grade AI Models

- Writer chose to build its own language models instead of relying on third-party solutions to meet enterprise demands for innovation, transparency, and stability.

- Waseem emphasized the importance of backward compatibility, clear roadmaps, and model transparency for enterprise trust.

- Writer’s AI platform focuses on creating customized agents for industries like healthcare, finance, and retail, boosting productivity through tailored solutions.

💡 Rethinking AI Business Models

- Writer transitioned from complex pricing models (e.g., token-based) to simpler, value-driven structures like seat and platform fees.

- Waseem noted the growing involvement of CFOs in AI purchasing decisions, emphasizing the need to link pricing directly to measurable business outcomes.

- He highlighted the importance of listening to customer feedback and iterating on pricing to differentiate from competitors.

📈 The Future of AI and Open Source

- Waseem advocated for open-sourcing AI tools to build trust with enterprise customers, allowing them to scale without vendor lock-in.

- He predicted that AI will reshape regulated industries like finance and healthcare, though regulatory frameworks are still catching up with rapid technological advancements.

- Despite fierce competition from tech giants, Waseem expressed excitement about the opportunities for startups to innovate in the AI space, calling this a unique moment in history.

AI-generated content may not be accurate or complete and should not be relied upon as a sole source of truth.

📋 Video Description

How do you build an AI company trusted by the world’s top enterprises, while surviving political oppression, hacking a country’s internet, and rewriting the future of work?

In this episode, Waseem Alshikh, co-founder and CTO of Writer, shares his extraordinary story. At 17, he launched his first startup in Syria — only to be imprisoned when the government tried to steal it for one dollar. In retaliation, he shut down the country’s internet and fled to Lebanon. From there, he taught himself English, built groundbreaking NLP tools, and eventually launched one of the world’s most trusted AI platforms.

We explore how Writer built its own LLMs to serve enterprises like Uber, Deloitte, and Spotify; how AI agents are replacing outdated internal tools; and how a new generation of founders is reshaping pricing, trust, and innovation in the AI era.

This episode is a masterclass in surviving chaos, scaling with focus, and building AI-first from Day One.

Follow Waseem Alshikh – X (Twitter): https://x.com/waseem_s
Follow Derek Andersen – X (Twitter): https://twitter.com/derekjandersen

Timestamps:
00:00 - Introduction to the Syrian Regime Collapse
00:49 - Early Success with Digital Mapping
01:42 - Government Takeover and Jail Experience
04:00 - Hacking the Internet for Revenge
05:36 - Escape to Lebanon and New Beginnings
06:44 - Learning English and Computer Science
08:08 - Transitioning to AI and Open Source
09:22 - Building Generative AI Models
10:15 - The Challenge of Language Localization
12:44 - Why We Built Our Own AI Models
13:30 - Enterprise Solutions and Customer Trust
18:04 - The Role of AI in Productivity
24:11 - Evolving Business Models in AI
28:35 - Future of AI in Regulated Industries
32:29 - Open Source vs. Proprietary AI
34:08 - Starting an AI Company Today
38:11 - The Journey from Startup to Growth

Episode Partners:
Salesforce
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https://www.salesforce.com/form/signup/freetrial-salesforce-starter/?d=701ed000007ZTPhAAO

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