
Ayoola Damilare
@ayooladamilare
I build production LLM systems that turn vague business needs into working software.
What I'm looking for
I've built and deployed production AI systems for banking, private equity, education, and SaaS clients through NexSupport Technologies. I take loose business needs through discovery, technical scoping, acceptance tests, deployment, and post-launch support.
For a corporate banking unit head, I built a voice-first AI assistant that transcribes notes, extracts structured tasks, produces grounded research briefs, and uses evaluation suites to measure extraction accuracy after model or prompt changes.
As co-founder and sole engineer of Future Self, I built a web and mobile life-planning app using Claude, embeddings, Supabase Postgres, TypeScript, Next.js, React Native, Expo, and Stripe. I also built NexCast, a live multi-tenant SaaS email platform on AWS for paying clients.
I've delivered AI CRM, lead-enrichment, ingestion, and automation pipelines using GPT-4o, Groq, Airtable, Slack, Gmail, Apollo, and People Data Labs. I focus on reliable systems with audit trails, human approval gates, secure endpoints, and practical guidance for non-technical leaders.
Experience
Work history, roles, and key accomplishments
Founder, AI Consultant and Engineer
NexSupport Technologies
Jan 2023 - Present (3 years 8 months)
Consult with business owners and executives on AI feasibility, design, build, deploy, and support AI systems. Client work spans banking, private equity, education, and SaaS.
AI Automation Engineer and Operations Lead
CHRISTAD Foundation
Jan 2022 - Present (4 years 8 months)
Onboarding and reporting automation for 50+ groups, cutting onboarding time by about 80%.
Automation Developer
BreezeLearn
Jan 2025 - Dec 2025 (11 months)
Built an AI ingestion and enrichment pipeline with GPT-4o and Groq that automated about 90% of manual parsing.
AI Automation Engineer
Aldenbridge Partners
Jan 2025 - Dec 2025 (11 months)
Delivered an AI CRM and enrichment pipeline across GPT-4o, Airtable, Slack, Gmail, Apollo, and People Data Labs.
Education
Degrees, certifications, and relevant coursework
Microsoft
Microsoft Azure Fundamentals AZ-900, Cloud Computing
In progress for the Microsoft Azure Fundamentals AZ-900 certification.
Databricks
Databricks Lakehouse Fundamentals, Data Engineering
2026 - 2026
Completed the Databricks Lakehouse Fundamentals certification in 2026.
TrueHorizon AI
AI Engineer Certification, Artificial Intelligence
2025 - 2025
Completed the AI Engineer Certification in 2025.
EPS University
B.Sc., Computer Science
Grade: First Class Honours
B.Sc. in Computer Science with First Class Honours.
Udacity
Data Analyst Nanodegree, Data Analysis
Completed the Data Analyst Nanodegree.
Availability
Location
Authorized to work in
Portfolio
youtube.com/@AIAutomationswithAyoolaSocial media
Skills
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