Open to opportunities

Joshua Pickering

@joshuapickering3

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Senior software engineer specializing in AI agents, distributed systems, and cloud-native platforms.

United States

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What I'm looking for

I seek senior engineering roles focused on building production-grade AI agents, scalable cloud-native platforms, and observability-driven systems that balance innovation, security, and operational reliability.

I am a seasoned senior software engineer with over twelve years building large-scale distributed systems, cloud-native platforms, and AI-driven automation. I design and ship autonomous LLM-powered agents, multi-agent orchestration, and RAG pipelines that improve operational efficiency and enable data-driven decision making across high-availability environments.

I have led production integrations of transformer-based models, vector retrieval systems, and scalable microservices on AWS, GCP, and Kubernetes, while collaborating closely with data scientists and cross-functional stakeholders to convert experimental prototypes into secure, compliant, production-grade services. I focus on performance tuning, observability, and secure agent lifecycle management to deliver reliable, high-impact solutions.

Experience

Work history, roles, and key accomplishments

Senior Software Engineer

Wayfair

May 2022 - Oct 2025 (3 years 5 months)

Led design and implementation of AI-powered autonomous workflow agents and multi-agent orchestration to automate high-volume merchandising and supply-chain analytics, improving decision throughput and recommendation relevance across cloud-native services.

AutoGen Orchestration Vector Databases REST APIs gRPC Kafka Elasticsearch

Senior Software Engineer

Presidium Health Corp

Oct 2018 - Apr 2022 (3 years 6 months)

Built AI-driven workflow automation and RAG retrieval pipelines for clinical operations, integrating NLP agents with EHRs and secure event-driven messaging to accelerate triage and improve clinical decision support.

Python Kubernetes Elasticsearch Kafka Embeddings OAUTH2 JWT Microservices Observability

Software Developer

Outreach Corporation

Mar 2016 - Sep 2018 (2 years 6 months)

Engineered microservices and messaging pipelines for sales-engagement automation, implementing NLP-based scoring, REST APIs, and CI/CD improvements to enhance lead prioritization and system scalability.

Python Java RabbitMQ Kafka REST APIs PostgreSQL OAUTH2 CI CD

Full Stack Developer

Patreon

Sep 2013 - Feb 2016 (2 years 5 months)

Developed backend services for subscription and payment features, improving analytics, API stability, and security to support platform growth and high-volume transaction processing.