Signal
Mission Brief // File 001

Andrew
DiCosmo

Open to the Right Opportunity
Andrew DiCosmo
SUBJECT:   Senior AI, Cloud Security and Platform Architect
FOCUS:     Hands-on architecture · agentic AI · cloud security · software and data engineering
CLEARANCE: Active U.S. Security Clearance
LOCATION:  Greater Chicago Area · Northwest Indiana
KNOWN FOR: understanding the operation, setting technical direction, and owning delivery through production
Available Engaged
Open to engineering, architecture, management, and select executive roles, plus consulting engagements
PASS 2026.08 · COLLECTION ACTIVECV MODEL · STANDBY
VIEW
BASE STRUCTURES · 97.4% VEHICLE · 96.2% NEW CONSTRUCTION · 93.1% CLOUD COVER · 18% VEHICLE · 41% LOW CONF AIRCRAFT · 98.8% 41°37'12.4"N 87°05'24.0"W SENSOR OPTICAL · EO SUN EL 42.5° GSD 0.3 M/PX 2026-07-07T21:09:15Z
Project stack: PyTorch · TensorFlow · object, change & new construction detection · NGA / IARPA mission areas
HOW I LEAD · OWN THE STRATEGY, NOT JUST THE TICKET

Technology Leadership

I have set technology vision and owned delivery as the senior-most technology leader on the engagement, then stayed hands-on where it mattered. I lead the same way I build: from the decision down to the running system.

LEAD-01

Vision & Strategy

I have owned technology strategy and architecture direction for federal mission programs, including build-versus-buy decisions, vendor selection, secure-cloud standards, and technology roadmaps.

LEAD-02

Build & Lead Teams

I have led engineering and delivery teams, setting architecture standards, code-review practices, hiring standards, mentoring, and career paths while staying accountable for the systems they shipped.

LEAD-03

Practice & Portfolio

As a cloud practice leader, I ran multiple client portfolios from the first whiteboard through delivery, including budgets, estimates, roadmaps, vendor decisions, and executive presentations.

LEAD-04

Governance & Risk

I establish security, compliance, and technology governance using NIST, Azure Security Benchmark, Policy as Code, SOC 2-aligned practices, and AI governance. At FDIC, I turned cloud compliance from a manual analyst procedure into an automated control, evidence, and remediation workflow across more than 60 Azure subscriptions. I have also owned enterprise AI platform planning across Azure AI Foundry, Claude Enterprise, and ChatGPT Enterprise, including model selection standards, developer access, token management, and cost controls.

HOW I WORK TODAY · CLOSE ENOUGH TO THE CODE TO OWN THE OUTCOME

Hands-On Engineering

I work best where architecture has to turn into running software: production systems, applied AI, cloud services, APIs, data movement, and the troubleshooting that happens after launch.

PROOF-01

Build & Ship

My current work includes Python and Java services, REST APIs, cloud services, data flows, AI integration, and production troubleshooting. I use LangGraph, LangChain, Amazon Bedrock AgentCore, and LlamaIndex to build governed AI and retrieval workflows, and Claude Code, OpenAI Codex, and GitHub Copilot for codebase analysis, implementation, testing, and review.

PROOF-02

Design for Fit

I select the architecture that fits the problem. InstaMap combines a stateful LangGraph workflow with deterministic catalog matching, computer vision, OCR, confidence validation, retries, pause and resume, and human approval. Models assist the workflow while policy, validation, and auditability control the outcome.

PROOF-03

Deliver at Scale

I have led teams modernizing mission systems into API-backed cloud services, including microservices that cataloged petabytes of imagery and data pipelines processing terabytes daily across Kubernetes on EC2, AWS EKS, and OpenShift.

PROOF-04

Client Delivery

I can sit with engineers, executives, and end users and keep the conversation useful: requirements, demos, tradeoff calls, architecture reviews, and clear explanations that help teams make decisions.

Operational Range

SECTOR COVERAGE · FAST CREDIBILITY SCAN

I have shipped across federal, financial services, retail, healthcare, education, manufacturing, small business services, and enterprise technology environments.

Sector Coverage

SELECTED SECTOR EXPERIENCE
SCANNING FEDERAL & DEFENSE FINANCIAL SERVICES RETAIL & E-COMM HEALTHCARE ENTERPRISE TECH SMB & SERVICES EDUCATION MANUFACTURING
SectorSignalEngagements
Federal & DefenseW-2 and subcontractor engagements · DHS · DOJ · DoD · NGA · FDIC
Financial ServicesC2C → W-2 and subcontractor engagements · Citizens · FDIC · Elevate Finance Group
Retail & E-CommerceClient and product work · NIKE · InstaMap · shopdesigns.co · Shopify engagements
HealthcareSubcontractor engagement · HCSC · Defender security engineering
Enterprise TechW-2 roles · Peters & Associates · HARMAN · ByteCubed
SMB & ServicesFounder and consulting work · PC Ingenuity · CloudTect
EducationW-2 teaching and mentorship · Prairie State College · WBLA
ManufacturingW-2 operational technology role · Tufts Grinding

Mission History

FIVE PHASES · SCROLL TO REVIEW · CLICK A CASE TO EXPAND LENS
Current Products & Recent Work2017 – PRESENT

Products & Selected Engagements

CloudTect, InstaMap, production AI systems, and selected recent client engagements. Open product links are included where available.

CASE-051CommercialInstaMapLive Product

A live AI-enabled marketplace for collectors. I designed and built a stateful LangGraph identification workflow coordinating computer vision, catalog matching, licensed-reference retrieval, web and marketplace research, confidence validation, follow-up questions, retries, parallel execution, pause and resume, and human approval. LangChain standardizes model, tool, retriever, and middleware integrations; LlamaIndex retrieves across catalogs, scanned guides, manuals, checklists, and pricing references. Amazon Bedrock AgentCore supports governed browser automation, identity, policy enforcement, memory, and observability. CrewAI and AutoGen are under evaluation for future specialist-agent workflows.

Computer visionOCRLangGraphLangChainAmazon Bedrock AgentCoreLlamaIndexCrewAI R&DAutoGen R&DHuman approvalRetrievalinstamap.ai
CASE-052CommercialGuardrailed AI Repricing PipelineProduction System

A private Shopify repricing system where an LLM recommends prices, but deterministic policy and validation code control every write. The model gets an opinion; the guardrails get the final say.

ShopifyLLMGuardrails
CASE-053CommercialDCOSMOSIn Build

An in-development business-operations platform. The current work focuses on shared customer and hiring workflows, with AI-assisted matching, drafting, and planning. Additional modules are on the roadmap. See the concept view below.

SaaSCustomer and hiring workflowsAI-assisted matching and draftingdcosmos.ai
CASE-054CommercialCitizens Bank · Azure Security Engineering2023–2026 · Contract-to-hire

After BlackSky ended in March 2023, Citizens Bank became my primary role. The work began through a company-to-company engagement and later converted to W-2, effectively a contract-to-hire progression. I served as the Azure security subject matter expert for the content engineering team, owned the Azure security product workstream, and supported adoption of Azure Advanced Threat Protection, Office 365 Advanced Threat Protection, and the broader Microsoft security suite. I also took on QRadar work outside the original Azure scope, helped the team write Splunk detection rules during the migration from QRadar, and built an early Detection as Code prototype that used source control for change history, recovery, and rule restoration. I automated detection and SOAR playbooks within Citizens Bank Cyber Defense, using Wiz to identify high-severity findings that activated event triggers in Splunk. Later work included Microsoft Purview data flowing into Splunk.

Citizens BankC2C to W-2Contract-to-hireAzure security SMEQRadar to SplunkDetection as CodeWizSOAR playbooksHigh-severity findingsPurview to SplunkAzure ATPO365 ATP
CASE-042FederalCloud Security at Federal Scale · FDIC2022 to Present

Current C2C subcontractor engagement supporting FDIC as the end customer across more than 60 Azure subscriptions. I engineered hundreds of Azure Policy and policy-as-code controls aligned with the agency's customized Azure Security Benchmark and NIST requirements, then automated evidence, drift detection, findings, and remediation with PowerShell, Wiz, Defender for Cloud, and GitHub Actions. The workflow reduced compliance investigations that could take most of a business day to under a minute. I also use Azure Resource Graph, Azure Monitor, Log Analytics, and Splunk SPL for telemetry validation, dashboards, correlation searches, alerting, and security monitoring, and built automation to identify unsupported Azure App Service runtimes and notify resource owners.

FDIC end customerC2C subcontractorAzure PolicyWizDefender for CloudVulnerability managementPowerShell governanceGitHub ActionsCompliance automationDrift detectionControl evidenceRemediation workflowsSplunk SPLAzure Resource GraphAzure MonitorLog AnalyticsNISTAzure Security BenchmarkAI governance
CASE-055CommercialDefender Security Engineering · Fortive · HCSC · GuidestoneCompleted

C2C subcontractor engagements supporting Fortive, HCSC, and Guidestone as end customers: deployed and configured Microsoft Defender for Endpoint and Defender for Identity, reducing attack surface across corporate environments. Led Azure ATP implementations for real time threat detection, integrated Splunk and QRadar with the Defender stack across hybrid environments, and built Defender policy and automated security responses across the three end clients.

FortiveHCSCGuidestoneC2C subcontractorDefender for EndpointDefender for IdentityAzure ATPSplunkQRadar
Federal AI & CloudJUN 2017 – 2024

Federal Cloud & Mission Work

Federal cloud migrations, petabyte-scale imagery data, satellite computer vision, and mission-platform modernization across DOJ, NGA, DoD, BlackSky, and FDIC work.

CASE-040FederalFederal Cloud & Data · DOJ · NGACloud Modernization

During my direct BlackSpoke role from 2017 to 2021, I led cloud architecture and delivery for DOJ and NGA programs, migrated Justice Management Division datacenter workloads into Azure, and helped the NGA team maintain and extend the Corporate Analytic Visualization Environment after the prime contract win. I also led two teams building mission microservices and personally developed Python and Java Spring APIs that cataloged petabytes of satellite imagery, along with data pipelines processing terabytes daily from multiple sources. The container platform moved from Kubernetes on EC2 to AWS EKS. In a separate later CloudTect subcontract engagement supporting NGA through BlackSpoke, we moved a web, API, and database microservice to OpenShift using Docker images, Helm, private registries, and GitLab CI/CD. Terraform, Prometheus, Grafana, Kibana, Elasticsearch, Lambda, NiFi, SQL, Oracle, and SSIS supported infrastructure, observability, and data delivery.

Kubernetes on EC2 -> EKSKubernetes containers -> OpenShiftSoftware developmentAPI-backed microservicesImagery catalogingRetrieval workflowsData-access workflowsDockerHelmPrivate registryTerraformGitLab runnersCI/CDPrometheusGrafanaKibana/ElasticsearchData warehousingLambdaNiFiSQL
CASE-041FederalSatellite Imagery Computer VisionComputer Vision Platform

At BlackSky Technology (NYSE: BKSY), worked on Spectra, an AI-enabled space-intelligence platform that fused satellite imagery with SAR, RF, GPS, and IoT sensor data for object, change, and anomaly detection and site monitoring. The work included PyTorch and TensorFlow detection models, a continued NGA AWS microservices contract, and an IARPA program. Platform work used EKS-based microservices, Docker, Helm, Prometheus, Grafana, Kibana/Elasticsearch, and Airflow to monitor container performance, tune CPU utilization, and support scaling decisions. The visual on this site is an original illustration, not client material.

Spectra platformPyTorchTensorFlowEKSDockerHelmPrometheusGrafanaAirflowSARRFGPS fusion
CASE-043FederalMission AI Platform ModernizationMission AI Platform

The largest production AI application I have worked on was a multi-year modernization of an existing cleared mission application. I led two delivery teams rearchitecting services on AWS using Well-Architected principles and loosely coupled microservices behind APIs. My teams owned Python API services end to end; I later worked alongside Java backend services in the same environment. The program operated at petabyte scale, with data warehousing measured in billions of records and continuous structured and unstructured ingest supporting mission-focused AI/ML, computer-vision, and geospatial workflows.

AWS Well-ArchitectedPython REST APIsJava servicesPetabyte scaleBillions of records
Enterprise ArchitectureJAN 2012 – JUN 2017

The Architect Years

Lead and principal architecture at rising scale: Peters & Associates (2012–2015), HARMAN Connected Services (2015–2016), ByteCubed (2016–2017), capped by building a two-year security roadmap for NIKE. Systems designed to survive contact with real organizations.

CASE-031CommercialSherlock AI · Digital Leader AwardAward

At HARMAN, I led the architecture and application design for the original Sherlock AI product and worked hands-on with two other talented developers to build it as a rapid prototype. Sherlock AI combined data scraping, machine learning, and predictive analytics to analyze market signals for build-versus-buy decisions and guide R&D investment. The platform continued in internal use after my departure. Built on Microsoft cloud services, Sherlock AI received a 2016 Digital Leader Award from IDG and Dimension Data.

Read the award coverage
Product architectureHands-on developmentMachine learning & predictive analyticsR&D decision support
CASE-032CommercialNIKE · 2 Year Security RoadmapSecurity Roadmap

C2C subcontractor engagement supporting NIKE as the end customer. Built a two-year technology roadmap for NIKE's corporate information security team covering application security, cloud platform security, encryption and certificate management, vulnerability management, and penetration testing, and integrated CloudWatch, Rapid7, and AlienVault across 40+ Azure and AWS subscriptions.

NIKE end customerC2C subcontractor2 year security roadmap40+ subscriptions
CASE-033FederalBig Data for DHS · ByteCubedBig Data Platform

As ByteCubed's Principal Big Data Architect, led an engineering team building big data platform solutions at scale, with DHS among the customers served. Owned software architectures, coding standards, code reviews, and the technical direction that kept feature delivery on time.

DHSEngineering team leadBig data platforms
CASE-030EducationAdjunct Professor · Prairie State CollegeAdjunct Teaching

Eleven years teaching nights while building days: Visual Basic, Java, C#, C++, and Ethical Hacking, plus a seat on the IT advisory board. Also served as an exam development Subject Matter Expert for CompTIA and Microsoft. Explaining systems is how you find out if you understand them.

VBJavaC#C++Ethical HackingCompTIA & Microsoft exam SME
IT Leadership & Founder Delivery2008 – 2012

IT Leadership and First Company

Directed IT for eight affiliated companies at Kanan Group while building PC Ingenuity through client development, scoping, delivery, and support.

CASE-019CommercialKanan Group · Global IT DirectorEnterprise IT Leadership

Directed IT for eight affiliated companies and led ERP and messaging migrations for 300 users. Built an inventory-tracking system for overseas factories that produced barcode labels used to manage warehouse logistics as products were repackaged for delivery to big-box retailers.

8 affiliated companies300 usersInventory trackingBarcode logisticsOverseas factoriesERP modernization
CASE-020CommercialPC Ingenuity · FounderFounder Delivery

My own shop: custom desktop, web, and mobile apps for small and medium businesses, SharePoint and ASP.NET builds, network design, and cloud work that was early for its time: refactoring client applications to run in AWS and Azure and standing up DevOps pipelines for them. I led client development, scoping, delivery, and support while managing developers and subcontractors across software, web, ERP integration, and LAN/WAN projects.

ASP.NETSharePointDeveloper and subcontractor leadershipERP integrationEarly cloud refactors
Education & Technical FoundationOCT 2002 – NOV 2008

From the Crane to the Code

I started at Tufts Grinding during my last year of high school as a material handler, operating an overhead crane and side loader to load machines and trucks. While attending night school for Computer Science, I kept shop-floor computers running when failures threatened production. Management then moved me into shipping and receiving and, at the same time, assigned me responsibility for the company's IT work because no formal internal IT department existed. As the next generation of owners introduced Toyota Way-inspired continuous improvement, I rotated through purchasing, production, shipping, costing, and invoicing to understand the operation and find bottlenecks worth fixing.

CASE-010CommercialShop Floor AutomationDelivered & Transitioned

Handled the complete internal technology function, from break-fix support and infrastructure through ERP workflows and custom software. I built a validated material-record system and connected it to ERP shipping output, eliminating a tedious manual printing step and saving approximately 80 to 125 hours per year. I also automated plant-manager job-cost review from roughly one hour per job to a button-driven process across approximately 15 to 30 completed jobs per day, making profitability problems and data-entry errors visible much sooner. After leaving as a W-2 employee, I continued providing part-time and occasional onsite support for roughly 15 years, then helped train and transition responsibility to the internal IT team.

Internal IT ownershipShop-floor supportValidated material recordsERP shipping automation80–125 hours saved annually15–30 jobs reviewed dailyLong-term support and handoff

CASE-051 // How InstaMap Works

LIVE PIPELINE · THE SAME FLOW EVERY USER RUNS
INSTAMAP · RECOGNITION PIPELINEIDLE
OBJECT IDENTIFIED · COLLECTIBLE CARD
COMP #1
SOLD 6D AGO
COMP #2
SOLD 2D AGO
COMP #3
ACTIVE LISTING
YOUR ITEM
EST. RANGE
RESULT: PRICED & LISTED. From photo to marketplace in one flow.
Project stack: computer vision · machine learning · OCR · Clarifai · token routing · live market pricing
STEP 01
Scan

The user snaps a photo of their item. No forms, no typing.

STEP 02
Recognize

Computer vision identifies the object and locks on.

STEP 03
Extract

OCR and the recognition model pull the details: name, set, attributes.

STEP 04
Check the market

Live pricing compares recent sales and active listings for the same item.

STEP 05
Price & list

The user gets a value range and can list to the marketplace instantly.

This is a simplified visualization with sample values. The real thing is live at instamap.ai. Under the hood: a stateful identification workflow combines computer vision, retrieval, catalog matching, marketplace research, confidence validation, and human approval.

CASE-053 // How DCOSMOS Works

TWO LIFECYCLES · ONE PLATFORM · CLICK A PIPELINE STAGE FOR DETAIL
DCOSMOS · CUSTOMER LIFECYCLEIN BUILD · CONCEPT VIEW
WEB FORM MARKETPLACE REFERRAL AI · SOURCE/MATCH AI · DRAFT COMMS AI · PLAN & PROMOTE
Current focus: shared customer and hiring workflows · AI-assisted matching and drafting · cloud-hosted SaaS
CASE-053 // The DCOSMOS Thesis

DCOSMOS is an in-development business-operations platform. The current work focuses on shared customer and hiring workflows: moving a lead or candidate through the right steps, with AI-assisted matching, drafting, and planning where it adds value. Additional modules are on the roadmap. In build at dcosmos.ai.

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SELECT ONE OR MORE OPTIONS · THE FORM ADAPTS TO YOUR NEEDS

Open to select opportunities. · Considering senior technology leadership roles and company to company (C2C) consulting based on scope, duration, and fit.

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For a people, platform, engineering, architecture, or technology management role with delivery ownership.

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For a project or ongoing consulting engagement delivered directly through CloudTect.

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For CTO, CIO, VP, Head, Chief Architect, fractional, or interim mandates with enterprise authority.

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