{"person":{"name":"Akeem Jenkins","title":"Senior Director of Information Security + PM/IT/Platform Engineering Architect","currentRole":"Senior Director of Information Security + PM/IT/Platform Engineering Architect at Cloaked","email":"theone@akeemjenkins.com","phone":"720-663-9806","website":"https://akeemjenkins.com","location":"Colorado","languages":["English (native)","Japanese (business/professional level)"],"profileImage":"https://akeemjenkins.com/images/profile.jpg"},"professionalSummary":"Technologist, architect, and builder with 20+ years of experience spanning firmware engineering, enterprise IT, cloud infrastructure, DevOps, security research, product management, AI-native mobile applications, and native application development. Known for bridging C-level business strategy with hands-on engineering execution. Deep expertise in VMware ecosystems, distributed systems, cryptography, blockchain, Kubernetes-based microservices, LLM application architecture, and privacy/identity security platforms. Inventor of 15+ patents (13+ granted) in cryptographic agility, post-quantum cryptography, and distributed systems. Currently Senior Director of Information Security + PM/IT/Platform Engineering Architect at Cloaked, where he owns cloud infrastructure, product, engineering, security, and compliance under a single remit - and shipped a full-featured macOS app (encryption, passwords, identities, email routing, SMS) in a single week. Fluent in Japanese; lived and worked in Japan.","workHistory":[{"company":"Independent / Side Project","title":"Technical Founder - AI Mobile Assistant","dates":"2025 – present","location":"Colorado","summary":"Independently architecting and shipping a dual-platform (Android + iOS) AI-native mobile assistant with agent loops, tool-use systems, streaming inference, and knowledge graph memory. Full-stack technical founder handling product vision, architecture, engineering, go-to-market, and monetization.","keyMetrics":["Dual-platform launch: Android (Kotlin/Jetpack Compose) and iOS (Swift 6/SwiftUI) with full feature parity","50+ AI tools orchestrated across platforms via agent loop architecture","Knowledge graph memory system with entity extraction and wiki-linking","Credit-based monetization system decoupled from token costs","Custom analytics pipeline with funnel state machines and churn prediction"],"highlights":["Full-stack mobile product architecture across Android and iOS with cross-platform feature parity management","AI-native application design: agent loops, tool-use systems, streaming inference, context window management and compaction","LLM application development with multi-model routing (Claude, GPT via OpenRouter)","Prompt engineering and system prompt architecture with AI safety and prompt injection defense","Knowledge graph memory systems with entity extraction, wiki-linking, FTS5 indexing, and pgvector embeddings","Android development: Kotlin, Jetpack Compose, Hilt DI, Room DB, Material 3, WorkManager background processing","iOS development: Swift 6, SwiftUI, SwiftData, strict concurrency, BGProcessingTask/BGAppRefreshTask","Backend: Supabase (Auth, Edge Functions, Realtime, Row-Level Security), PostgreSQL with pgvector, Python (asyncio, asyncpg, Starlette, APScheduler)","Edge function development with Deno/TypeScript","MCP (Model Context Protocol) server development","In-app purchase architecture: Google Play Billing, Adapty SDK, Stripe integration, webhook-driven purchase verification","OAuth/authentication flows: Google Sign-In, Supabase Auth, ASWebAuthenticationSession","Push notifications and proactive engagement systems (heartbeat checks, re-engagement nudges)","Frustration detection and sentiment analysis in AI interactions for churn prediction","Conversational UI design, onboarding flow design with progressive disclosure and personality customization","CI/CD pipeline design: GitHub Actions, Xcode Cloud, self-hosted runners, automated store deployment (AAB → Play Console)","Go-to-market strategy, unit economics modeling for AI/LLM inference costs, founding member campaigns and referral systems","Privacy-first architecture: SMS analysis without server-side storage, encrypted SharedPreferences, Keychain, path traversal protection"],"skills":["Kotlin","Jetpack Compose","Swift 6","SwiftUI","SwiftData","Room DB","Hilt DI","Material 3","Python","asyncio","Starlette","TypeScript","Deno","Supabase","PostgreSQL","pgvector","SQLite FTS5","OpenRouter","Anthropic Claude API","LLM agent loops","Tool-use systems","MCP","Adapty","Stripe","Google Play Billing","GitHub Actions","Xcode Cloud","Go-to-market strategy","Unit economics","Product management"]},{"company":"Cloaked","title":"Senior Director of Information Security + PM/IT/Platform Engineering Architect","dates":"Jul 2022 – present","location":"Denver Metropolitan Area (Remote)","summary":"Founding-era security and engineering leader at Cloaked (pre-Series B privacy/identity protection startup). Owns a uniquely broad mandate spanning cloud infrastructure, product management, hands-on engineering, security/privacy, and compliance - with full P&L responsibility over a $1M+/yr technology budget and 100+ vendor relationships.","keyMetrics":["Supported 100x increase in user base within the first year of GA launch, built on a greenfield AWS cloud from the ground up using the AWS Well-Architected Framework","100x customer growth over 12 months via zero-downtime GA launch and international expansion (Canada)","Reduced business risk by 40% as documented in the risk register","Reduced software release cycle from 2 weeks to 2 hours via GitHub CI/CD pipeline optimization and Kubernetes adoption","Maintained 99.99% uptime across Cloudflare, Kubernetes, AWS, Google Cloud, and Wiz platforms","Increased org-wide work output by 25% by researching and deploying agentic tooling (Claude, Cursor, Gemini); partnered with team leads to implement workflow automation","Created the foundation for 4 production lines by establishing the IT department and Cloud practice from scratch","Led a team of 10 engineers to GA and international product launch"],"highlights":["Greenfield build of AWS cloud environment using Terraform and AWS Control Tower (AWS Well-Architected Framework); led brownfield migration of existing systems","AWS services deployed and operated: EKS, EC2, S3, ELB, ALB, API Gateway, IAM, SSO","Stood up internal IT service desk using ITIL methodology and JIRA Service Management (JSM)","Implemented identity and access management: Okta (SSO/MFA/SCIM), CASB, SASE, ZTNA","Built DevSecOps pipelines on GitHub across 20+ repositories (GitHub Advanced Security / GHAS)","Built and managed container images in AWS ECR","Built Kubernetes clusters with ArgoCD for GitOps-based deployments","Managed core IT stack: Google Workspace, Okta, GitHub Enterprise, Slack, AWS, Rippling, Datadog","Strategic HRIS / Identity Platform Migration - Okta → Rippling: Led the company's first HRIS implementation as a cross-functional initiative spanning IT, HR, and Finance. Evaluated and selected Rippling as the unified HRIS + IT platform; drove migration of SSO/SAML authentication and MDM from Okta to Rippling's IT modules. Partnered with HR and Finance stakeholders to configure payroll, benefits, and employee lifecycle workflows. Delivered streamlined new-hire onboarding processes with automated provisioning of apps and devices from Day 1.","Led team of 10 engineers through GA release of the Cloaked platform","Launched product in Cloaked's first non-US country (Canada)","Launched Insurance vertical as product line","Built the entire Cloaked macOS application in a single week - delivering feature parity with the existing web-based client (Swift/SwiftUI): full end-to-end encryption, password management, identity management, email composition with alias routing, SMS messaging","Wrote the core encryption SDK (Go)","Implemented a security AI model for spam/phishing detection (Python)","Designed, deployed, and operated SASE platform with ZTNA via Cloudflare","Reduced business risk by 40% (documented in risk register) via bug bounty program, penetration testing, Wiz, Cloudflare, and GitHub Advanced Security (GHAS)","Created and managed bug bounty program","Implemented Wiz - achieved 0 Critical findings (0 Critical Club)","Implemented and maintained: IDS/IPS, WAF, encryption, Mayhem, GHS, AWS Security Hub","Led incident response and investigations","Deployed and operated Drata compliance automation platform","Executed ISO 27001, ISO 27701, SOC 2 Type 1, SOC 2 Type 2, and PCI/DSS initiatives","Managed $1M+/yr CAPEX/OPEX budget; enforced compliance standards across the business"],"skills":["Swift/SwiftUI","Go","Python","AWS","Terraform","AWS Control Tower","AWS Well-Architected Framework","Kubernetes","ArgoCD","CI/CD","DevSecOps","GitHub Actions","GHAS","Okta","Cloudflare","Wiz","Drata","Datadog","Rippling","Penetration testing","Encryption SDK","AI/ML","Agentic tooling (Claude/Cursor/Gemini)","ISO 27001","SOC 2","PCI/DSS","Presenting to VCs"]},{"company":"TeslaPool (Founder)","title":"Founder, Owner, Operator","dates":"Mar 2021 – present","location":"Remote","summary":"Founded and operate a Cardano blockchain stake pool alongside primary employment.","highlights":["Automated Terraform deployment of pool infrastructure onto AWS","Implemented FIPS 140-2 Level 3 compliant, offline cold storage of cryptographic keys with dark-site compute","Developed custom scripting for upgrade automation and Cardano leaderlogs"],"skills":["Cardano","Blockchain","Terraform","AWS","FIPS 140-2","Bash scripting","Infrastructure as Code"]},{"company":"VMware Inc","title":"Staff Security Software Engineer, Security Products Engineering","dates":"2021 – Jul 2022","location":"Broomfield, CO","summary":"Designing and coding security software products; supply chain security, distributed systems architecture.","highlights":["Built offensive security tools using Kubernetes and microservices to enhance security posture (Go)","Supply chain security tooling design and implementation","Correlated security data across VMware to proactively mitigate company risk","Re-architected applications into microservices on Kubernetes; automated CI/CD deployments","Applied distributed systems architecture to security product domains; GitLab CI/CD"],"skills":["Supply chain security","Offensive security tooling","Microservices","Kubernetes","GitLab","Python","Go","Distributed systems architecture","Big data correlation","Security product engineering"]},{"company":"VMware Inc","title":"Advanced Technology Group (ATG/XLabs), Office of the CTO","dates":"2020 – 2021","location":"Denver, CO","promotedFrom":"Customer Success Architect","summary":"Research and innovation in advanced security systems and distributed architectures within VMware's executive strategy organization.","highlights":["Delivered the world's first post-quantum safe virtual desktop solution - implemented Kyber768 and Dilithium 2 algorithms in Horizon Desktop and the Chromium browser","Delivered the world's first virus immune system - novel approach to self-replicating worms engineered to protect rather than attack","Post-Quantum Cryptography research and implementation - resulted in multiple patents","Cryptographic Agility architecture and implementation - resulted in multiple patents (policy-driven dynamic algorithm selection, certificate lifecycle management, cipher calibration)","Distributed systems programming in Go with a security and malware focus; designed and built self-replicating anti-worm tooling","Provided cross-product architecture guidance across multiple VMware product lines","Executed projects end-to-end: ideation → presentation → coding → deployment"],"skills":["Go","Distributed systems","Post-Quantum Cryptography (Kyber768, Dilithium 2)","Cryptographic Agility","Self-replicating systems","Security research","Malware analysis","Patent development","Cross-product architecture"]},{"company":"VMware Inc","title":"Customer Success Architect, VMware Cloud on AWS","dates":"Mar 2019 – Jul 2020","location":"Greater Denver Area","promotedFrom":"Solutions Engineer","summary":"Trusted advisor to enterprise customers architecting VMware solutions on AWS.","highlights":["Designed VMware Cloud on AWS solutions for enterprise clients, driving multi-million dollar renewals","Transformed business requirements into concrete architectures using VMware and AWS products","Acted as bridge between customers and the Business Unit to drive key features and platform adoption","Developed deep networking architecture expertise (NSX, VMware Cloud on AWS networking)"],"skills":["VMware Cloud on AWS","AWS","NSX","Hybrid cloud architecture","Customer success","Networking architecture"]},{"company":"Quantum Mining / MERIT Manufacturing","title":"CTO","dates":"2018 – 2019","location":"Colorado / Arkansas","summary":"Led all technology across a cryptocurrency mining operation and manufacturing facility.","highlights":["Delivered 15 MW of Bitcoin miners deployed in custom shipping container data centers in Arkansas","Designed and built the custom shipping container data center infrastructure end-to-end (HVAC, power, compute, networking)","Researched and evaluated proof-of-work mining equipment and software","Implemented AI-powered trading bots on cryptocurrency exchanges","Drove process and technology improvements across factory operations","Implemented NetSuite ERP for business management"],"skills":["Data center design","Cryptocurrency mining (PoW, 15 MW scale)","HVAC/physical infrastructure","AI trading bots","ERP (NetSuite)","Manufacturing operations","Executive leadership"]},{"company":"VMware Inc","title":"Solutions Engineer, Healthcare","dates":"2017 – 2018","location":"Colorado","promotedFrom":"Systems Engineer","summary":"Collaborated with healthcare sales teams to drive IT adoption and VMware solution penetration with strategic accounts.","highlights":["Drove adoption of VMware solutions with strategic healthcare accounts; contributed to a team quota of $100M","Engaged C-level executives to understand business challenges and articulate technology solutions","Delivered presentations on VMware solutions and technology strategy"],"skills":["Healthcare IT","C-level engagement","Solutions engineering","VMware","Pre-sales","Technical presentations"]},{"company":"NetApp","title":"Product Manager, Open Ecosystems / VMware","dates":"2016 – 2017 (second half)","location":"Colorado","summary":"Drove product strategy and engineering integration across VMware, Kubernetes, containers, and open source platforms for a 10-person engineering team.","highlights":["Defined product requirements for VMware and open source integrations (Kubernetes, containers, OpenStack), generating a steady stream of backlog work for 10 engineers","Set VMware strategy for the business unit, renewing NetApp's commitment to VMware integration in the field","Participated in and drove Agile process with developers, QA, management, and release teams"],"skills":["Product management","VMware","Kubernetes","Containers","OpenStack","Agile","Strategic planning"]},{"company":"NetApp","title":"Solutions Quality Development Engineer, Team Lead","dates":"2016 – 2017 (first half)","location":"Colorado","summary":"Led a team of interoperability testers focused on hypervisor and virtualization ecosystems.","highlights":["Promoted to lead a team of 8 QE engineers based on demonstrated leadership qualities","Reduced QE solution test cycle from 2.5 weeks to 1 week by homogenizing tests on Docker","Championed Docker adoption across engineering - grew from a handful of advocates to 200+ engineers","Enhanced CI/CD pipeline by implementing code review practices in BitBucket","Deployed SaltStack for configuration management","Implemented ELK stack for centralized log analysis","Focused on VMware, Xen, KVM, and Hyper-V interoperability testing"],"skills":["Docker","CI/CD","BitBucket","SaltStack","ELK stack","VMware","Hyper-V","KVM","Xen","Team leadership"]},{"company":"Food Service Warehouse","title":"Technical Product Owner / M&A","dates":"2015 – 2016","location":"Colorado","summary":"Served as the strategic bridge between business and development while also consulting as a DevOps specialist. Managed a team of 8 developers using Agile methodology.","highlights":["Drove delivery of a microservices-based architecture, reducing deployment time from 1 month to 10 minutes (Kubernetes, CI/CD)","Decomposed a monolithic application into 15 discrete services supporting EDI integration; achieved a seamless transition for the first onboarded EDI customer","Architected Kubernetes deployment on VMware","Wrote Node.js microservices","Drove adoption of cloud-first technologies across the company (Node.js, Docker, Kubernetes)"],"skills":["Kubernetes","Docker","Node.js","CI/CD","Microservices","Agile/Scrum","Product ownership","EDI integration","VMware","Team leadership"]},{"company":"VMware Inc","title":"Senior Systems Engineer, vCloud Air","dates":"2013 – 2015","location":"Colorado","promotedFrom":"Support Engineer","summary":"Customer-facing cloud architect and trusted technology advisor for VMware's cloud business, focusing on hybrid cloud adoption.","highlights":["Architected hybrid cloud solutions for enterprise customers - closed a $732K deal at ARI Networks (VMware, Docker, RHEL, Microsoft; technologies: vRA, vSphere Replication/DR2Cloud, vCOPs, NSX)","Engaged C-level executives and IT staff on architectural and technology decisions","Researched and analyzed competitive cloud landscape (GCE, AWS, Azure)","Delivered public presentations on vCloud Air, cloud computing, and VMware strategy at industry IT conferences","Provided critical customer feedback to product development teams","Conducted cost-benefit analysis and business case scrutiny for technological fit","Enabled and trained new SEs and partners","Participated in the bilingual (English/Japanese) launch of vCloud Air in the Japanese market"],"skills":["Hybrid cloud architecture","vCloud Air","NSX","vSphere","vRA","Docker","RHEL","Competitive analysis","C-level engagement","Public speaking","Bilingual Japanese/English","Partner enablement"]},{"company":"VMware Inc","title":"Cloud Lab Lead","dates":"Jun 2012 – 2013","location":"Colorado","summary":"Led cloud lab infrastructure supporting global customer reproductions and resolutions across VMware's Global Support Services organization.","highlights":["Managed cloud infrastructure hosting ~10,000 registered VMs (up to ~3,000 powered on simultaneously) using vCloud Director, VCNS, and vSphere","Architected nested vSphere, VMware View, and vCloud environments for customer reproductions","Coordinated with worldwide teams to deliver cloud service globally","Managed datacenter build-out projects (storage, networking, compute)","Programmed against the SocialCast API in Python to deliver business intelligence","Built cloud automation tools using vSphere CLI","Developed curriculum and taught classes on vCloud Director usage"],"skills":["VMware vCloud Director","vSphere","VMware View","VCNS","Python","API integration","Datacenter project management","Automation scripting","Training/instruction"]},{"company":"VMware Inc","title":"Technical Support Engineer, Infrastructure/Systems Operations","dates":"Jul 2011 – Jun 2012","location":"Colorado","summary":"Frontline trusted technical advisor for VMware enterprise customers. Focused on complex infrastructure cases.","highlights":["Diagnosed and resolved complex storage, networking, and vSphere problems for customers","Collaborated directly with engineering teams on bug identification and resolution","Conducted performance analysis and provided actionable recommendations"],"skills":["VMware vSphere","Storage troubleshooting","Networking","Performance analysis","Enterprise customer support"]},{"company":"JET Programme - Toyama Prefectural Government","title":"Coordinator of International Relations","dates":"Jul 2010 – Dec 2010","location":"Toyama, Japan","summary":"Placed through Japan's prestigious JET Programme to work with a prefectural government.","highlights":["English/Japanese translation and simultaneous interpretation for government functions","Cross-cultural liaison and communication"],"skills":["Japanese (simultaneous interpretation)","Cross-cultural communication","Government liaison"]},{"company":"Hewlett Packard","title":"Technical Account Manager (TAM)","dates":"Oct 2009 – Jul 2010","location":"Rio Rancho, NM","summary":"Dedicated trusted technical advisor for named Fortune 500 accounts; proactive account management with in-person executive presentations.","highlights":["Designed, built out, and managed a support lab with 300+ systems (HP BladeSystem, InfiniBand)","Proactively managed RedHat and VMware systems on behalf of customers","Provided crash analysis and software support for Linux and VMware products (RSOD, PSOD)","Met SLA deliverables for mission-critical custom support customers"],"skills":["HP BladeSystem","InfiniBand","RedHat Linux","VMware","Crash analysis","SLA management","Technical account management"]},{"company":"Hewlett Packard","title":"Server/Storage Inside Sales Representative","dates":"Apr 2008 – Oct 2009","location":"Colorado Springs, CO","summary":"Inside sales and technical consulting for enterprise server and storage solutions.","highlights":["Developed, quoted, and configured complex enterprise-class server and storage solutions (HPC, Exchange Migration, Virtualization, Data Center Consolidation)","Achieved 110% of Q1 Quota","Managed higher education customer accounts (Princeton, Johns Hopkins, Florida A&M, etc.)","Collaborated with channel partners: CDW, Agilysys, Tech Data, PC Mall"],"skills":["Enterprise server/storage","HPC","Virtualization","Sales engineering","Customer account management"]},{"company":"Hewlett Packard","title":"Executive IT Support (Helpdesk)","dates":"Jun 2007 – Apr 2008","location":"Palo Alto, CA","summary":"Executive-level IT support for ~40 HP executives and their assistants (VP level and above, L1–L4).","highlights":["Troubleshot software and hardware issues for VP-level executives","Critical data recovery and secure data destruction","Managed VPN access, home network security setups and audits","Linux hard-drive recovery and data loss recovery"],"skills":["Executive support","VPN","Linux","Data recovery","Helpdesk"]},{"company":"Global IT / Top Language","title":"Web Solutions Tester & Translator","dates":"Apr 2006 – Jul 2006","location":"Tokyo, Japan","summary":"Worked for a Japanese company building web solutions for clients. All business conducted in Japanese and English.","highlights":["Performed English ↔ Japanese translation of technical content (programming concepts, business conduct, cultural context)","Tested web applications built on the Wicket Framework; detailed bug reports","Facilitated communication between co-workers in Japan and Bangladesh"],"skills":["Technical translation (English/Japanese)","Web testing","Cross-cultural communication","QA documentation"]},{"company":"Meany Hall for Performing Arts, University of Washington","title":"Interim Computer Specialist / System & Network Administrator","dates":"Oct 2004 – Jun 2005; Sep 2006 – Jun 2007","location":"Seattle, WA","summary":"Part-time and contract IT support at a major performing arts venue on the UW campus, held across two separate stints while completing a CS degree.","highlights":["Administered Windows Server including Active Directory (file shares, printers, users/computers)","Maintained and extended the Meany Hall department website","Worked with XML, MySQL/SQL databases, PHP, and JavaScript"],"skills":["Windows Server","Active Directory","SQL","PHP","JavaScript","System administration"]},{"company":"Hewlett Packard","title":"Firmware Engineer Intern","dates":"Summers 2001, 2003, 2004, 2005","location":"Vancouver, WA","summary":"Four consecutive summer internships working in HP's printer firmware division.","highlights":["Profiled printer firmware code using embedded OS profiling (ThreadX); performed code coverage analysis","Wrote a Perl code formatter for an HP proprietary language","Led mass migration of developers from Windows to Linux RedHat workstations - reduced build times by up to 18×","Implemented and validated serial-port debugging on printer hardware using logic analyzer, Green Hills IDE, and C"],"skills":["Perl","C/C++","Visual Basic","Linux (RedHat)","Embedded systems","Firmware debugging","Performance profiling","Build systems"]}],"education":[{"institution":"University of Washington","location":"Seattle, WA","degree":"BS, Computer Science","minor":"Japanese","gpa":"3.5","graduated":"June 2007","scholarships":["Costco Diversity Enhancement Scholarship","James Hewitt Endowed Scholarship","Burkhardt Endowed Scholarship"]},{"institution":"Keio University (慶應義塾大学)","location":"Tokyo, Japan","program":"Intensive Japanese Language Program","dates":"Sep 2005 – Jul 2006","credential":"Certificate of Completion"},{"institution":"Heritage High School","location":"Vancouver, WA","dates":"1999 – 2002","note":"Graduated top 5% of class"}],"certifications":["VMware Certified Advanced Professional (VCAP) - Data Center Administration (DCA) - vSphere 4 and 5","VMware Certified Advanced Professional (VCAP) - Data Center Design (DCD) - vSphere 4 and 5","VMware Certified Advanced Professional (VCAP) - Cloud Infrastructure Administration (CIA)","VMware Certified Advanced Professional (VCAP) - Cloud Infrastructure Design (CID)"],"professional":{"currentCompany":{"name":"Cloaked","type":"Privacy and Identity Protection Platform (pre-Series B startup)","role":"Senior Director of Information Security + PM/IT/Platform Engineering Architect","responsibilities":["Cloud Infrastructure (AWS, Well-Architected Framework)","Product Management","Hands-on Engineering (Swift/SwiftUI, Go, Python)","Security & Privacy","Compliance (ISO 27001, ISO 27701, SOC 2, PCI/DSS)","DevSecOps (GitHub Actions, GHAS)","IT Operations (ITIL, Rippling, Datadog)","$1M+/yr CAPEX/OPEX budget ownership","100+ vendor relationships"]},"expertise":["AI-Native Mobile Application Architecture (Android + iOS)","LLM Application Development (Claude, GPT, multi-model routing)","Agent Loop Design & Tool Orchestration","Android Development (Kotlin, Jetpack Compose, Hilt, Room, Material 3)","iOS Development (Swift 6, SwiftUI, SwiftData)","Security & Privacy","Encryption & Cryptography","Post-Quantum Cryptography (Kyber768, Dilithium 2)","Cryptographic Agility","Supply Chain Security","Cloud Infrastructure (AWS)","Kubernetes & Container Orchestration","DevSecOps & CI/CD","Compliance (ISO 27001, ISO 27701, SOC 2, PCI/DSS)","VMware Ecosystems","Distributed Systems","Hybrid Cloud Architecture","Native Application Development (macOS/Swift, Android/Kotlin, iOS/Swift)","Blockchain & Cardano","Product Management & Go-to-Market Strategy","Monetization Architecture (Credit-based, IAP, Stripe)","C-level Executive Engagement","Presenting to VCs","Team Leadership","Agentic & AI Tooling"],"patents":{"count":16,"granted":"13+","years":"2020-2022","areas":["Cryptographic Agility","Post-Quantum Cryptography","Distributed Systems","Application Protection Technologies","Network Security"],"keyTechnologies":["Cryptographic agility & algorithm selection","Post-quantum cryptography (Kyber768, Dilithium 2)","Dynamic security systems","Application protection & self-replication","Network security & vulnerability scanning","Trusted execution environments","Certificate management & auditing","Self-replicating systems for security"],"items":[{"title":"Dynamically switching between synchronous and asynchronous communication channels","filed":"Jan 4, 2022","number":"202241000363"},{"title":"Coordinating a distributed vulnerability network scan","filed":"Dec 12, 2021","number":"17/228,027"},{"title":"Application Self-Replication control","filed":"Dec 12, 2021","number":"17/228,044"},{"title":"Policy-governed cryptographic selection system","filed":"Oct 4, 2021","number":"17/493,681"},{"title":"Trusted execution mechanisms for protecting cipher solutions","filed":"Oct 4, 2021","number":"17/493,689"},{"title":"Context aware cipher solutions in secure communications","filed":"Oct 4, 2021","number":"17/493,683"},{"title":"Dynamic cryptographic algorithm selection","filed":"Aug 23, 2021","number":"17/408,882"},{"title":"Dynamic certificate management in cryptographic agility frameworks","filed":"Jul 26, 2021","number":"17/385,633"},{"title":"Mechanism for unalterable, nonrepudiable configuration auditing within cryptographic selection schemes","filed":"Jul 26, 2021","number":"17/385,489"},{"title":"Dynamic selection and calibration of ciphers based on network and resource constraints","filed":"Jul 26, 2021","number":"17/385,287"},{"title":"Mechanism for enabling cryptographic agility in legacy applications and services","filed":"Jul 26, 2021","number":"17/385,401"},{"title":"Ephemeral detection of rogue assets","filed":"May 13, 2021","number":"17/319,468"},{"title":"Proxy-enabled communication across network boundaries by self-replicating applications","filed":"May 5, 2021","number":"17/308,696"},{"title":"Dynamic network discovery service for system deployment and validation","filed":"Nov 5, 2020","number":"US17/090,107"},{"title":"Opportunistic hardening of files to remediate security threats posed by malicious applications","filed":"pending","number":"pending"},{"title":"Validation of security standard implementation for applications in protected execution environment","filed":"pending","number":"pending"}]},"startupExperience":["Independent AI mobile assistant (side project - dual-platform Android + iOS)","Cloaked - privacy/identity protection platform (founding-era leader, pre-Series B)","TeslaPool - Cardano blockchain stake pool (founder/operator)","Quantum Mining / MERIT Manufacturing - cryptocurrency mining & manufacturing (CTO, 15 MW scale)","Food Service Warehouse - kitchen equipment e-commerce (Technical Product Owner / M&A)"],"yearsOfExperience":"20+"},"personalAttributes":["Full-stack technologist: moves fluently from embedded firmware to cloud architecture to security research to AI-native mobile apps","Serial builder: founder of TeslaPool (Cardano), CTO of Quantum Mining (15 MW Bitcoin operation), independently building AI mobile products","AI-native builder: architecting LLM-powered products with agent loops, tool orchestration, knowledge graph memory, and multi-model routing","Dual-platform mobile engineer: shipping production Android (Kotlin/Jetpack Compose) and iOS (Swift 6/SwiftUI) applications","Bilingual innovator: lived, worked, and interpreted in Japan; leveraged Japanese fluency professionally","Patent inventor: 15+ patents (13+ granted) across cryptographic agility, post-quantum cryptography, and distributed systems","Team builder and champion: consistently promoted to lead roles; championed Docker adoption company-wide at NetApp","'Cardboard to customer' executor: repeated pattern of taking ideas from concept to deployed production systems"],"personal":{"interests":["Japan & Japanese language","Cardano (ADA) blockchain technology","Gardening & sustainable living","Solar Power and Batteries","Camping","Grip Sport & Armlifting (Grip Sport International / Armlifting World Super Series)"],"philosophy":"Believes that technology is one of the greatest enablers of humanity. Whether it's something simple like the light bulb or as complex as a space shuttle, the constant pulse of advancing technology transforms the lives of every human on the planet."},"projects":{"digital":[{"name":"AI Mobile Assistant (Side Project)","description":"Mobile-first AI assistant with dual-platform (Android + iOS) native apps. Features agent loops with 50+ tools, knowledge graph memory with entity extraction and wiki-linking, streaming inference, credit-based monetization, and proactive engagement systems. Built with Kotlin/Jetpack Compose (Android), Swift 6/SwiftUI (iOS), Supabase, PostgreSQL/pgvector, and Python backend.","technologies":["Kotlin","Jetpack Compose","Swift 6","SwiftUI","Supabase","PostgreSQL","pgvector","Python","OpenRouter","Claude API","MCP","Adapty","Stripe"],"status":"Active"},{"name":"Higgs - Agent-First Proton Mail CLI","description":"An agent-first command-line interface for Proton Mail, written in Go. Every architectural decision targets language-model control over human convenience: a JSON schema manifest for tool discovery (higgs schema), NDJSON on stdout, typed error envelopes ({error: {kind, code, reason, message, hint}}), a stable nine-value exit-code enum for deterministic retry logic, sanitized stderr to resist prompt injection, and out-of-band secrets in the OS keyring. Connects to Proton Mail Bridge over IMAP and classifies mail through a local Ollama model (Gemma) into an 11-label taxonomy with 612 alias mappings. Runs entirely locally - email never leaves your hardware. Apache 2.0 licensed.","technologies":["Go","Cobra","IMAP","Proton Mail Bridge","Ollama","Gemma","Local LLM","SQLite","NDJSON","OS Keyring","AES-256-GCM"],"url":"https://github.com/higgscli/higgs","status":"Open Source"},{"name":"Cloaked macOS Application","description":"Built the entire macOS application in a single week - full end-to-end encryption, password management, identity management, email routing with alias support, and SMS messaging (Swift/SwiftUI)","technologies":["Swift","SwiftUI","Encryption","Password Management","Identity Management"],"status":"Active"},{"name":"Cloaked Encryption SDK","description":"Core encryption SDK powering the Cloaked platform, written in Go","technologies":["Go","Encryption","SDK"],"status":"Active"},{"name":"World's First Post-Quantum Safe Virtual Desktop","description":"Implemented Kyber768 and Dilithium 2 algorithms in VMware Horizon Desktop and the Chromium browser - the world's first post-quantum safe virtual desktop solution","technologies":["Post-Quantum Cryptography","Kyber768","Dilithium 2","Horizon Desktop","Chromium"],"status":"Completed"},{"name":"World's First Virus Immune System","description":"Novel approach to self-replicating worms engineered to protect rather than attack - the world's first virus immune system","technologies":["Go","Distributed Systems","Self-Replicating Systems","Security Research"],"status":"Completed"},{"name":"TeslaPool - Cardano Stake Pool","description":"Founded and operate a Cardano blockchain stake pool with FIPS 140-2 Level 3 compliant cold storage and Terraform-automated AWS infrastructure","technologies":["Cardano","Terraform","AWS","FIPS 140-2","Bash"],"status":"Active"},{"name":"Security & Privacy Tools","description":"Developing encryption and compliance tools at Cloaked","technologies":["Encryption","Compliance","DevSecOps","IT Security"],"status":"Active"},{"name":"Open Source Contributions","description":"Contributing to various open source projects in the security and privacy space","technologies":["GitHub","Security","Privacy","Open Source"],"status":"Ongoing"},{"name":"ARX Locations","url":"https://arxlocations.com","description":"A location-based service platform providing comprehensive location data and services","status":"Live"},{"name":"FastList","url":"https://fastlist.org/","description":"An agentic, next-generation classified site built on the Model Context Protocol (MCP). Post, browse, and interact with listings using AI assistants or agents.","technologies":["MCP","AI Integration","Classifieds","API"],"status":"Live"},{"name":"okf - Open Knowledge Format CLI","url":"https://github.com/okfcli/okf","description":"A vendor-neutral, agent-first CLI for building and managing knowledge graphs in the Open Knowledge Format (OKF). Where Google's reference OKF implementation requires Python, the Gemini API, and BigQuery, okf is a single Go binary (stdlib-only, zero runtime dependencies) that works anywhere, speaks JSON natively, and is designed to be driven by any AI agent. Eleven commands across discovery (okf schema), structure (init, index), quality (validate, lint), and exploration (list, search, show, graph, backlinks). Agentic-first design: schema discovery, JSON-native output, typed error envelopes, and deterministic exit codes. Live at useokf.com. Apache 2.0 licensed.","technologies":["Go","Knowledge Graphs","Agentic CLI","JSON","Open Knowledge Format","stdlib-only"],"status":"Open Source"},{"name":"ouracli - Agent-First Oura Ring CLI","url":"https://github.com/ouracli/oura","description":"An agent-first CLI for the Oura Ring API v2, written in Go. Built for language-model callers first: stdout always carries JSON - a single document, an NDJSON stream, or a typed error envelope, never prose - and every subcommand is self-describing via `oura schema`. The same endpoint registry drives the CLI, the schema manifest, and a built-in MCP server (oura mcp serve), so the three can never drift apart. Tokens live in the OS keyring (or an AES-256-GCM encrypted file), so secrets never touch the agent's context. A --sandbox mode runs against Oura's fake-data environment with zero credentials. Unofficial, community-built.","technologies":["Go","Oura API v2","MCP","NDJSON","OS Keyring","AES-256-GCM","Agent-First"],"status":"Open Source"}],"physical":[{"name":"15 MW Bitcoin Mining Deployment","description":"Designed and deployed 15 MW of Bitcoin miners in custom shipping container data centers in Arkansas - end-to-end infrastructure including HVAC, power, compute, and networking","technologies":["Data Center Design","HVAC","Power Systems","Networking","Bitcoin Mining"],"status":"Completed"},{"name":"Sustainable Garden","description":"Maintaining a productive garden with various vegetables and herbs, practicing sustainable farming methods","technologies":["Organic Farming","Sustainability","Food Production"],"status":"Active"},{"name":"Chicken Farming","description":"Raising chickens for eggs and meat, learning about animal husbandry and sustainable food production","technologies":["Animal Husbandry","Sustainable Farming","Food Security"],"status":"Active"},{"name":"Grip Sport & Armlifting","description":"Training and competing in grip sport - raw finger, hand, wrist, and forearm strength. Follows the Grip Sport International (GSI) framework and the Armlifting World Super Series: last-man-standing events like the Rolling Thunder and Saxon Bar deadlift, contested across weight classes with unlimited 60-second attempts and percentage-based cumulative scoring","technologies":["Grip Strength","Armlifting","GSI Super Series","ARX / HIT Training"],"status":"Active"}]},"content":{"blogPosts":[{"slug":"higgs-an-agent-first-proton-mail-cli","title":"Higgs: an agent-first CLI for Proton Mail","date":"2026-06-22","category":"Technology","tags":["AI","Agents","CLI","Proton Mail","Privacy","Go","Local LLM","Ollama"],"excerpt":"I get 300–700 emails a week and I refuse to send any of it through a hosted server. Higgs is the agent-first Proton Mail CLI I built to triage it all locally - schema manifest, NDJSON, typed errors, and a local Ollama classifier. Here's how it works and why every decision points at the agent, not the human."},{"slug":"okf-knowledge-graphs-without-the-vendor-box","title":"okf: knowledge graphs without the vendor box","date":"2026-06-26","category":"Technology","tags":["AI","Agents","CLI","Knowledge Graphs","Open Knowledge Format","Go","Open Source"],"excerpt":"Google's reference Open Knowledge Format implementation needs Python, the Gemini API, and BigQuery. That's a great way to lock a portable format inside one vendor. okf is my answer: a single Go binary, stdlib-only, JSON-native, and built to be driven by any agent."},{"slug":"day-one-starting-my-tirzepatide-journey","title":"Day One: Starting My Tirzepatide Journey","date":"2026-02-14","category":"Health","tags":["Health","Tirzepatide","Weight Loss","Metabolic Health","Personal"],"excerpt":"Today marks the beginning of what I hope will be a transformative chapter in my health journey. I administered my first Tirzepatide injection at 2.5 mg."},{"slug":"cursor-vp-great-files-programming","title":"Great Files for Programming: Inside Cursor's Development Workflow","date":"2025-09-02","category":"Technology","tags":["cursor","development","code-review","writing","process"],"excerpt":"Greg Isenberg interviews the VP of Cursor, who reveals the internal files and processes that make Cursor's development team so effective."},{"slug":"what-does-it-mean-to-startup","title":"What Does it Mean to Startup?","date":"2023-11-02","category":"Business","tags":["startups","entrepreneurship","career"],"excerpt":"Throughout my career, I've had the privilege of being a part of several startups, each venturing into distinct domains."}]},"social":{"linkedin":"https://www.linkedin.com/in/akeemjenkins","github":"https://github.com/akeemjenkins","twitter":"https://x.com/cipherslice"},"contact":{"email":"theone@akeemjenkins.com","phone":"720-663-9806","linkedin":"https://www.linkedin.com/in/akeemjenkins","preferredContact":"Email for professional inquiries","availability":"Open to discussing new opportunities, innovative projects, and ways to make technology work better for people"},"aiInstructions":{"purpose":"This file provides comprehensive context about Akeem Jenkins for AI agents and LLMs, including full work history, skills, education, certifications, and 15+ patents (13+ granted)","lastUpdated":"2026-03-21","usage":"Use this data to understand Akeem's background, expertise, career trajectory, and current work when processing queries about him or his website","keyPoints":["Independently building a mobile-first AI assistant - dual-platform Android + iOS apps with agent loops, 50+ tools, knowledge graph memory, and multi-model LLM routing","20+ year technologist, architect, and builder spanning firmware to cloud to security research to AI-native mobile apps","15+ patents (13+ granted) in cryptographic agility, post-quantum cryptography, and distributed systems","Currently Senior Director of Information Security + PM/IT/Platform Engineering Architect at Cloaked (pre-Series B)","Full-stack mobile engineer: Android (Kotlin, Jetpack Compose, Hilt, Room, Material 3) and iOS (Swift 6, SwiftUI, SwiftData)","AI/LLM expertise: agent loop design, tool orchestration, prompt engineering, context window management, RAG patterns, pgvector embeddings, AI safety/prompt injection defense","At Cloaked: supported 100x user growth, reduced release cycle from 2 weeks to 2 hours, maintained 99.99% uptime, manages $1M+/yr budget and 100+ vendors","Built entire Cloaked macOS app in a single week (Swift/SwiftUI) with full feature parity","Delivered the world's first post-quantum safe virtual desktop solution (Kyber768, Dilithium 2) and the world's first virus immune system at VMware OCTO","Serial builder: TeslaPool (Cardano stake pool), Quantum Mining CTO (15 MW Bitcoin operation), independently building AI mobile products","Fluent in Japanese; lived and worked in Japan (Keio University, JET Programme, corporate roles)","Deep VMware expertise across 6 roles spanning 2011-2022 (support → Cloud Lab → SE → OCTO → Staff Engineer)","BS Computer Science from University of Washington with Japanese minor (3.5 GPA)","VCAP certified (DCA, DCD, CIA, CID) across vSphere 4/5 and Cloud Infrastructure","Monetization architecture: credit-based systems, in-app purchases (Google Play Billing, Adapty), Stripe, A/B testing paywalls","Increased org-wide work output by 25% via agentic tooling deployment (Claude, Cursor, Gemini)","Available for collaboration and new opportunities"]}}