CHARLES SCANDURA
Technology Operations & AI-Enabled Communications Leader
Monroe, NY 845-***-**** *************@*****.*** charlesscandura.com linkedin.com/in/charlesscandura charlesscandura.com/about-9
EXECUTIVE SUMMARY
Technology-enabled executive and communications leader with 10+ years translating complex ideas into clear strategy, operating systems, stakeholder messaging, and scalable content programs. Combines executive leadership, AI startup operations, professional AI training and evaluation support, creative production, and digital transformation experience. Known for aligning people, processes, and technology to remove friction, improve collaboration, and turn emerging technologies into practical business value.
CORE COMPETENCIES
Executive Leadership & Operations AI Strategy AI Evaluation AI Training Support Prompt Stress Testing Rubric Development Quality Assurance Agile Delivery Scrum Kanban Jira Confluence Digital Transformation Workflow Optimization Product Operations Cross-Functional Leadership Executive Communications Stakeholder Alignment Brand Storytelling Content Strategy Video Strategy Creative Direction Vendor & Distributed Team Management
SELECTED IMPACT
• Supported professional AI model improvement through narrative creation, contributor review, prompt stress testing, rubric development, and evaluation of AI-generated writing quality.
• Built a 3,000+ pre-launch waitlist for an AI/finance SaaS platform by turning complex product concepts into clear positioning, onboarding, and educational messaging.
• Improved viewer retention by 40% through analytics-informed content iteration, stronger narrative structure, and performance-based creative testing.
• Coordinated 30+ global contributors across UX, AI engineering, software development, SaaS education, marketing, and creative operations.
• Conceived and commercialized Vault Chain, an original blockchain-based methodology for secure large-file transfer, including a filed patent application and sale of the intellectual property.
PROFESSIONAL EXPERIENCE
HANDSHAKE AI AI Training & Evaluation Contractor Remote Apr 2026 - Present
• Support AI training initiatives across writing quality, narrative consistency, model evaluation, and human-centered communication.
• Craft robust character-driven narrative content for AI initiatives, developing detailed profiles with consistent voices, motivations, behaviors, and communication styles.
• Conduct final-pass editorial review of contributor work to maintain narrative quality, consistency, and adherence to project standards.
• Create stress-test prompts based on human expertise to identify model weaknesses, edge cases, and instruction-following issues.
• Develop rubrics to validate model accuracy, assess response quality, and support more consistent AI evaluation.
• Train AI models to improve and humanize writing output, with focus on clarity, natural tone, and useful communication.
CAPELLA.AI Chief Operating Officer, AI/Finance Development Remote Nov 2023 - Oct 2025
• Led operations for an AI/finance startup, aligning product development, marketing, SaaS education, content strategy, vendor relationships, and stakeholder communications.
• Attracted multiple seven-figure acquisition and equity investment indications by aligning product narrative, positioning, and stakeholder priorities.
• Built a 3,000+ pre-launch waitlist by translating complex AI and finance concepts into clear onboarding, in-product education, and trust-building messaging.
• Led distributed teams across India-based software engineering, SaaS education, marketing, UX, and creative operations using roadmap reviews, decision logs, launch checklists, and weekly operating rhythms.
• Managed $65K/month spend plus low six-figure monthly run-rate, including offshore engineering, vendor strategy, contracts, and cost controls.
• Defined KPIs for activation, learning progression, and retention; used user feedback and performance signals to refine roadmap, messaging, and education flows.
• Created executive and investor-ready decks, product narratives, and recommendations that clarified trade-offs, next steps, and strategic priorities.
• Managed stakeholder updates and documentation when the program paused due to ownership-level external constraints outside the operating team's control.
IML Manager / Lead Video Producer, Marketing Remote Nov 2021 - Nov 2023
• Owned end-to-end content strategy and production for YouTube and Instagram, partnering with leadership on positioning, creative direction, publishing cadence, and performance recaps.
• Improved viewer retention by 40% through performance tracking, iterative testing, stronger hooks, and tighter story structure informed by analytics.
• Wrote and edited scripts, executive voiceovers, promotional assets, and educational content to strengthen brand consistency across owned channels.
• Managed a small production team and freelancers; established briefs, review checkpoints, quality standards, and delivery accountability.
DELUXE Manager / Lead Video Editor Northvale, NJ May 2009 - Oct 2018
• Led post-production operations for major entertainment clients, managing timelines, quality control, technical compliance, and stakeholder approvals.
• Supervised editorial and technical teams delivering content for HBO, NBC, Discovery, Netflix, Sony, A&E History, and Lionsgate.
• Streamlined editing workflows, handoffs, and QA/QC standards to improve consistency and reduce rework across teams.
TOWER RECORDS Art Director Nanuet, NY Jul 1996 - Sep 2006
• Managed the Art Department and developed visual marketing, retail campaign design, and promotional creative supporting sales and customer engagement.
TECHNOLOGY INNOVATION
Vault Chain Independent Technology Innovation 2018
• Personally conceived a blockchain-based methodology for securely transferring large files; identified the market opportunity, designed the underlying methodology, initiated the patent application process, and commercialized the innovation through sale of the intellectual property.
CERTIFICATIONS & PROFESSIONAL DEVELOPMENT
• Atlassian Agile Professional Certificate, LinkedIn Learning
• AI for Managers, Microsoft & LinkedIn Learning
• Python for Non-Programmers Part 1, LinkedIn Learning
TOOLS & TECHNOLOGY
AI & Analytics: OpenAI tools/APIs, AI prompt evaluation, AI workflow automation concepts, YouTube Studio, Google Analytics
Collaboration & Agile: Jira, Confluence, Microsoft 365, Google Workspace, Monday.com, Asana, Slack, Teams, SharePoint, Zoom
Creative & Product: Adobe Premiere Pro, After Effects, Photoshop, Figma, Final Cut Pro, Avid Media Composer
Growing Technical Fluency: GitHub, Python, SQL, AWS Cloud, Software Development Lifecycle, DevOps concepts, agentic AI
EDUCATION
M.A., Animation, Savannah College of Art & Design (SCAD), 2021
B.A., Philosophy, Purchase College, SUNY Minor: Studio Composition
PORTFOLIO
Creative portfolio: charlesscandura.com Resume, leadership profile, and selected project samples: charlesscandura.com/about-9