Jen***osa
Education
Massachusetts Institute of Technology (Apr 2023 - Jul 2023)
- Degree: Professional Education Certificate
- Field of Study: No Code AI and Machine Learning: Building Data Science Solutions
- Description: In this 12-week program, I learned to use AI and Machine Learning to make data-driven business decisions by understanding the theory and practical applications of supervised and unsupervised learning, neural networks, recommendation engines, computer vision, etc.
Chubb Institute (1997 - 1997)
- Degree: Certificate
- Field of Study: Computer and Information Sciences and Support Services
- Description: Intense program of study on Novell NetWare and related software. Study for Novell CNA, CNE, and GroupWise Certifications.
Skills:
Public Speaking, Leadership, Account Management, Solution Selling, Business Development
Work Experience:
CEO at Toto SEO
- Location: Sarasota County, Florida, United States · Remote
- Duration: May 2023 to Present
- Description: Helping businesses survive the AI revolution by making their websites readable to both humans AND AI agents. The game has changed. While your competitors are still optimizing for Google's old algorithms, AI agents like ChatGPT, Claude, and Perplexity are already deciding which businesses get recommended to customers. At Toto SEO (https://totoseo.com), we specialize in AI-ready websites that speak fluently to both search engines and AI systems. We help businesses prepare for the future where AI agents read websites like text documents. What makes us different: semantic SEO expertise, AI agent optimization, schema markup implementation, and content structure audits. Skills: AI-Ready SEO · Semantic HTML · Schema Markup · WordPress · Customer Experience · Content Structure · AI Agent Optimization · Search Intent Analysis · YMYL Industries · E-E-A-T Implementation.
Founder - Toto Coaching at TOTO Coaching
- Duration: Dec 2021 to Present
- Description: Learn how to build a website for your small business, non-profit, or entrepreneurial journey with an online web building course: on-demand video lessons, live weekly coaching calls, peer learning, and support. Participants build an effective website and gain skills to maintain and improve it independently.
Founder at Slot Karma
- Location: New Fairfield, CT
- Duration: Apr 2019 to Present
- Description: Slot Karma is the app for all slot machine players: casual or expert. (App/platform product aimed at slot players.)
President, Wordpress Web Developer, Owner at TechCare, LLC
- Location: Redding, CT
- Duration: Jan 1997 to Jan 2022
- Description: Owner and founder of a web design and development company delivering websites and ongoing service/support for over 20 years. Specialized in the Financial Services industry; provided modern, clean presentations, lead tracking and generation systems, and tailored solutions for a range of clients. High client retention through long-term service and effective communication.
IT Software Implementation at Pear Tree Point School
- Location: Darien, CT
- Duration: 2000 to Jul 2018
- Description: Consultant overseeing school technology (hardware and software), evaluating and implementing solutions, scheduling and coordinating training, creating supplemental documentation, and providing ongoing technical support. Implemented public/internal websites, SIS, online admissions/billing, email marketing, online report cards, SMART Boards, iPads, online testing, and more.
Candidate Intelligence Report
AI-powered analysis from the perspective of a US hiring director — evaluating career continuity, growth trajectory, and role fit.
Career Continuity & Risk Assessment
No discernible employment gaps; career history shows continuous activity across founder/lead roles and corporate-type consulting since 1997.
Consistent focus on web development, digital marketing, SEO, and AI-enabled customer acquisition strategies, with only one venture outside core domain (Slot Karma) that still aligns with tech/product entrepreneurship.
Long-running stewardship at TechCare (1997–2022) demonstrates stable leadership; subsequent concurrent ventures are typical for an entrepreneur scaling multiple initiatives rather than indicating instability.
Educational background from MIT and ongoing AI/ML training align well with the candidate’s AI-focused marketing/SEO leadership roles.
Career Growth Curve
Best-Fit Roles (Top 5)
Chief Growth Officer (CGO) - AI-First Marketing Technology97% fit
Proven head of growth for AI-ready digital solutions; deep background in SEO, content strategy, and AI-enabled customer acquisition aligns with a CGO mandate to drive revenue and market expansion.
Chief Marketing Officer (CMO) - AI-Driven Digital Marketing Agency92% fit
Two-plus decades of marketing leadership, agency experience, and a current focus on AI readability and semantic content position her well to shape brand, demand generation, and productized services.
Vice President / Head of Digital Strategy & AI Solutions - Enterprise Marketing Firm89% fit
Strategic thinker who translates technical concepts for non-technical stakeholders; can lead digital strategy, AI-enabled solutions, and cross-functional teams at scale.
Chief Revenue Officer (CRO) - Marketing Technology SaaS85% fit
Strong account management, solution selling, and business development background; capable of building and executing revenue plans for AI/SEO-focused SaaS products.
Vice President / Chief Product Officer - AI-Readiness & SEO Solutions82% fit
Product leadership potential leveraging MIT-aligned AI/ML education and hands-on content optimization experience to drive product strategy andGo-To-Market plans.
Related Sourcing Channels
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