Shaili Gupta

CEO

Boston, Massachusetts, United States11 yrs 11 mos experience

Most Likely To SwitchAI ML Practitioner

Key Highlights

Architected multi-agent systems with 83% efficiency gain.
Raised over $1M in seed funding for a startup.
Expert in AI governance frameworks for enterprise deployment.

Stackforce AI infers this person is a SaaS expert with a focus on AI product management and governance.

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Skills

Core Skills

Ai Product ManagementAi Governance & ComplianceRetrieval-augmented Generation (rag)Product ManagementHuman-ai Interaction DesignBusiness TransformationStrategic PartnershipsDue Diligence

Other Skills

Enterprise GenAI ImplementationProduct-Led TransformationGo-to-Market StrategyEnterprise SaaSVoice of the CustomerStrategic Product ManagementAI Strategy & TransformationEnterprise AI SolutionsPrompt EngineeringAI Model EvaluationLarge Language Models (LLM)Vector DatabasesCross-functional Team LeadershipAI Risk ManagementExecutive Stakeholder Management

About

Built multi-agent AI (83% efficiency gain) and production RAG systems. Former CEO who raised $1M+. Currently: Architecting multi-agent orchestration and RAG applications for enterprise B2B SaaS. Building AI governance frameworks (NIST RMF, EU AI Act, SOC2) for regulated deployment. Background: CEO of NeuroPlay (VR therapeutics) - raised $1M+ seed, launched platform. 9 years scaling enterprise AI products. Writing: https://substack.com/@shailigupta1 Technical focus: Multi-agent systems, RAG architecture, LLM evaluation, prompt engineering, AI compliance.

Experience

11 yrs 11 mos

Total Experience

3 yrs 2 mos

Average Tenure

6 yrs 11 mos

Current Experience

Xfact, inc.

4 roles

Head of Product & AI Innovation

Promoted

Sep 2025 – Present · 8 mos

Lead product strategy and AI innovation for enterprise B2B SaaS platform - architecting and shipping multi-agent systems, RAG applications, and responsible AI frameworks.
Architected multi-agent orchestration system improving efficiency 83%
Built and deployed production RAG systems with LLM evaluation frameworks
Established AI governance for regulated enterprise deployment
Own product execution: 0→1 development, pricing strategy, and GTM

AI Product ManagementEnterprise GenAI ImplementationAI Governance & ComplianceProduct-Led TransformationHuman-AI Interaction DesignGo-to-Market Strategy+94

Head of Product

Promoted

Jun 2024 – Sep 2025 · 1 yr 3 mos

Led product strategy and development for enterprise B2B SaaS platform, while driving AI innovation initiatives including GenAI-powered features and governance frameworks.
Drove product roadmap and cross-functional execution across engineering, design, and GTM teams
Launched AI-powered features improving workflow efficiency 33%
Designed human-AI workflows reducing user training time 60%
Established product-led growth frameworks and pricing strategy for enterprise customers

AI Product ManagementAI Strategy & TransformationMarket AnalysisPricing StrategyProduct InnovationProduct Development+3

Senior Manager, Product & Strategy

Promoted

Jun 2019 – Jun 2024 · 5 yrs

Led product strategy and requirements development for enterprise B2B SaaS solutions. Collaborated with engineering on roadmap and feature delivery.

Data-driven Decision MakingCross-functional Team LeadershipStrategic PartnershipsEnterprise AI SolutionsTechnology IntegrationScalability Strategies+3

Manager

Jun 2016 – Jun 2019 · 3 yrs

Drove customer-facing product initiatives and business transformation for enterprise clients.

Business TransformationVoice of the Customer

Mit bootcamps

Startup Mentor

May 2023 – May 2023 · 0 mo · Cambridge, Massachusetts, United States

Guest mentor at the Venture Advancement Program. Advising on early product direction, strategic roadmap, go-to-market, hiring and retaining talent, and fundraising.

Innovation ManagementScalability StrategiesDue DiligenceProduct Management

Portfolio x

Venture Partner

Jan 2021 – Jan 2021 · 0 mo · Boston, Massachusetts, United States

• Partnered with leadership team in fundraising, with a focus on identifying and sourcing deals for capital allocation.

Strategic PartnershipsDue Diligence

Neurosoph

Advisor

Jan 2018 – Jan 2021 · 3 yrs

• Partnered with the leadership team on business and product strategy, including successful launch of first product.

Strategic PartnershipsProduct Management

Neuroplay

Chief Executive Officer

Jan 2015 – Jan 2016 · 1 yr · Columbus, Ohio, United States

Led VR therapeutics startup. Raised $1M+ in seed funding, launched platform, and scaled team from founding to product launch

Innovation ManagementCross-functional Team LeadershipStrategic PartnershipsRegulatory ComplianceProduct Management

Ikove capital

Investor

Jan 2014 – Jan 2016 · 2 yrs · Columbus, Ohio Area

Sources and conducted due diligence on potential deals
Partnered with leadership team of portfolio companies on product, strategy, strategic finance, data analysis, fundraising

Cross-functional Team LeadershipRegulatory ComplianceDue Diligence