Rashad H

Rashad H

Pear VC Fellow @ Pear VC

About

About me: www.rashadhq.com Early-stage technology investor and operating partner specializing in B2B SaaS, AI/ML, and fintech infrastructure. Built HQ Ventures from solo angel to 410-member syndicate, deployed $1M+ across 10+ companies alongside tier-1 firms (FirstMark, Bain Capital, Draper). Advised three portfolio companies to successful follow-on funding rounds in 2025. Brings Fortune 100 operating expertise from leading $180M+ digital transformation initiatives at New York Life, combining venture investment acumen with hands-on value creation capabilities. MIT Sloan Fellows MBA. My unique background spans: - Building a 410+ member Venture Capital syndicate from zero - Implementing enterprise-scale AI and ML solutions in Fortune 100 - Leading post-merger integrations delivering 23% efficiency improvements - Developing data strategies that unlock new revenue streams - Building and managing high-performing technical and product teams

Country

United States

City

Cambridge

Industry

Management Consulting

Skill

Deal Sourcing, Due Diligence, Early-Stage Startups, Investments, Strategic Business, Consultation, Entrepreneurship, Venture Financing, Python (Programming Language), Presentation Skills, Communication, Venture Capital, Analytical Skills, Strategy, Business Transformation, Business Analysis, Analytics, Data Visualization, Management Consulting, Digital Strategy

Experience

Pear VC

Pear VC Fellow

Pear VC

LinkedIn
2025-9 - Present · 1 yr 1 mo

Cambridge, Massachusetts, United States

Mangusta Capital

Venture Scout

Mangusta Capital

LinkedIn
2025-8 - Present · 1 yr 2 mos

Working with GP and team to source, evaluate, and invest in startups in the AI value chain.

MIT Sloan School of Management

MIT Sloan Fellows MBA Candidate

MIT Sloan School of Management

LinkedIn
2025-5 - Present · 1 yr 5 mos

Cambridge, Massachusetts, United States

One year full time MBA

👼🏽

Angel Investor & VC Syndicate Lead

👼🏽

2021-2 - Present · 5 yrs 8 mos

NOTE: Stage - Post Product, post revenue. Interested in companies building in the AI value chain: Chips > Data > Data Infra > Cloud and Inference > LLMsl | Agents > Verticialized SLM > Applications > Device etc. - Independent investor and advisor focused on B2B SaaS, AI/ML applications, and fintech infrastructure at seed/Series A - Deployed $0.8M across 10+ enterprise technology companies (2021-2025), averaging $10K-100K initial checks - Portfolio companies raised $25M+ in follow-on funding; 3 companies advanced to next funding round in 2025 - Evaluated 400+ investment opportunities annually, analyzing business models, unit economics, competitive positioning, and technical differentiation across enterprise software and AI platforms - Built 410-member investor network spanning operators, founders, and institutional investors for market intelligence, deal flow, and co- investment opportunities Select Investments & Value Creation: • Estuary (seed, 2022): Identified differentiated positioning in real-time data infrastructure before category emergence; advised on enterprise GTM strategy and facilitated client introductions; company raised a $17M Series A (3x markup) led by M13 (2025) • Brij (pre-seed, 2023): Backed founding team in digital product helping collect first party data and uncover customer insight via AI; company raised a $8M oversubscribed seed (3x markup) led by Pixel Capital and CEAS Investments • Kit (seed, 2023): Invested in a B2B at-home diagnostic testing platform; acquired by Ro within 6 months at 3.5x return INVESTMENT PHILOSOPHY: Focus on B2B SaaS and infrastructure where operating experience creates edge: AI value chain (infrastructure through agentic layers) where deployment matters more than algorithms; enterprise software with complex sales cycles; vertical SaaS/ AI in regulated industries. Technical AI background (NYU Stern) + Fortune 500 deployment enables evaluation of technical founders in markets where incumbents are vulnerable.

Estuary

Supporter/Tiny Investor

Estuary

LinkedIn
2021-6 - Present · 5 yrs 4 mos

New York, United States

As a data practitioner, love what Dave and team are doing to solve real-time data availability problem. Dave is the humblest of 2nd time founder with a successful exit. Happy to be small part of the journey! Investment Stage: Pre-Seed (recently raised Series A) Backed by FirstMark

Brij

Supporter/Tiny Investor

Brij

LinkedIn
2022-5 - Present · 4 yrs 5 mos

New York, New York, United States

Kait and Brij team are amazing. I was lucky enough to be a small supporter through my syndicate as part of their pre-seed raise in 2022. Investment Stage: Pre-Seed (recently raised $8M Seed)

Pluto

Supporter/Tiny Investor

Pluto

LinkedIn
2024-3 - Present · 2 yrs 7 mos

A huge supporter of my friends MO^2, Nayeem Zen and team building to solve business banking challenges in the MENA region. Investment Stage: Pre-Series A

Lawtrades

Supporter/Tiny Investor

Lawtrades

LinkedIn
2021-12 - Present · 4 yrs 10 mos

Queens, New York, United States

Lawtrades aims to change how your company utilizes legal resources. Happy to be a supporter and a small part of my friend Raad and his team's journey. Backed by Draper Associates, Social Capital, Graph Ventures, and Sahil Lavingia

New York Life Insurance Company

Corporate Vice President

New York Life Insurance Company

LinkedIn
2016-8 - 2025-5 · 8 yrs 10 mos

New York, New York, United States

New York Life ("NYL") is a Fortune 100 (Ranked #71) mutually policyholder owned company Leading NYL’s critical strategic initiatives around Products, AI & Analytics, and digital capabilities

New York Life Insurance Company

Head of Program Management

New York Life Insurance Company

LinkedIn
2022-1 - 2023-6 · 1 yr 6 mos

New York, New York, United States

Managed a team of 55+ employees and consultants responsible for executing NYL’s critical strategic initiatives

New York Life Insurance Company

Digital Innovation, Analytics and Machine Learning

New York Life Insurance Company

LinkedIn
2016-8 - 2022-3 · 5 yrs 8 mos

New York, New York, United States

Laconia

Venture Fellow

Laconia

LinkedIn
2022-3 - 2024-6 · 2 yrs 4 mos

New York City Metropolitan Area

Cohort 2

Education

Massachusetts Institute of Technology

Massachusetts Institute of Technology

LinkedIn
2025-5 - 2026-6 · 1 yr 2 mos

Sloan Fellows MBA

NYU Stern School of Business

NYU Stern School of Business

LinkedIn

M.S. Thesis: Estimate real estate property prices for New York City through machine learning predictive analytics (regression, random forest, xgboost, neural network models etc.); achieved more accurate model results than Zillow Zestimate (comparing MAE or RMSE) Notable coursework: Modern Artificial Intelligence | Strategy Change & Analytics | Network and Platform Analytics | Data Visualization with Tableau & R | Digital Marketing Analytics | Foundation of Statistics and R | Big Data | Data Mining with R | Data Driven Decision Making | Decision Modeling & Decision Under Risks

University at Buffalo

University at Buffalo

LinkedIn

Dual concentrations in Management Information System and Finance

Massachusetts Institute of Technology

Massachusetts Institute of Technology

LinkedIn

Innovation and Entrepreneurship

Rashad H's Contact Information

Email

******@***.com

Phone

(**) *** ****

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