Alaina Bookstein

About Alaina Bookstein

I am a sales leader at the intersection of AI infrastructure and power with a track record of closing complex, large‑scale deals and delivering tangible outcomes.I have consistently built and scaled global sales teams, closed $100M+ transactions in cloud and AI, exceeded seven‑figure annual quotas, and drove multi‑year, multi‑stakeholder agreements. I led sales for two startups with successful exits: Optimum Energy, a SaaS solution for HVAC and chiller plant optimization with customers like Intel, and Bridge Strategy Group a management consultancy focused on energy.At AWS I built and executed large‑scale partnerships with leading utilities, OEMs, and energy companies, including Siemens Energy, Iberdrola, Bloom Energy, NextEra, GE Vernova, Williams, ExxonMobil, and bp. These partnerships covered long‑term power and capacity, grid‑scale and behind‑the‑meter projects, and integrated energy solutions to support data centers and AI factories.Earlier in my career, I worked at McKinsey & Company advising energy and cleantech clients, and I hold an MBA from the Wharton School and a BA from Northwestern University, with executive certificates in product strategy and cloud technology.

Experience

1. Senior Vice President, Sales and Business Development

   GridCARE

   Jan 2025 — Present · Seattle, WA, US

   Own and execute GridCARE’s end-to-end commercial strategy: revenue growth, pricing, GTM, and customer segmentation across utilities, grid operators, data-centers, OEMs, and other energy partners.Lead sales, partnerships, customer success management (CSM), and implementation to ensure seamless onboarding, adoption, retention, and expansion.Build and scale a high-performing commercial organization (sales, marketing, CSM) with clear KPIs from deal close through value realization.Partner with product and operations to translate customer, regulatory, and grid reliability requirements into scalable commercial and delivery models.Drive predictable revenue, renewals, margin expansion, and pipeline visibility; act as a senior executive interface with the board, investors, and strategic customers.

Education

• MIT Professional Education

  Certificate in Cloud Technology: Blockchain, Machine Learning, Cybersecurity, Cloud

  2021 — 2021

• Kellogg Executive Education

  Product Strategy, Discovering, Developing, and Marketing Products as a Business

  2019 — 2019

• The Wharton School

  MBA, Finance, Marketing, Operations

• Northwestern University

  BA, Economics, History

Skills

• Financial Modeling
• Marketing
• Management Consulting
• Product Marketing
• Power Markets
• Executive Management
• Cross-Functional Team Leadership
• Smart Grid
• Marketing Strategy
• Strategy
• Leadership
• Product Development
• Venture Capital
• Business Development
• Product Strategy
• Strategic Partnerships
• Electric Vehicles
• Partnerships
• Strategic Planning
• Account Management
• Due Diligence
• Clean Technology
• Ipt
• Product Management
• Financial Services
• Market Entry
• Management
• Sales
• Energy
• Analytics
• Business Strategy
• Program Management
• Consulting
• Business Analysis
• Corporate Development
• Mergers & Acquisitions
• Entrepreneurship
• Mergers
• Competitive Analysis
• Start-Ups