Top Tech Jobs & Startup Jobs in Boston, MA

Serve as the CEO's strategic and operational right hand at an AI LegalTech startup: prepare executive/board/investor materials, build financial models and decks, contribute litigation expertise to product content, validate LLM-generated analyses, drive cross-functional execution, manage company operations (recruiting, vendor administration, OKRs), represent the CEO, and handle special projects across finance, legal, and partnerships.

Leads software engineering teams, develops technical and people leaders, modernizes legacy customer-facing applications, and advances engineering practices. Partners with product, architecture, quality, DevOps, delivery, and business stakeholders to improve reliability, security, customer experience, adoption, and delivery speed. Drives CI/CD, automation, observability, resilience, cloud-native practices, and responsible adoption of AI-assisted software development while managing priorities, risks, dependencies, capacity, and organizational change.

Deliver customer-facing technical training in data engineering and AI through virtual and onsite sessions. Create tailored courses, projects, certifications, and assessments aligned with customer roles, tools, and business outcomes. Partner with Customer Success, Sales, Product, and Content teams to design blended learning paths, drive platform adoption, and improve measurable skills. Support diverse technical and non-technical audiences across time zones, with occasional onsite travel and success metrics tied to customer satisfaction, bookings, and professional services revenue.

Leads GovCon pricing strategy and a small pricing team for complex federal proposals. Develops cost models, estimates, rate structures, Price-to-Win analyses, profitability scenarios, and compliant cost volumes. Advises executives on bid decisions, pricing risks, margins, and competitive positioning while partnering with Finance, Contracts, Growth, Capture, Programs, and Operations. Requires extensive U.S. Government contracting pricing experience across CPFF, T&M, FFP, IDIQ, GWAC, and GSA vehicles.

Build and maintain backend services, APIs, database schemas, and secure data-access systems for an AI-powered legal technology platform. Integrate AI/LLM services, messaging, document processing, and workflow automation into production workflows. Deploy and monitor containerized cloud services while collaborating with founders and product teams on technical and product decisions.

Develops internal and external corporate communications through journalistic storytelling, content strategy, executive communications, and brand-aligned messaging. Translates complex insurance concepts into accessible content, manages multi-channel calendars and projects, interviews stakeholders, and connects organizational stories to strategic goals. Collaborates cross-functionally to produce compelling written content and thought leadership while tailoring communications to diverse audiences and corporate leaders.

Design and refine Qdrant’s visual identity across marketing campaigns, social media, blog posts, presentations, landing pages, advertisements, email campaigns, and event materials. Build AI-assisted creative tools and workflows, direct AI-generated imagery, maintain brand consistency, and deliver polished work across multiple projects on tight timelines.

Provide empathetic, timely support to customers, resolve inquiries and issues, document interactions, and escalate complex problems to appropriate teams.

Own Cognizo’s visual identity and design system across Figma, Webflow, sales presentations, one-pagers, case studies, battlecards, ads, social creatives, product graphics, and light motion. Build reusable templates, publish assets independently, and translate short briefs into polished design options. The role is fractional, remote, self-directed, and focused on establishing a consistent B2B SaaS brand across market-facing channels.

Own centralized workforce forecasting, capacity planning, headcount strategy, and cost optimization across multiple lines of business. Model trade-offs involving FTEs, BPO, overtime, productivity, and shrinkage; analyze demand changes; identify capacity risks; and translate findings into executive recommendations. Partner with Finance, Product, and Operations to govern assumptions, investigate plan variances, standardize planning frameworks, and support strategic staffing decisions.