Top Tech Jobs & Startup Jobs in Milwaukee, WI

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 enterprise sales for Duck Creek’s insurance software solutions, targeting major P&C carriers. Responsibilities include winning and expanding strategic accounts, managing complex sales cycles, building executive relationships, developing pipelines, forecasting bookings, presenting proposals, and aligning solutions with customer strategies. The role also leads, coaches, mentors, and onboards Sales Directors while managing large deal pursuit teams and partner ecosystems.

Reviews automatically segmented English audio transcripts at the individual-word level. Verifies word boundaries, spoken text, and transcription accuracy; corrects errors; splits, merges, removes, or adds segments; and applies transcription conventions consistently. The role requires reviewing complete audio files, making careful judgments on difficult speech, and maintaining high accuracy and quality standards. Work is fully remote and freelance, with potential progression to reviewer or adjudicator responsibilities.

Manage service delivery for a life sciences-focused MSP pod, overseeing support staff, service quality, SLAs, ticketing, billing accuracy, utilization, capacity planning, escalations, client reviews, onboarding, documentation, and continuous improvement. Ensure delivery aligns with HIPAA, HITECH, GxP, and FDA 21 CFR Part 11 requirements. Coach technical staff, coordinate incident communications, improve PSA workflows, and partner with client executives and customer success managers.

Create clear, concise UX copy across patient-facing and business healthcare workflows, including onboarding, forms, errors, notifications, AI interactions, and transactional communications. Partner with Design, Product, Engineering, Research, and users to improve information architecture, terminology, interaction patterns, and content systems. Develop voice and tone guidelines, reusable content patterns, and scalable AI-assisted workflows while ensuring clarity, accuracy, accessibility, consistency, and trust in complex healthcare software experiences.

Provides senior technical leadership for IT support and operations in a remote healthcare technology environment. Owns complex escalations, incident resolution, root cause analysis, endpoint and identity administration, onboarding and offboarding, vendor escalations, documentation, automation, and reliability improvements. Coaches support staff, develops scalable processes, partners with Security, Compliance, Engineering, Product, and clinical teams, and communicates clearly during high-impact incidents affecting clinical workflows.

Own demand generation and account-based marketing initiatives for a healthcare platform targeting large health systems. Develop quarterly marketing plans, manage budgets, execute integrated paid, content, event, outbound, and nurturing campaigns, and collaborate with Sales, SDRs, Product Marketing, and Corporate Communications. Build performance dashboards, optimize campaign spend and funnel velocity, produce marketing and sales enablement assets, and support trade shows and event activations.

Own the full SaaS sales cycle for mid-market and enterprise customers, from prospecting through contract close. Build account plans, develop partner relationships, manage complex stakeholder processes, articulate solution value and ROI, forecast pipeline, maintain CRM hygiene, and collaborate with Pre-Sales, Product, and Marketing. Represent the company at industry events and contribute to go-to-market strategy in a fast-paced cybersecurity GRC environment.

Supports residential mortgage loans from application through closing by reviewing and maintaining loan files, entering borrower and property data, ordering third-party services, resolving documentation issues, monitoring milestones, coordinating underwriting and closing conditions, tracking funding requirements, and communicating with borrowers, loan officers, and vendors. Manages an active loan pipeline remotely while ensuring accuracy, compliance, timely closings, and strong customer service.

Own the Konnect Developer Portal self-service experience, including application registration, credentials, teams, and environments. Lead discovery, roadmap development, user research, prioritization, cross-functional delivery, and KPI tracking across API, AI, gateway, lifecycle, monetization, and onboarding capabilities. The role requires strong developer empathy, experience with B2B SaaS or platform products, and the ability to connect frontend UX, backend integrations, and system design.