Role Description We are looking for Polish-speaking AI Content Analysts to support evaluation of a new personalization capability within a leading AI assistant platform. In this role, you will design realistic conversational prompts based on your own context and experiences, then rigorously evaluate how effectively the AI uses personal signals (such as prior conversations or activity context) to produce relevant, grounded, and helpful responses. This position combines creative prompt design, analytical evaluation, and structured quality assessment, making it ideal for candidates with experience in AI evaluation, annotation, content review, or analytical research roles. Responsibilities - Design and run short multi-turn conversations (typically 1–5 turns) intended to test AI personalization behavior - Create prompts grounded in realistic personal scenarios to evaluate contextual understanding - Review AI responses to determine whether personalization is correctly applied - Check grounding quality to ensure the model does not invent unsupported claims about the user - Evaluate integration quality — confirming personal signals are used naturally (not forced or robotic) - Compare two responses side-by-side and determine which is more helpful, natural, and relevant - Write clear, structured rationales explaining rankings and referencing specific conversation turns - Verify debug information showing whether correct data sources were used - Maintain strict workflow hygiene (including deleting evaluation conversations when required) Requirements - Strong Polish proficiency (reading & writing required) — Polish is the primary evaluation language - BS/BA degree or equivalent experience in a relevant field (e.g., Policy, Law, Ethics, Linguistics, Journalism, Computer Science, or a related analytical field) - Strong analytical thinking and ability to assess nuanced AI outputs - Excellent written communication skills with ability to produce structured evaluation notes - High attention to detail when comparing similar responses - Ability to work independently in a fully remote environment - Reliable desktop/laptop and stable internet connection - Willingness to use your primary personal Google account and enable personal data sources for evaluation purposes Contracting Model - Duration: 1 month (possible extension) - 30-40 hours/week commitment. Paid by hours logged and approved. - The role is 100% remote, working hours within your local time zone (this is a MUST)

Title: AI Quality & Validation Specialist Location: Annandale, VA Department: Technician – Specialist Job Description: Location: Hybrid Required Clearance: None Required Education: Associate’s / Bachelor’s Degree Required Experience: 1–3 years of relevant experience in software testing, quality assurance, AI evaluation, content review, or related technical support Position Description PingWind is seeking an AI Quality & Validation Specialist to support the testing, validation, and continuous improvement of applications and AI-enabled solutions prior to release. This junior-level role is ideal for a detail-oriented professional who can evaluate system behavior, identify defects or quality issues, and provide structured feedback to improve application performance and AI-driven outputs. The AI Quality & Validation Specialist will help validate software functionality, assess the quality and relevance of AI-generated results, document findings, and support scenario-based testing from the end-user perspective. This role works closely with technical teams, product stakeholders, and project leads to help ensure released capabilities meet functional requirements and quality standards. Responsibilities • Support functional, regression, and user-focused testing of applications and AI-enabled features before release • Evaluate AI-generated outputs for quality, relevance, accuracy, consistency, and alignment to prompts, instructions, or reference materials • Identify, document, and track software defects, content issues, edge cases, and output anomalies • Perform scenario-based testing by interacting with systems as an end user to validate workflows and expected outcomes • Flag issues in AI or application behavior and provide clear written feedback on what should be corrected or improved • Assist with validation of prompts, workflows, procedures, and output-review criteria used in AI-supported processes • Help review text, image, audio, video, or other generated outputs, as applicable to the program • Maintain test evidence, validation notes, issue logs, and supporting documentation in accordance with project standards • Collaborate with developers, analysts, engineers, and project leadership to clarify expected behavior and support issue resolution • Participate in pilot testing of new features, experimental capabilities, and process improvements • Support continuous quality improvement efforts by identifying recurring issues, trends, and opportunities for better testing coverage • Contribute to the development of repeatable validation procedures, checklists, and quality review practices Required Qualifications • 1–3 years of relevant experience in software testing, QA support, AI output evaluation, digital content review, or an Associate’s / Bachelor’s Degree in a related field • Strong attention to detail with the ability to identify inconsistencies, defects, or quality issues • Experience documenting findings clearly and communicating actionable feedback • Ability to follow structured instructions, evaluation criteria, and testing procedures • Strong written and verbal communication skills • Comfortable working across multiple tasks in a fast-paced environment • Ability to think from the end-user perspective and test systems against expected outcomes • Basic familiarity with modern software applications, web-based systems, and common collaboration/documentation tools Desired Qualifications • Experience evaluating generative AI outputs such as text, images, audio, or video • Experience supporting software QA, test execution, UAT, or validation activities • Familiarity with defect tracking tools, test case management, or Agile delivery environments • Experience comparing outputs against prompts, business rules, or reference materials • Exposure to prompt testing, AI workflow review, or human-in-the-loop evaluation processes • Experience in a federal contracting environment • Active clearance or eligibility to obtain required clearance, if applicable About PingWind PingWind is focused on delivering outstanding services to the federal government. We have extensive experience in the fields of cybersecurity, development, IT infrastructure, supply chain management and other professional services such as system design and continuous improvement. PingWind is an SBA certified Service-Disabled Veteran-Owned Small Business (SDVOSB) with offices in Northern Virginia and Huntsville AL. www.PingWind.com Our benefits include • Eleven Federal Holidays • Paid Time Off accrued each pay period • Parental Leave • Three medical plan choices with generous employer contribution • Dental and Vision Insurance • Company paid Short-Term and Long-Term Disability • Company paid Life and AD&D Insurance • 401k with competitive matching and vesting schedule • Continuing education assistance • Medical, Dependent Care and Commuter Flexible Spending Accounts • Employee Assistance Program • Wellness benefits include Calm Health app and WellHub gym subsidy • 529 College Savings Plan • Legal Insurance • Pet Insurance Veterans are encouraged to apply. PingWind, Inc. does not discriminate in employment opportunities, terms, and conditions of employment, or practices on the basis of race, age, gender, religious or political beliefs, national origin or heritage, disability, sexual orientation, or any characteristic protected by law. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us. We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

• Refine the ICP, pricing model, and product positioning • Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion • Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback • Lead the seed raise, supported by FutureSight's network and traction • Recruit and lead the founding team, and establish the cultural foundation of the company

• Set the direction of the venture and lead its execution • Refine the ICP, pricing model, and product positioning • Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion • Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback • Lead the seed raise, supported by FutureSight's network and traction • Recruit and lead the founding team, and establish the cultural foundation of the company