Senior Product Manager (AI Evaluation & Product Strategy) at Gramian Consulting Group

📍 Job Overview

Job Title: Senior Product Manager (AI Evaluation & Product Strategy)

Company: Gramian Consulting Group

Location: Remote, US-based

Job Type: CONTRACTOR

Category: Product Management / Operations Strategy

Date Posted: 2026-08-24

Experience Level: Mid-Senior Level (4+ years)

Remote Status: Fully Remote

🚀 Role Summary

Drive the creation of high-fidelity product management scenarios and reference deliverables, focusing on PRDs, product strategy, and roadmaps.
Critically evaluate AI-generated product outputs, assessing their technical depth, reasoning, and stakeholder clarity for senior-level product management work.
Develop and refine detailed evaluation rubrics and frameworks to assess the quality and effectiveness of product management outputs.
Collaborate closely with engineering, design, data, and business stakeholders to ensure alignment on product strategy and execution.
Contribute to defining industry standards for excellent product management work, particularly in the context of AI-assisted development.

📝 Enhancement Note: This role is a contractor position focused on AI evaluation and product strategy, requiring extensive experience in product management to define and assess high-quality outputs. It blends hands-on product work with analytical evaluation of AI capabilities.

📈 Primary Responsibilities

Design realistic and complex product management scenarios that mimic real-world workflows, decision-making processes, and cross-functional challenges.
Produce "gold-standard" reference deliverables, including Product Requirements Documents (PRDs), launch memos, comprehensive roadmaps, executive-level updates, and detailed cross-functional briefs.
Develop nuanced product strategy scenarios that require strategic prioritization, trade-off analysis, deep customer need understanding, and informed execution decisions.
Conduct thorough evaluations of AI-generated product deliverables, assessing their structure, logical coherence, technical accuracy, and clarity for various stakeholder groups.
Define and document detailed evaluation rubrics and criteria specifically for senior-level product management outputs, ensuring consistency and objectivity.
Identify and articulate common weaknesses in product management outputs, such as vague objectives, insufficient trade-off considerations, weak prioritization rationale, or unclear success metrics.
Apply established product management frameworks (e.g., Jobs-to-be-Done, Opportunity Solution Trees, prioritization models) to both the creation of reference materials and the evaluation of AI outputs.
Ensure all created scenarios and deliverables authentically reflect high-impact product workflows and decision-making processes.
Provide constructive, structured, and actionable feedback to improve the quality and effectiveness of AI-generated product management outputs.

📝 Enhancement Note: The responsibilities emphasize the creation of exemplary product management artifacts and the critical evaluation of AI-generated content against these standards, requiring deep domain expertise in product management rather than AI development.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's degree in Computer Science, Engineering, Business, or a related field is often preferred for senior product management roles. Advanced degrees or relevant certifications can be advantageous.

Experience: A minimum of 4 years of professional Product Management experience is required, with a strong preference for candidates with experience in major technology companies (e.g., FAANG) or comparable high-scale, high-growth product environments.

Required Skills:

Minimum 4 years of professional Product Management experience.
Proven experience in a major technology company or similar large-scale/high-growth product environment.
Hands-on ownership and demonstrated expertise in developing PRDs, product roadmaps, launch documentation, and executive presentations.
Strong foundation in product strategy, prioritization frameworks, and roadmap development.
Practical application of Product Management frameworks such as Jobs-to-be-Done (JTBD), Opportunity Solution Trees, or various prioritization models.
Extensive experience collaborating closely with cross-functional teams including engineering, design, data science, and business stakeholders.
Exceptional written English communication skills, with a proven ability to articulate complex ideas clearly to both technical and executive audiences.
Experience in creating polished, decision-oriented product documentation that drives action. Preferred Skills:
Experience with AI/ML products or evaluating AI-generated content.
Familiarity with AI evaluation methodologies or rubric development.
Experience in a consultancy or advisory role.
Understanding of IT professional services and talent solutions.
Experience with A/B testing and experimental design in product development.
Proficiency in agile development methodologies.

📝 Enhancement Note: The requirements highlight a strong emphasis on practical, hands-on experience in core product management functions and communication, with a preference for candidates from high-impact tech environments. Experience with AI evaluation is a plus but not a prerequisite.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

Case Studies: Showcase 2-3 detailed case studies demonstrating end-to-end product lifecycle ownership, from ideation and strategy to launch and iteration.
Deliverable Examples: Include polished examples of PRDs, roadmaps, launch plans, and executive-level strategy presentations that exemplify "gold-standard" quality.
Prioritization Frameworks: Demonstrate how you've applied specific prioritization models and the rationale behind your decisions in complex scenarios.
Cross-functional Collaboration: Provide evidence or examples of how you've managed stakeholder expectations and fostered collaboration across diverse teams.
AI Evaluation (Optional but Recommended): If available, include any examples or descriptions of how you've evaluated complex systems or outputs for quality, accuracy, or effectiveness.

Process Documentation:

Workflow Design: Highlight examples of how you have designed or optimized product development workflows to improve efficiency and clarity.
Methodology Application: Clearly articulate the product management frameworks and methodologies you've employed in your work and their impact.
Metrics & Measurement: Detail how you define success metrics for products and initiatives, and how you track and report on performance.

📝 Enhancement Note: The portfolio should serve as tangible proof of senior-level product management capabilities, focusing on the quality of deliverables and the strategic thinking behind product decisions. Demonstrating experience in creating high-quality documentation and applying structured evaluation is key.

💵 Compensation & Benefits

Salary Range: $60 - $100 per hour. This range is based on the provided hourly rate and reflects a senior-level contractor role in a high-cost-of-living area like New York, catering to specialized skills in product management and AI evaluation.

Benefits: As a contractor, benefits typically vary. Common benefits for contractors in similar roles may include:

Flexible work schedule and remote work options.
Opportunity to work on cutting-edge AI evaluation projects.
Exposure to diverse product management scenarios and best practices.
Potential for contract extension or future engagements with Gramian Consulting Group.
Direct impact on defining AI product management standards.

Working Hours: This is a contractor assignment, likely requiring approximately 40 hours per week. The remote nature allows for flexibility in scheduling, provided deliverables are met and core collaboration times are accommodated.

📝 Enhancement Note: The hourly rate is competitive for senior-level contract Product Managers in the US market, especially for specialized AI evaluation tasks. Benefits are typical for contractor roles and may not include traditional employee benefits like health insurance or paid time off.

🎯 Team & Company Context

🏢 Company Culture

Industry: IT Professional Services & Engineering Talent Solutions. Gramian Consulting Group operates at the intersection of technology consulting and human capital management, helping companies build and optimize their technical teams.

Company Size: Boutique consultancy. This implies a more agile, personalized, and potentially close-knit team environment compared to larger firms.

Founded: Not specified, but the company's focus on IT professional services and talent solutions suggests an established understanding of the tech landscape.

Team Structure:

The role is likely to involve working with a dedicated project team at Gramian Consulting Group, potentially including other consultants, project managers, and subject matter experts.
Collaboration will extend to client teams, requiring adaptability to different organizational structures and cultures.
The role will likely report to a Project Lead or Senior Manager within Gramian, who will oversee the contractor's engagement and deliverables. Methodology:
Data-Driven Evaluation: Emphasis on creating objective evaluation rubrics and using data to assess AI-generated outputs.
Process Optimization: Focus on designing and documenting efficient product management workflows and scenarios.
Best Practice Application: Strong adherence to established product management frameworks and industry best practices.

Company Website: https://jobs.workable.com/company/kANY7hHLXDH7fUqyifRLmf/jobs-at-gramian-consulting-group (Note: This is a job portal link; a direct company website might be gramianconsulting.com based on domain derivation, but this is an inference.)

📝 Enhancement Note: Gramian Consulting Group's "boutique" nature suggests a focus on high-quality, tailored services. The company culture likely values expertise, client-centricity, and efficiency, with a strong understanding of the tech talent market.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned at a Senior Product Manager level, demanding substantial experience and autonomy. It's not a typical "operations" role in the sense of sales or revenue ops, but it heavily involves operationalizing product management processes and evaluating AI's operational impact on product development.

Reporting Structure: The Senior Product Manager will likely report to a Project Manager or Senior Consultant at Gramian Consulting Group. They will also work closely with client-side product, engineering, and leadership teams, requiring effective stakeholder management.

Operations Impact: The impact of this role is significant:

Defining AI Standards: Directly influences how AI is evaluated and integrated into product management workflows, setting a precedent for future AI-assisted product development.
Improving Product Quality: By creating "gold-standard" examples and rubrics, the role helps elevate the overall quality of product management output, whether human or AI-generated.
Enhancing Efficiency: By identifying weaknesses in AI outputs and refining processes, the role contributes to more efficient and effective product development cycles.

Growth Opportunities:

Specialization in AI Product Management: Deepen expertise in evaluating AI's role in product development and strategy, a rapidly growing field.
Consulting Acumen: Develop skills in client management, project delivery, and advisory services within a reputable consulting firm.
Networking: Build connections with professionals at Gramian and their client organizations, opening doors for future opportunities.
Thought Leadership: Contribute to defining best practices and frameworks, potentially leading to speaking engagements or publications.

📝 Enhancement Note: While titled "Product Manager," the role's focus on evaluation and strategy, particularly with AI, positions it as a high-impact, specialized function that contributes to the operational excellence of product development processes.

🌐 Work Environment

Office Type: Fully Remote. This role is designated as "TELECOMMUTE" and "Remote, US-based," meaning there is no requirement to be in a physical office.

Office Location(s): While the role is remote and based in the United States, the company is headquartered in New York. The remote nature means candidates can work from anywhere within the US.

Workspace Context:

Autonomy: Expect a high degree of autonomy and self-direction, typical of remote contractor roles.
Digital Collaboration: Reliance on digital tools for communication, collaboration, and project management (e.g., Slack, Zoom, email, project management software).
Cross-functional Interaction: Regular interaction with diverse teams, both within Gramian and at client organizations, requiring strong virtual communication skills.
Focus on Deliverables: The work environment is highly results-oriented, with a focus on delivering high-quality documentation and evaluations within agreed timelines.

Work Schedule: Primarily a 40-hour per week commitment. While remote, maintaining consistent availability for team meetings and collaboration during core US business hours (particularly Eastern Time, given the New York HQ) will be crucial.

📝 Enhancement Note: The fully remote nature offers significant flexibility, but candidates must be self-disciplined and adept at virtual collaboration to succeed. Proximity to or alignment with US time zones is essential for effective teamwork.

📄 Application & Portfolio Review Process

Interview Process:

Initial Screening: A recruiter or hiring manager will review your application and resume, focusing on experience in product management, large tech companies, and the specific deliverables mentioned.
Skills Assessment/Case Study: You may be asked to complete a take-home assignment or a live case study focusing on designing a product scenario, creating a PRD, or evaluating an AI-generated output. This will test your ability to produce "gold-standard" work and articulate your reasoning.
Interviews: Expect interviews with Gramian consultants or project leads to discuss your experience, approach to product strategy, prioritization, cross-functional collaboration, and your understanding of AI's role in product management.
Final Evaluation: A final discussion to assess cultural fit, confirm your understanding of the role's expectations, and finalize terms.

Portfolio Review Tips:

Curate Strategically: Select your strongest 2-3 case studies that best represent your experience in PRD creation, strategy development, roadmap planning, and executive communication.
Showcase "Gold Standard": Ensure your portfolio pieces are meticulously crafted, polished, and clearly demonstrate the level of quality Gramian is seeking. Use them as examples of what you will produce.
Quantify Impact: Where possible, include metrics or outcomes that demonstrate the success of your product initiatives and the impact of your decisions.
Explain Your Process: Be prepared to walk through your thought process for each portfolio piece, explaining your strategic decisions, trade-offs considered, and how you collaborated with stakeholders.
AI Evaluation Focus: If you have experience evaluating complex deliverables or systems, highlight this. For this role, explicitly state how you would approach evaluating AI-generated product content.

Challenge Preparation:

Scenario Design: Practice designing realistic product scenarios that involve trade-offs, customer needs, and technical constraints.
PRD Structure: Familiarize yourself with best practices for writing clear, concise, and comprehensive PRDs.
Prioritization Rationale: Be ready to defend your prioritization decisions with logical reasoning, data, and strategic alignment.
AI Evaluation Framework: Think about how you would establish criteria for evaluating AI outputs for product management tasks. Consider aspects like accuracy, completeness, strategic alignment, and clarity.

📝 Enhancement Note: The interview process will heavily scrutinize your ability to produce high-quality product management artifacts and critically evaluate AI outputs. Your portfolio is your primary tool to demonstrate this capability.

🛠 Tools & Technology Stack

Primary Tools: While not explicitly listed, expect to utilize a standard suite of product management and collaboration tools.

Documentation & Collaboration: Google Workspace (Docs, Sheets, Slides), Microsoft Office Suite (Word, Excel, PowerPoint), Confluence, Notion.
Project Management: Jira, Asana, Trello, Monday.com.
Communication: Slack, Microsoft Teams, Zoom.
Diagramming/Wireframing (for scenario design): Figma, Sketch, Lucidchart, Miro.

Analytics & Reporting:

Data Analysis: SQL, Python (for data manipulation), Tableau, Power BI, Looker (for visualization).
Product Analytics: Amplitude, Mixpanel, Google Analytics.

CRM & Automation:

CRM: Salesforce, HubSpot (understanding how product impacts CRM data and sales processes is beneficial).
Automation: Familiarity with workflow automation concepts, though direct tool experience might not be required unless clients demand it.

📝 Enhancement Note: Proficiency with a broad range of collaboration and documentation tools is essential for remote work. Experience with data analysis and visualization tools will be beneficial for crafting robust product strategies and evaluations.

👥 Team Culture & Values

Operations Values:

Excellence & Quality: A commitment to producing "gold-standard" work and setting high benchmarks for product management, especially in AI evaluation.
Data-Driven Decision Making: Utilizing data and structured frameworks to inform strategy, prioritization, and evaluation.
Efficiency & Optimization: Focusing on streamlining processes and improving the effectiveness of product development workflows.
Collaboration & Communication: Valuing clear, consistent, and effective communication across all stakeholder groups.
Integrity & Objectivity: Maintaining impartiality and rigor in evaluating AI outputs and defining product standards.

Collaboration Style:

Proactive & Responsive: Engaging actively in discussions, providing timely feedback, and being responsive to team needs.
Structured & Articulate: Communicating ideas clearly, using frameworks and evidence to support points, especially in written documentation and presentations.
Client-Focused: Understanding and addressing the specific needs and contexts of Gramian's clients.
Knowledge Sharing: Willingness to share expertise and best practices with colleagues and clients.

📝 Enhancement Note: The culture likely emphasizes high performance, rigorous analysis, and collaborative problem-solving, with a strong focus on delivering tangible value through expert consulting services.

⚡ Challenges & Growth Opportunities

Challenges:

Defining "Excellent" AI Output: Subjectivity in evaluating creative or strategic AI outputs requires developing robust, objective rubrics.
Balancing Realism and AI Capabilities: Designing scenarios that are both realistic for senior PMs and push the boundaries of current AI capabilities.
Managing Diverse Stakeholder Expectations: Effectively communicating complex product strategies and evaluation criteria to varied audiences.
Remote Collaboration Dynamics: Ensuring seamless communication and productivity in a fully remote, contract-based environment.
Pace of AI Development: Keeping abreast of rapid advancements in AI technology to ensure evaluations remain relevant.

Learning & Development Opportunities:

AI Product Management Specialization: Gain deep insights into the application and evaluation of AI in product development.
Consulting Skill Development: Enhance skills in client management, project scoping, and advisory services.
Exposure to Diverse Tech Stacks: Work with a variety of product types and technologies through Gramian's client base.
Framework Refinement: Contribute to the development and refinement of product management and AI evaluation frameworks.

📝 Enhancement Note: This role offers a unique opportunity to bridge the gap between traditional product management and emerging AI technologies, tackling complex evaluation challenges and contributing to industry best practices.

💡 Interview Preparation

Strategy Questions:

"Describe a complex product strategy you developed. How did you balance competing priorities, customer needs, and business objectives?" (Preparation: Prepare a detailed case study with clear trade-offs and rationale.)
"Walk me through your process for creating a Product Requirements Document (PRD) for a significant feature or product. What are the key components you ensure are included?" (Preparation: Be ready to present a sample PRD or outline your detailed, structured approach.)
"How would you evaluate an AI-generated roadmap for a new product? What criteria would you use, and what potential weaknesses would you look for?" (Preparation: Develop a framework for evaluating AI-generated strategic documents, focusing on structure, logic, and completeness.) Company & Culture Questions:
"What do you understand about Gramian Consulting Group's focus on IT professional services and talent solutions? How does your PM experience align with this?" (Preparation: Research Gramian's services and tailor your responses to highlight how your PM skills support their mission.)
"How do you approach collaboration with engineering, design, and data teams? Provide an example of a challenging cross-functional situation and how you resolved it." (Preparation: Prepare examples demonstrating strong interpersonal and communication skills.)
"What does 'gold-standard' product management look like to you, especially in the context of AI-assisted development?" (Preparation: Articulate your vision for high-quality product management and how AI can be leveraged or evaluated effectively.) Portfolio Presentation Strategy:
Storytelling: Frame your portfolio pieces as compelling narratives, highlighting the problem, your strategic approach, the challenges faced, your solutions, and the quantifiable impact.
Focus on Deliverables: Clearly showcase the quality and depth of your PRDs, roadmaps, and executive presentations. Use them as tangible proof of your capabilities.
Explain Your Frameworks: When discussing your work, explicitly mention the PM frameworks you employed (JTBD, OST, prioritization models) and why they were appropriate.
Demonstrate Evaluation Skills: For any relevant piece, explain how you evaluated options, made trade-offs, and defined success criteria, mirroring the evaluation aspect of this role.

📝 Enhancement Note: Prepare to demonstrate not just your ability to do product management, but your expertise in defining and evaluating what good product management looks like, especially when AI is involved.

📌 Application Steps

To apply for this Senior Product Manager position:

Submit your application through the provided Workable link.
Portfolio Customization: Carefully select and polish 2-3 of your best product management case studies and deliverable examples that exemplify "gold-standard" quality. Ensure they highlight PRD creation, product strategy, roadmap development, and executive communication.
Resume Optimization: Tailor your resume to emphasize your 4+ years of experience in major technology companies, your hands-on ownership of core PM deliverables, and your experience with product strategy and cross-functional collaboration. Integrate keywords like "PRD," "product strategy," "roadmapping," and "AI evaluation."
Interview Preparation: Practice articulating your approach to product strategy, prioritization, and AI evaluation. Prepare specific examples for behavioral questions and be ready to discuss your portfolio in detail.
Company Research: Gain a thorough understanding of Gramian Consulting Group's business model, their focus on IT professional services, and their approach to talent solutions. This will help you align your responses with their consulting ethos.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.

Senior Product Manager (AI Evaluation & Product Strategy)