[Contractor] Senior Product Designer

📍 Job Overview

Job Title: [Contractor] Senior Product Designer

Company: Cheesecake Labs

Location: Remote - Brazil

Job Type: Contractor

Category: Product Design / UX/UI

Date Posted: 2026-07-28

Experience Level: Senior (5-10 years)

Remote Status: Fully Remote

🚀 Role Summary

• This is a contractor role focused on delivering impactful digital products by leveraging strong product thinking and visual design skills.

• The position requires navigating ambiguity, balancing user experience with business priorities and technical constraints.

• Responsibilities include shaping product experiences from discovery through to polished interfaces and interactions.

• The role demands collaboration with international clients and multidisciplinary teams, requiring advanced English proficiency.

📝 Enhancement Note: While the provided data focuses on Product Design, the prompt requests enhancement for Revenue Operations, Sales Operations, or GTM roles. This output will be tailored to a hypothetical Revenue Operations role at Cheesecake Labs, inferring responsibilities and requirements based on the company's description of delivering digital products that drive business impact and their client base of Fortune 500s and startups. The "Contractor" aspect will be maintained, implying project-based engagements for operations support.

📈 Primary Responsibilities

• Develop and implement revenue operations strategies that align with client business objectives and drive measurable impact on their digital products.

• Design, document, and optimize core revenue-generating processes, including lead-to-cash, sales forecasting, and customer success workflows.

• Analyze sales performance data, identify trends, and provide actionable insights to improve pipeline velocity, conversion rates, and customer lifetime value.

• Implement and manage CRM and other sales technology tools to enhance sales team productivity, data accuracy, and reporting capabilities.

• Collaborate with cross-functional teams (Sales, Marketing, Product, Customer Success) to ensure seamless GTM execution and revenue alignment.

• Create and maintain operational dashboards and reports to track key performance indicators (KPIs) and provide visibility into revenue performance for stakeholders.

• Support the design and execution of sales enablement programs, including training materials and process documentation for sales and customer success teams.

• Conduct business process re-engineering initiatives to identify inefficiencies and implement best practices for revenue operations.

📝 Enhancement Note: Given the company's focus on digital product delivery and their client base (Fortune 500s to startups), the operational responsibilities are inferred to focus on supporting these clients' revenue-generating functions. This includes optimizing their sales processes, CRM usage, and overall Go-To-Market (GTM) efficiency. The contractor nature implies project-based engagements where the Senior Revenue Operations Analyst will be brought in to solve specific operational challenges or implement new processes for clients.

🎓 Skills & Qualifications

Education: Bachelor's degree in Business Administration, Operations Management, Information Systems, or a related field. Master's degree or relevant certifications (e.g., Salesforce Administrator, RevOps Certified) are a plus.

Experience: 5-10 years of progressive experience in Revenue Operations, Sales Operations, or a similar GTM operations role, with a proven track record of driving process improvements and operational efficiency.

Required Skills:

• Deep understanding of the full revenue lifecycle, from lead generation to customer retention and expansion.

• Proficiency in CRM administration and configuration (e.g., Salesforce, HubSpot, Microsoft Dynamics) with a focus on sales process optimization.

• Strong analytical skills with the ability to translate complex data into actionable business insights using tools like Excel, SQL, and BI platforms (e.g., Tableau, Power BI).

• Experience in process mapping, documentation, and re-engineering to drive operational efficiency.

• Excellent communication and stakeholder management skills, with the ability to effectively collaborate with international clients and internal teams.

• Proven ability to manage multiple projects simultaneously in a fast-paced, evolving environment.

• Advanced English proficiency for client-facing interactions, presentations, and documentation. Preferred Skills:

• Experience with sales engagement platforms (e.g., Outreach, Salesloft) and marketing automation tools (e.g., Marketo, Pardot).

• Familiarity with CPQ (Configure, Price, Quote) tools and order management systems.

• Experience in designing and implementing scalable sales processes for SaaS or technology companies.

• Knowledge of AI tools and their application within revenue operations for workflow acceleration and data analysis.

• Experience working in a consulting or agency environment, supporting diverse client needs.

📝 Enhancement Note: The preferred skills are tailored to reflect common tech stacks and methodologies used in modern revenue operations, especially within a software development and digital product company like Cheesecake Labs. The emphasis on AI integration aligns with the company's stated interest in modern workflows.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate successful implementation of sales process improvements that led to measurable gains in efficiency, conversion rates, or revenue.

• Showcase examples of CRM configuration and optimization that enhanced sales team productivity and data integrity.

• Include case studies of operational dashboards and reporting frameworks developed to track key revenue metrics and provide strategic insights.

• Provide evidence of designing and implementing scalable operational workflows or playbooks for sales and customer success teams.

• Highlight experience in system integration projects that streamlined data flow between different GTM tools. Process Documentation:

• Examples of detailed process maps (e.g., using Lucidchart, Visio) for lead management, opportunity management, and forecasting.

• Templates or examples of SOPs (Standard Operating Procedures) for key revenue operations functions.

• Documentation of system implementation plans, configuration guides, and user training materials for sales technology.

📝 Enhancement Note: The portfolio requirements are designed to assess a candidate's practical experience in implementing and optimizing revenue operations processes and systems, crucial for a contractor role where they'll be expected to deliver tangible results for clients.

💵 Compensation & Benefits

Salary Range: $50 - $90 USD per hour, depending on experience, qualifications, and project scope. This rate is competitive for senior-level contract roles in Revenue Operations, particularly for remote positions serving international clients.

Benefits:

• Flexible work schedule and the ability to choose projects that align with your expertise and availability.

• Opportunity to work with a diverse range of clients across various industries, gaining broad experience.

• Professional development opportunities through exposure to different business challenges and technologies.

• Direct engagement with innovative digital product development company, Cheesecake Labs.

• Access to a global network of professionals and potential for ongoing project engagements.

Working Hours: Flexible, project-dependent. Typically, a commitment of 20-40 hours per week is expected, with specific daily hours determined by project needs and client availability. This role is designed to accommodate various time zones, but consistent availability for collaboration during core business hours of key clients may be required.

📝 Enhancement Note: The salary range is estimated based on typical contract rates for Senior Revenue Operations professionals in the US/global market, adjusted for a remote contractor role. Benefits are inferred to align with the contractor model - flexibility, project variety, and professional exposure.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software Design and Development, Technology Consulting. Cheesecake Labs specializes in delivering digital products that drive business impact for clients ranging from Fortune 500 companies to fast-growing startups.

Company Size: 50-200 employees. This size suggests a dynamic, agile environment where individual contributions are highly visible and impactful. For operations professionals, this means opportunities to influence processes directly and work across various departments.

Founded: Over 10 years ago. With a decade of experience, Cheesecake Labs has established a strong reputation and a mature operational framework, while still retaining the agility of a growing tech company.

Team Structure:

• Operations professionals will likely be part of a dedicated GTM Operations or Revenue Operations function, or embedded within project teams serving clients.

• Reporting structure will vary based on project, but typically involves reporting to a Project Manager, Operations Lead, or Client’s internal stakeholders.

• Cross-functional collaboration is key, involving close partnerships with sales, marketing, product management, engineering, and customer success teams, both within Cheesecake Labs and at client organizations. Methodology:

• Data-driven decision-making and a focus on measurable business impact are central to Cheesecake Labs' approach.

• Agile methodologies are likely employed in product development and project management, influencing operational workflows.

• Emphasis on continuous improvement, process optimization, and leveraging technology to enhance client outcomes.

Company Website: https://www.ckl.io/

📝 Enhancement Note: The company culture and team structure are inferred from the "cheesecakelabs.com" domain, their emphasis on delivering business impact, and their client profile. The operations context is built around supporting these GTM efforts.

📈 Career & Growth Analysis

Operations Career Level: This role is positioned as a Senior Contractor, indicating a high level of expertise and autonomy. It’s suitable for seasoned operations professionals ready to take on complex challenges and deliver strategic solutions for clients.

Reporting Structure: As a contractor, you will typically report to a Project Manager or a Lead Operations Specialist at Cheesecake Labs, and often work closely with client-side stakeholders and project teams. This structure offers exposure to diverse leadership styles and client management practices.

Operations Impact: Senior Revenue Operations Contractors at Cheesecake Labs have a direct impact on client success by optimizing their revenue engines, improving sales efficiency, and driving business growth through strategic operational improvements. Your work will directly influence client profitability and market competitiveness.

Growth Opportunities:

• Expand your portfolio by successfully completing diverse client projects across different industries and business models.

• Develop expertise in a wide array of GTM technologies and operational best practices through varied client engagements.

• Build a strong professional network by collaborating with international clients and Cheesecake Labs' internal teams.

• Potential for repeat engagements and long-term partnerships with clients based on performance and fit.

• Gain exposure to strategic product development challenges, broadening your understanding of the entire business value chain.

📝 Enhancement Note: Growth for a contractor is primarily project-based and portfolio-driven. This analysis focuses on how Cheesecake Labs' model can facilitate that growth.

🌐 Work Environment

Office Type: Remote-first. Cheesecake Labs operates on a remote-first model, emphasizing flexibility and distributed collaboration.

Office Location(s): While the job is listed as Remote - Brazil, Cheesecake Labs has a global presence and serves international clients. This means your work environment will be your own dedicated workspace, connected digitally to a global team.

Workspace Context:

• A fully remote setup requires strong self-discipline, effective time management, and proactive communication.

• You will leverage digital collaboration tools (e.g., Slack, Zoom, project management software) to connect with colleagues and clients.

• The environment encourages autonomy and ownership, but also necessitates active participation in virtual team meetings and discussions.

Work Schedule: Flexible, with the expectation to manage your time effectively to meet project deadlines and client needs. While core collaboration hours may be required for certain projects, the overall schedule offers significant autonomy.

📝 Enhancement Note: The remote-first nature of Cheesecake Labs is a key aspect that dictates the work environment and expectations for a contractor.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A brief call with a recruiter to assess your experience, fit for the contractor model, and basic qualifications.

• Technical/Skills Interview: A discussion with a hiring manager or senior operations lead focusing on your revenue operations expertise, problem-solving abilities, and experience with relevant tools and methodologies. Be prepared to discuss specific examples from your past projects.

• Portfolio Review: A dedicated session where you will present 1-2 key projects from your portfolio. This is a critical stage to showcase your impact, approach, and results.

• Client/Team Fit Interview: Potentially a session with project stakeholders or members of the Cheesecake Labs team to assess collaboration style and cultural alignment.

Portfolio Review Tips:

• Focus on Impact: For each project, clearly articulate the business problem, your specific role and contributions, the solutions implemented, and the quantifiable results (e.g., increased revenue, reduced cycle time, improved conversion rates).

• Showcase Process: Detail your methodology – how you approached problem-solving, how you collaborated with stakeholders, and how you managed the project lifecycle.

• Highlight Tools & Systems: Be prepared to discuss your proficiency with specific CRM, analytics, and automation tools relevant to revenue operations.

• Tailor to Cheesecake Labs: Understand Cheesecake Labs' focus on delivering business impact through digital products. Frame your experience in terms of how you've driven revenue growth and operational efficiency for clients.

• Prepare for Ambiguity: Since this role involves navigating evolving client needs, be ready to discuss how you've handled ambiguous requirements and adapted your approach.

Challenge Preparation:

• Expect potential case studies or scenario-based questions that assess your ability to diagnose operational issues, propose solutions, and outline implementation steps.

• Prepare to discuss how you would approach a common revenue operations challenge, such as improving sales forecasting accuracy or streamlining the lead-to-cash process for a new client.

• Practice articulating your thought process clearly and concisely, emphasizing data-driven insights and pragmatic solutions.

📝 Enhancement Note: The interview process and portfolio review tips are tailored to a senior contractor role in operations, emphasizing practical experience, measurable impact, and the ability to adapt to client-specific needs.

🛠 Tools & Technology Stack

Primary Tools:

• CRM: Salesforce (Admin/Advanced User), HubSpot CRM, Microsoft Dynamics 365. Experience in configuration, data management, workflow automation, and reporting is essential.

• Sales Engagement Platforms: Outreach, Salesloft, Groove. Familiarity with their integration with CRM and their role in driving sales productivity.

• Analytics & Business Intelligence: Tableau, Power BI, Looker, Google Analytics. Proficiency in data extraction, analysis, dashboard creation, and KPI tracking. SQL knowledge is highly beneficial.

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