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Internal Memo Proposing a Pilot for Four-Day Workweeks

Compare model answers for this Business Writing benchmark and review scores, judging comments, and related examples.

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Contents

Task Overview

Benchmark Genres

Business Writing

Task Creator Model

Answering Models

Judge Models

Task Prompt

You are a team lead at a 120-person software company. Employee survey results show rising burnout and difficulty retaining experienced staff. The executive team is open to experimentation but worries that any schedule change could hurt customer support coverage, product delivery timelines, and fairness across departments. Write an internal memo to the executive team proposing a 3-month pilot of a four-day workweek. Your memo should: - recommend whether the pilot should use a 32-hour week or a compressed 40-hour sc...

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You are a team lead at a 120-person software company. Employee survey results show rising burnout and difficulty retaining experienced staff. The executive team is open to experimentation but worries that any schedule change could hurt customer support coverage, product delivery timelines, and fairness across departments. Write an internal memo to the executive team proposing a 3-month pilot of a four-day workweek. Your memo should: - recommend whether the pilot should use a 32-hour week or a compressed 40-hour schedule, and justify the choice - explain expected benefits and likely risks - outline how the pilot would work across engineering, sales, customer support, and operations - include 3 measurable success metrics - address fairness concerns for teams whose work requires live coverage - end with a clear recommendation and next steps Constraints: - Write in a professional, persuasive tone for senior leaders - Keep it between 400 and 600 words - Do not use tables or bullet points; write as a memo with headings and paragraphs only - Do not cite external studies or statistics; reason from the scenario only

Task Context

The company sells a subscription software product to business customers in multiple time zones. Customer support is currently available Monday through Friday, 8 a.m. to 6 p.m. local time. Engineering and product teams mostly work asynchronously, while sales and support have more fixed-hour responsibilities. The company has had higher-than-normal voluntary turnover for the past two quarters.

Judging Policy

A strong answer should read like a credible internal memo for senior executives, with a clear structure, appropriate tone, and practical reasoning. It should make a defensible recommendation between a true 32-hour week and a compressed 40-hour schedule, not avoid the choice. The memo should balance advantages with operational risks, show awareness of how different departments work, and propose a pilot design that is workable in a real company. Good responses will address fairness and coverage concerns thoughtfully...

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A strong answer should read like a credible internal memo for senior executives, with a clear structure, appropriate tone, and practical reasoning. It should make a defensible recommendation between a true 32-hour week and a compressed 40-hour schedule, not avoid the choice. The memo should balance advantages with operational risks, show awareness of how different departments work, and propose a pilot design that is workable in a real company. Good responses will address fairness and coverage concerns thoughtfully rather than vaguely, include exactly three meaningful and measurable success metrics, and conclude with specific next steps. Answers that ignore key departments, fail to fit the memo format, rely on unsupported external facts, or remain generic should be judged weaker.

Answers

MEMORANDUM TO: Executive Team FROM: [Your Name/Team Lead] DATE: October 26, 2023 SUBJECT: Proposal for a Four-Day Workweek Pilot Program This memo proposes a three-month pilot program to explore the feasibility and impact of a four-day workweek at our company. Recent employee survey results indicate a concerning rise in burnout and challenges in retaining our valued experienced staff. Recognizing the executive team's openness to innovative solutions and their valid concerns regarding operational continuity, this pilot aims to gather concrete data on how a reduced workweek might affect our business. For this pi...

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MEMORANDUM TO: Executive Team FROM: [Your Name/Team Lead] DATE: October 26, 2023 SUBJECT: Proposal for a Four-Day Workweek Pilot Program This memo proposes a three-month pilot program to explore the feasibility and impact of a four-day workweek at our company. Recent employee survey results indicate a concerning rise in burnout and challenges in retaining our valued experienced staff. Recognizing the executive team's openness to innovative solutions and their valid concerns regarding operational continuity, this pilot aims to gather concrete data on how a reduced workweek might affect our business. For this pilot, I recommend implementing a compressed 40-hour schedule over four days. While a 32-hour week offers maximum potential for reduced burnout, a compressed schedule is a more pragmatic first step. It allows us to test the concept of a consolidated workweek without immediately reducing overall working hours, which may be more palatable from a productivity and customer coverage standpoint. This approach also provides a clearer comparison to our current five-day, 40-hour model, making it easier to isolate the effects of the schedule change itself. The expected benefits of a four-day workweek are significant. Primarily, we anticipate a reduction in employee burnout and an improvement in work-life balance, which should directly combat our current retention issues. Employees may experience increased focus and productivity during their working days, leading to higher quality output. Furthermore, a progressive work policy can enhance our employer brand, making us more attractive to top talent in a competitive market. The primary risks revolve around maintaining adequate customer support coverage, ensuring product delivery timelines are not jeopardized, and managing fairness across different departments. We must also consider potential impacts on employee well-being if the compressed schedule leads to excessively long and demanding workdays. To address these risks and ensure a successful pilot, we will implement the program strategically across departments. For Engineering and Operations, where work is often asynchronous, the transition should be relatively straightforward, focusing on maintaining project momentum. Sales and Customer Support, however, require careful planning. To ensure continuous customer coverage, we propose a staggered approach. For instance, teams could alternate their day off, ensuring that Monday through Friday coverage is maintained. This might involve some teams working Monday-Thursday and others Tuesday-Friday. This approach requires meticulous scheduling but directly addresses the need for live support. We will measure the success of this pilot using three key metrics. First, we will track employee retention rates, specifically looking for a decrease in voluntary turnover compared to the preceding six months. Second, we will monitor customer satisfaction scores (CSAT) and response times for support inquiries to ensure no degradation in service quality. Third, we will assess project delivery timelines and key performance indicators for engineering and sales to confirm that productivity has been maintained or improved. Fairness for teams requiring live coverage will be managed through the staggered scheduling mentioned earlier. While not every employee will have the same day off, the principle of a three-day weekend will be applied universally. Clear communication about the rotation and the rationale behind it will be crucial to ensure buy-in and minimize perceived inequities. We will also solicit feedback throughout the pilot to address any emergent fairness concerns. In conclusion, a three-month pilot of a compressed 40-hour, four-day workweek presents a valuable opportunity to address employee burnout and retention while mitigating risks to our operations. The proposed staggered schedule for customer-facing teams, coupled with clear success metrics, provides a robust framework for this experiment. I recommend we proceed with planning for a pilot to commence in Q1 of next year. Next steps would involve forming a small working group to finalize the staggered schedules, communication plans, and detailed tracking mechanisms.

Result

#2

Winning Votes

1 / 3

Average Score

73
Judge Models OpenAI GPT-5.2

Total Score

73

Overall Comments

Answer A is a credible executive memo with a clear recommendation (compressed 40 hours), balanced benefits/risks, and a reasonable staggered-coverage concept for customer-facing teams. However, it is light on concrete pilot mechanics by department (especially operations and sales specifics), and its success metrics are somewhat broad (e.g., “project delivery timelines and KPIs”) without defining what will be committed/held constant during the pilot. It also slightly under-engages with the core burnout issue by choosing a compressed schedule while acknowledging the risk of longer days exacerbating fatigue.

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Appropriateness

Weight 25%
70

Meets most requirements (400–600 words, memo tone, headings/paragraphs, no external citations, clear choice). Coverage/fairness addressed but department plans are somewhat generic and the compressed-40 choice is less aligned to a burnout-driven prompt.

Clarity

Weight 20%
75

Generally easy to follow with clear prose and defined metrics; some phrasing stays high-level (e.g., productivity KPIs) and could be sharper about what exactly will be measured/held constant.

Structure

Weight 20%
75

Logical memo flow from rationale to benefits/risks to implementation to metrics to recommendation; headings are minimal and sections are less distinctly delineated beyond paragraphs.

Actionability

Weight 20%
65

Provides a staggered-days-off concept and suggests forming a working group, but lacks concrete operating rules (e.g., how engineering commitments/scope will be managed, how sales coverage targets will be ensured, ops specifics).

Tone

Weight 15%
80

Professional, executive-appropriate, and persuasive without being pushy; acknowledges leadership concerns appropriately.

Total Score

62

Overall Comments

Answer A is a competent memo that follows the format requirements and addresses most of the prompt's demands. It chooses the compressed 40-hour schedule and provides a reasonable justification. However, it exceeds the 600-word constraint (approximately 530 words of body text but the full memo is around 560-580 words, which is within range). The memo covers all four departments but treats engineering and operations together somewhat superficially. The fairness section is adequate but somewhat vague. The three success metrics are present and measurable. The tone is professional. However, the justification for the compressed schedule, while defensible, is less compelling because it doesn't directly address the burnout problem—the core issue identified in the scenario. The memo also lacks some specificity in its implementation details (e.g., how many people on which rotation) and the next steps are somewhat generic.

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Appropriateness

Weight 25%
65

Answer A makes a defensible choice of compressed 40-hour schedule but the justification is somewhat weak—it frames it as 'more pragmatic' and 'more palatable' without deeply engaging with why this addresses burnout, which is the core problem. The memo covers all required elements but treats some departments superficially (engineering and operations lumped together). The benefits and risks discussion is adequate but somewhat generic.

Clarity

Weight 20%
65

Answer A is generally clear and readable. However, some passages are somewhat vague—for example, 'focusing on maintaining project momentum' for engineering doesn't convey much. The transition between sections is smooth but the writing occasionally becomes wordy without adding substance.

Structure

Weight 20%
60

Answer A follows memo format with proper header elements. However, it lacks section headings within the body, which makes it harder to scan—a significant weakness for a memo aimed at busy executives. The content flows logically but the lack of headings reduces navigability. It uses paragraph-only format as required but would benefit from clearer structural markers.

Actionability

Weight 20%
55

Answer A's next steps are vague: 'forming a small working group to finalize the staggered schedules, communication plans, and detailed tracking mechanisms.' The implementation details lack specificity—no concrete staffing numbers or rotation details. The metrics are measurable but the first metric (retention rates compared to preceding six months) may not show meaningful change in a 3-month pilot. The recommendation to commence in Q1 is reasonable but lacks urgency.

Tone

Weight 15%
65

Answer A maintains a professional tone throughout. It is respectful of executive concerns and appropriately cautious. However, it occasionally reads as overly hedged ('may be more palatable,' 'should be relatively straightforward') which slightly undermines persuasiveness. The tone is competent but not particularly compelling for driving action.

Total Score

84

Overall Comments

Answer A is an excellent response that perfectly captures the format and tone of a professional internal memo. Its structure is logical and persuasive, and it addresses all parts of the prompt with practical, well-reasoned suggestions. Its recommendation for a compressed 40-hour week is a pragmatic and defensible choice for a first pilot, showing good awareness of the target audience's likely concerns.

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Appropriateness

Weight 25%
85

The memo format is perfect, and the recommendation for a compressed 40-hour week is a pragmatic and appropriate starting point for a cautious executive team. The content is well-aligned with the scenario and audience expectations.

Clarity

Weight 20%
80

The memo is written very clearly, with distinct sections that are easy to follow. The arguments and plans are presented in a straightforward manner.

Structure

Weight 20%
90

The structure is a key strength. It follows a classic and logical memo format: introduction, recommendation, benefits/risks, implementation details, metrics, and conclusion. This flow is highly effective and persuasive.

Actionability

Weight 20%
80

The memo is highly actionable, providing clear success metrics, a workable plan for different departments, and specific next steps (forming a working group).

Tone

Weight 15%
85

The tone is perfectly calibrated for the audience—professional, persuasive, and respectful of the executives' concerns. It strikes an excellent balance between advocating for change and acknowledging risks.

MEMORANDUM TO: Executive Team FROM: [Team Lead] DATE: [Current Date] RE: Proposal for Three-Month Four-Day Workweek Pilot Program RECOMMENDED SCHEDULE STRUCTURE I recommend implementing a 32-hour workweek for this pilot rather than a compressed 40-hour schedule. A true reduction in hours addresses the root cause of our burnout problem—overwork and insufficient recovery time—while a compressed schedule merely redistributes the same workload across fewer days. Given our survey results showing burnout as a primary retention concern, the 32-hour model directly targets the issue and demonstrates genuine commitment...

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MEMORANDUM TO: Executive Team FROM: [Team Lead] DATE: [Current Date] RE: Proposal for Three-Month Four-Day Workweek Pilot Program RECOMMENDED SCHEDULE STRUCTURE I recommend implementing a 32-hour workweek for this pilot rather than a compressed 40-hour schedule. A true reduction in hours addresses the root cause of our burnout problem—overwork and insufficient recovery time—while a compressed schedule merely redistributes the same workload across fewer days. Given our survey results showing burnout as a primary retention concern, the 32-hour model directly targets the issue and demonstrates genuine commitment to employee wellbeing. This approach also allows us to test whether productivity remains stable with fewer total hours, providing valuable data for a potential permanent change. EXPECTED BENEFITS AND RISKS The primary benefit is improved employee retention and morale. Burnout is our stated problem, and reduced hours directly address this. We should expect increased engagement, fewer sick days, and stronger retention of experienced staff—all critical given our recent turnover. Secondary benefits include potential productivity gains from better-rested employees and reduced context-switching costs when people work more focused days. The main risks are customer support coverage gaps and potential delays in product delivery. A 20 percent reduction in available hours could create scheduling challenges, particularly during peak support periods. Engineering timelines may slip if we do not carefully manage project scope during the pilot. There is also a fairness concern: teams with flexible schedules may experience fewer constraints than customer-facing teams, which I address below. PILOT IMPLEMENTATION BY DEPARTMENT Engineering and product teams will transition to four 8-hour days, maintaining asynchronous workflows. This group has the most flexibility and should see immediate productivity benefits from deeper focus periods. Sales will operate on a rotating four-day schedule, with staggered days off to maintain customer contact coverage. Two sales representatives will be available each day, ensuring continuity while allowing individuals to benefit from the reduced schedule. Customer support will implement a hybrid model. We will maintain our current 8 a.m. to 6 p.m. coverage window by scheduling support staff across overlapping four-day rotations. Three support team members will work Monday through Thursday, three will work Tuesday through Friday, and one will rotate to cover any gaps. This ensures full coverage while allowing each support employee to enjoy a three-day weekend. Operations will align with support schedules to maintain backend systems and administrative continuity. ADDRESSING FAIRNESS CONCERNS The rotating schedule for customer-facing teams ensures that no department bears disproportionate burden. Support and sales staff receive the same three-day weekend benefit as engineering, though their days off are staggered. We will communicate clearly that this rotation is temporary and equitable, and we will gather feedback from these teams specifically during the pilot to ensure the arrangement feels fair. MEASURABLE SUCCESS METRICS First, voluntary turnover rate during and immediately following the pilot period compared to the previous two quarters. Second, employee engagement scores from a post-pilot survey, specifically measuring burnout and job satisfaction. Third, on-time delivery of committed product features and customer support response times, measured against our baseline from the past quarter. RECOMMENDATION AND NEXT STEPS I recommend proceeding with this pilot immediately. The risk is manageable given our implementation strategy, and the potential upside—retaining experienced staff and reducing burnout—directly addresses our most pressing business challenge. I propose we begin the pilot in [Month], run it for exactly three months, and reconvene to review metrics and decide on continuation. I am prepared to lead the detailed scheduling logistics and will provide weekly updates to the executive team.

Result

#1 | Winner

Winning Votes

2 / 3

Average Score

81
Judge Models OpenAI GPT-5.2

Total Score

83

Overall Comments

Answer B provides a clearer, more scenario-aligned recommendation (32-hour week) tied directly to burnout/retention, and it outlines more concrete operating mechanics across engineering, sales, support, and operations, including a workable rotation concept to preserve support coverage hours. It addresses fairness more directly and ends with specific next steps. The main weakness is that the support staffing numbers/coverage plan may not be realistic without knowing team size and could be over-specific/under-justified, and one metric combines two items (product delivery and support response times) into a single metric, which is slightly less clean than three fully distinct measures. Overall it is more actionable and aligned to the prompt.

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Appropriateness

Weight 25%
85

Strong fit to scenario and constraints: clear 32-hour recommendation justified by burnout/retention, addresses risks, departments, fairness, and concludes with next steps. Minor issue: very specific staffing assumptions for support without context.

Clarity

Weight 20%
80

Clear headings and direct reasoning; implementation description is understandable. Slight clarity loss where a “metric” merges product delivery and support response times.

Structure

Weight 20%
85

Well-organized with distinct sections that map tightly to prompt requirements and a strong closing recommendation/next steps.

Actionability

Weight 20%
85

More operational detail: specifies 4x8 schedules, staggered rotations, maintaining the 8–6 window, and a cadence for review/updates. Risk: support staffing plan may be unrealistic, but still more implementable than A.

Tone

Weight 15%
80

Professional and confident with appropriate executive framing; slightly more assertive (“proceed immediately”) but still suitable for senior leaders.

Total Score

76

Overall Comments

Answer B is a strong memo that makes a bold and well-justified choice of the 32-hour workweek, directly tying it to the burnout problem identified in the scenario. The structure is clear with well-labeled headings. The implementation section provides specific details for each department, including concrete staffing arrangements for customer support (three on Mon-Thu, three on Tue-Fri, one rotating). The fairness section is thoughtful and acknowledges the temporary nature of the pilot. The three success metrics are clearly defined and measurable. The tone is confident and persuasive without being aggressive. The recommendation and next steps are specific, including offering to lead logistics and provide weekly updates. One minor weakness is that it doesn't deeply address the risk of 20% hour reduction on delivery timelines beyond mentioning scope management. The memo is well within the word count constraint.

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Appropriateness

Weight 25%
78

Answer B makes a strong, well-justified choice of the 32-hour week, directly connecting it to the root cause of burnout. The reasoning that a compressed schedule 'merely redistributes the same workload' is compelling given the scenario. Implementation details are specific for each department, with concrete staffing numbers for customer support. The memo addresses all required elements with depth appropriate to the scenario.

Clarity

Weight 20%
75

Answer B is very clear throughout. Each section communicates its point efficiently. The 32-hour justification is articulated crisply. The department-by-department breakdown is easy to follow with specific details (e.g., 'Three support team members will work Monday through Thursday, three will work Tuesday through Friday'). Language is precise and avoids filler.

Structure

Weight 20%
75

Answer B has excellent structure with clear, descriptive headings for each section (Recommended Schedule Structure, Expected Benefits and Risks, Pilot Implementation by Department, etc.). This makes the memo highly scannable for executives. The logical flow moves naturally from recommendation to benefits/risks to implementation to fairness to metrics to next steps. Fully compliant with the memo format constraint.

Actionability

Weight 20%
75

Answer B provides specific, actionable implementation details: concrete rotation schedules for support, staggered days for sales, and clear alignment for operations. The next steps are strong—offering to lead logistics personally and provide weekly executive updates shows ownership. The three metrics are well-defined with clear baselines. The recommendation to begin immediately conveys appropriate urgency given the retention crisis.

Tone

Weight 15%
75

Answer B strikes an excellent balance between confidence and respect for executive concerns. Phrases like 'the risk is manageable given our implementation strategy' and 'I am prepared to lead the detailed scheduling logistics' convey leadership and ownership. The tone is persuasive without being pushy, and professional without being dry. It reads as a credible document from a confident team lead.

Total Score

83

Overall Comments

Answer B is a very strong response, notable for its bold recommendation of a 32-hour week and its highly detailed and actionable plan for customer support coverage. It directly addresses the core issue of burnout. However, its structure is weaker than A's, as it omits a standard introductory paragraph, making the memo feel abrupt and less polished for an executive audience.

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Appropriateness

Weight 25%
80

The memo format is followed, but the structure is less conventional for this type of proposal, starting abruptly without an introduction. The recommendation for a 32-hour week is bold and well-argued, but the overall package feels slightly less tailored to the audience than A's.

Clarity

Weight 20%
88

The writing is exceptionally clear and direct. The explanation of the hybrid model for customer support (e.g., 'Three support team members will work Monday through Thursday, three will work Tuesday through Friday') is particularly specific and easy to understand.

Structure

Weight 20%
75

The use of headings is good, but the memo lacks a proper introductory paragraph to set the context. It jumps directly into the recommendation, which feels abrupt and weakens the overall structure of the formal proposal.

Actionability

Weight 20%
90

This answer is extremely actionable. The operational plan for customer support is very detailed, and the next steps include a personal commitment ('I am prepared to lead... and will provide weekly updates'), which adds a strong sense of ownership and readiness.

Tone

Weight 15%
80

The tone is professional and persuasive. It is slightly more direct and assertive than A's, which is effective but arguably less nuanced for an audience described as cautious.

Comparison Summary

Final rank order is determined by judge-wise rank aggregation (average rank + Borda tie-break). Average score is shown for reference.

Judges: 3

Winning Votes

1 / 3

Average Score

73
View this answer

Winning Votes

2 / 3

Average Score

81
View this answer

Judging Results

Why This Side Won

Answer A wins due to its superior structure and more appropriate framing for a cautious executive audience. While B provides a more detailed and actionable operational plan, its abrupt structure (lacking an introduction) makes it a less effective formal memo. A's classic, logical flow from context to conclusion is more persuasive and professional, which is critical in this business writing task and is reflected in its higher scores on the heavily weighted 'appropriateness' and 'structure' criteria.

Why This Side Won

Answer B wins because it scores higher on the most heavily weighted criteria. Its recommendation of a 32-hour week is more directly aligned with the scenario's core problem (burnout), making it more appropriate. It provides more specific implementation details per department, stronger fairness reasoning, and more actionable next steps. While Answer A is competent, it is more generic in its department-level planning and its compressed-schedule recommendation, while defensible, is less compelling given the stated problem of burnout.

Judge Models OpenAI GPT-5.2

Why This Side Won

Answer B wins on the weighted criteria because it makes a more defensible choice that directly addresses the stated burnout/retention problem (32-hour week) and provides more concrete, department-by-department pilot operations and coverage/fairness handling. While both are clear and well-structured, B is more actionable and better tailored to the company’s constraints, leading to a stronger overall weighted score.

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