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AI Prompt Playbook: Turn Your Challenge Reports Into Engaging Updates

Learn how to structure prompts, provide the right context, and generate engaging updates that recognize participants, highlight trends, and build momentum for what’s next.

Updated today

You’ve pulled your challenge reports. Now what?

If you’ve ever opened a spreadsheet full of steps, miles, or active minutes and thought

“There’s a great story in here… I just don’t know how to tell it” — this guide is for you.


Why Use AI for Challenge Reporting?

Using AI can help you turn raw challenge data into:

  • Engaging score updates

  • Meaningful participant recognition

  • Clear insights you can actually share

  • Momentum for your next challenge

The key is how you ask.

Below, you’ll find a structured set of AI prompts you can use based on your challenge type. These prompts are designed to help AI analyze your reports, surface insights, and write a polished update you can easily copy into a Google Doc, email, or presentation.

Think of It Like Storytelling

  • The data is your evidence

  • The participants are your characters

  • The challenge is the plot

  • The prompt is your director

The more context you give, the better the result.


How to Use These Prompts

For best results:

  • Upload your exported challenge reports into your AI chat

  • Paste the Overall Request section

  • Add your Details & Core Metrics

  • Include the Challenge-Specific Analysis that applies to your challenge type

You can (and should) add extra color, such as:

  • Real-life moments that happened during the challenge

  • Funny or memorable participant stories

  • Notable moments from the challenge chat

  • Details about prizes or incentives

You can also coach the AI on tone to match your program goal or culture:

  • Fun or funny

  • Motivating

  • Professional

  • Edgy

  • Sports-announcer style (Bruce Buffer, Tony Romo, John Madden, etc.)

  • Comedic

The more context you provide, the more natural and engaging the final output will feel.


Overall Request

Copy and paste this into your AI chat

We ran a group activity challenge on the Stridekick app. See the attached spreadsheets for the detailed challenge data and scores. The challenge type is listed in the report name. I would like to provide my team an exciting update on scores, recognize movers of all activity ranges and highlight notable achievements. I want to celebrate our individual and collective efforts and encourage participants to continue their health and fitness momentum, even after the challenge is over. I also want to get people excited about joining our next challenge. Please provide this in a text format that I can easily copy to a Google Doc.


Here’s Some Info on Stridekick


Details + Core Metrics

Provide these challenge details:

  1. Why you decided to run a challenge

  2. Organization name

  3. Challenge description

  4. Challenge dates

  5. Challenge mode

  6. Any additional information for rich context building (see above)

Ask it to provide these core metrics, in addition to challenge mode-specific requests (below):

Individual Recognition Metrics

  • Overall Top Mover: Overall winner with highest total {steps, distance or active minutes}

  • Top 5 Movers: Top 5 movers with highest total {steps, distance or active minutes}

  • Most Improved: Compare first week vs last week average for {steps, distance or active minutes}

  • Most Consistent: Lowest coefficient of variation (steady daily performance) for {steps, distance or active minutes}

  • Single Day Champion: Highest single-day count for {steps, distance or active minutes}

  • Weekend Warrior: Highest average {steps, distance or active minutes} Friday–Sunday

  • Weekday Hustler: Highest average {steps, distance or active minutes} Monday–Friday

Engagement Metrics

  • Sync Score: What % of participants synced data (had data >0) every day of the challenge

  • 0 does not count as a successful sync

Movement Patterns

  • Strongest Movement Days: List the top 5 highest-step days

  • Include 1–2 sentences analyzing movement patterns

Collective Group Stats

  • Group activity totals: Combined steps, distance, and active minutes

  • Provide a relatable comparison to activity collectively moved (EX: We moved around the earth)

  • Total activity per person: Average total steps, distance, and active minutes per participant

  • Average daily activity per person: Average daily steps, distance, and active minutes


Analysis by Challenge Mode

Only use the sections that apply to your challenge.

Leaderboard

If the challenge is over:

  • Metric we competed on: {steps, distance or active minutes}

  • What were close days in the leaderboard competition

  • How did the winner end up in #1 spot

  • Was the competition close for 2 & 3

  • How can we highlight the middle and bottom of the leaderboard positively

If the challenge is still active:

  • Why is the winner in #1 spot

  • How can people in the top 5 overtake the current leader


Streak

  • Daily goal: {insert your daily goal}

  • What participants reached their daily goal every day

  • What % reached 100% of their goals

  • What % reached 75% of their goals

  • What % reached 50% of their goals

  • What % reached 25% of their goals


Stick to It

  • Daily goal: {insert your daily goal + quota}

  • What participants reached their daily goal quota

  • What % reached 100% of the quota

  • What % reached 75% of the quota

  • What % reached 50% of the quota

  • What % reached 25% of the quota


Virtual Race

  • Total distance: {insert distance goal}

  • Map theme: {insert map theme}

  • Who reached the finish line first, second, and third, and when

  • What % reached the finish line

  • Were there close leaderboard days

  • Top 5 participants by total distance

  • How the winner secured #1

  • Was the competition close for 2 & 3

  • How to highlight all ranks positively

If the challenge is still active:

  • Why the current leader is ahead

  • How top 5 participants can overtake them


Freestyle

  • If the goal is daily: use the Streak prompt

  • If the goal is quota-based: use the Stick to It prompt


Team Leaderboard

  • Metric competed on: {steps, distance or active minutes}

  • Team rankings by average total activity

  • Winning team determination: based on “TeamLeaderboardTeam” report

  • Total activity by team (honorary mentions)

  • Average daily activity by team

  • Average daily activity per person

  • Close days analysis (margins <15%)

Why the winning team won:

  • Top movers vs consistency

  • Average per-person comparison

  • High performer counts

  • Sync rates and consistency

  • Notable players on non-winning teams

  • Positive recognition ideas

  • Fun team name awards

Team Scoring Context

Team Leaderboard is based on average total activity to ensure fairness across team sizes.

How it works:
Add up total activity for each team member
Combine totals for a team sum
Divide by number of team members

Team Virtual Race

  • Challenge goal: {distance}

  • Map theme: {insert map theme}

  • Team rankings by average total distance

  • Finish order and timing

  • Daily pace and close days

Why the winning team won:

  • Top movers vs consistency

  • High performer counts

  • Sync rates

  • Notable players on non-winning teams

  • Positive recognition ideas

  • Fun team name awards

Team Scoring Context

Team Leaderboard is based on average total activity to ensure fairness across team sizes.

How it works:
Add up total activity for each team member
Combine totals for a team sum
Divide by number of team members

Group Target

  • Collective goal: {insert goal}

  • % of goal reached

  • Date reached (if 100%+)

  • Group pace per day

  • Top contributors

  • Top activity days

If the goal was not reached:

  • What could have been done differently

  • Suggested goal for next time


Group Virtual Race

  • Group distance goal: {insert goal}

  • Map theme: {insert map theme}

  • % achieved

  • Group pace

  • Top contributors

  • Close leaderboard days

  • Top activity days

If 100%+:

  • Finish timing and date

If not reached:

  • What could have been done differently

  • Suggested goal for next time


Fundraiser

  • Collective goal: {insert goal}

  • % of goal reached

If 100%+:

  • Date reached

  • Top contributors

  • Top days

  • Group pace

If not reached:

  • What could have been done differently

  • Suggested goal for next time


Final Thoughts

Your challenge data is more than numbers. It’s proof of effort, consistency, and shared momentum.

When you pair your reports with clear context, AI helps you surface insights, recognize participants at every level, and tell a story people actually want to read.

Use the structure in this guide, add your voice, and let the data do the heavy lifting. Highlight the wins, acknowledge the effort, and invite people into what’s next.

That’s how one challenge builds momentum for the next.

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