Customizing Your Assessment
Your Assessment template comes pre-built with a solid set of items, but every MSP's process is different. This article covers how to edit your template content and the configuration options that let you make the Assessment truly yours.
Ways to edit your template
There are three ways to make changes to your Assessment template:
From within a Report (quick edits)
Click the gear icon next to any Assessment item in a draft Report to edit its settings: name, weight, tags, default values, and more. Changes made here update the template, so they apply across all Reports using that template. This is a great way to make small, iterative adjustments every time you fill out a Report.
From the online editor
Go to Settings > Templates > [Your Template] > Parts > Assessments to access the full template editor. This interface lets you modify all template content without leaving the platform.
From Excel (bulk editing)
Export templates to Excel for bulk editing, then import them back into the system. This is the fastest way to make large-scale changes.
To use Excel editing:
Go to Settings > Templates > [Your Template] > Parts > Assessments
Export the template to Excel
Make your changes following the guidelines below
Import the updated file
Using Strategy Overview Template Master: Instead of editing the Excel file directly, you can use Template Master for a more visual editing experience. Export your template from Strategy Overview, open the file in Template Master, make your changes there, then export it back to Excel and import it into Strategy Overview. Template Master is a new beta tool, so review the exported Excel file before importing it back into Strategy Overview to make sure everything looks right.
Important guidelines for Excel editing:
Keep all columns exactly as exported. Adding or removing columns will cause the import to fail.
Use semicolons to separate different options under Status, Risk, Solution, and Budget fields. Limit options to around 10 per field.
Use an asterisk (*) to mark default options.
Use exact grade names for default grade options (e.g., "Question", "Healthy").
Markets column accepts either "All" or a specific vertical market name. The market names must match your markets in Settings.
Importing on top of existing data will add new Groups and Items, but it will also modify existing Items to match the spreadsheet. Descriptions, health standards, risks, solutions, status options, and budget fields will all be updated. This won't change how clients or vCIOs have filled out their Reports, but it will modify the underlying Assessment template. As long as you export your existing template first and build on top of it, this is straightforward. Just be careful with more sweeping changes.
Caution: Always keep a backup of your export before making changes, and test with a small change first if you're new to the process.
Writing effective descriptions and health standards
Two of the most important fields on each Assessment item are the Description and Health Standard. Taking the time to define these well makes your Assessments more consistent, easier for your team to use, and more effective with Arya AI.
Descriptions
The Description is a plain language explanation for your vCIO team of what the item is evaluating and why it matters. Think of it as internal documentation that helps any vCIO on your team understand the intent behind the item, even if they didn't create it.
Example: For a "Workstation Age" item, a good description might be: "Evaluates whether the client's end-user workstations are within a reasonable lifecycle. Aging workstations lead to increased support tickets, security vulnerabilities from unsupported operating systems, and reduced productivity. This is one of the most visible indicators of IT health for end users."
Health standards
The Health Standard defines what your MSP considers "healthy" for a given item. This is where you document your standards so your team grades consistently, and it plays a direct role in how Arya AI evaluates client data. When Arya helps fill out an Assessment, it compares the client's actual technology against the health standard you've defined. The more specific your health standard, the more accurate and useful Arya's recommendations will be.
Examples:
Workstation Age: "A healthy workstation is less than four years old, covered under a manufacturer's warranty, and has at least 16 GB of RAM."
Security Awareness Training: "The client should be enrolled in a monthly managed security awareness training campaign using our preferred platform (e.g., Huntress Managed SAT)."
Endpoint Protection: "All workstations and servers should be running our standard managed EDR solution with active monitoring."
Defining your preferred platforms
Many health standards reference specific tools or platforms that your MSP has standardized on. Documenting your preferred platforms in health standards serves two purposes: it keeps your team aligned on what "healthy" means for your MSP specifically, and it gives Arya AI the context to make recommendations that match how your MSP actually operates. When a vCIO sees that the health standard calls for a specific platform, there's no ambiguity about what to recommend.
Customizing status, risk, and solution options
Each Assessment item has predefined dropdown options for Status, Risk, and Solution fields. These dropdowns make it faster to fill out Assessments because your vCIOs can select from a list rather than typing everything from scratch.
The default template includes a general set of options, but you'll get the most value by customizing them to match your MSP's actual services and recommendations. Add options that reflect what your team commonly recommends, and remove ones that aren't relevant to how you operate. The more specific and accurate these options are, the faster your team can work through Assessments.
Examples:
Status options might include things like "Managed by us," "Managed by client," "Not in place," or "Third-party managed."
Risk options should describe the actual consequences your clients face, like "Security exposure," "Compliance gap," "Productivity impact," or "End of life."
Solution options should map to services and projects your MSP delivers, like "Migrate to managed platform," "Deploy EDR solution," "Schedule hardware refresh," or "Enroll in SAT program."
You can edit these options from the gear icon on any item, from the online template editor, or in bulk through Excel export/import. Use semicolons to separate options and an asterisk (*) to mark defaults.
Relating Flexible Items to Assessment items
This is one of the most powerful features in Strategy Overview. When you relate Flexible Item groups to Assessment items, the actual technology data appears right alongside each Assessment question, giving you real context for grading.
Why this matters
Context during Assessments: see relevant devices, licenses, and documentation right when you're grading a topic
Better Arya AI recommendations: give the AI actual client data to work with for more accurate suggestions
Faster prep: no more jumping between screens to find information
How it works
You connect specific Flexible Item groups to relevant Assessment items at the template level. Then, when you're filling out an Assessment, the related data appears right there.
Example: You relate the "Managed Servers" Flexible Item group to the "Server Host" Assessment item. Now when you open that item in a Report, you see the client's actual server list with age, warranty, OS version, and everything you need to give an accurate grade.
Setting up Related Items from Settings
Go to Settings > Templates > [Your Template] > Parts > Assessments
Click the gear icon next to an Assessment item
In the Related Items section, select "Flexible Item Group" from the entity type dropdown
Choose the specific Flexible Item group from the list (e.g., "Servers", "Workstations")
Save your changes
Setting up Related Items from a Report
Open any draft Report in Build Mode
Find the Assessment item you want to connect
Click the gear icon next to the item
Add the Related Item connection
This updates the template for all future Reports
Using filters for specific subsets
Sometimes you want to show only certain items from a Flexible Item group. For example, your "Servers" group might contain both physical and virtual servers, but you have separate Assessment items for each.
To add filters, click the filter button on the Assessment item after relating the Flexible Item group. Set your filter conditions and save. The filter applies across all draft Reports using this template, and each Assessment item can have different filters for the same Flexible Item group.
Configuring Assessment columns
Assessment columns control what fields appear for each item in your template. You can enable or disable columns and control which modes they appear in (Build, Display, Presentation).
Go to Settings > Templates > [Your Template] > Parts > Assessments > Columns to configure which columns are active.
Common columns include Grade, Status, Risk, Solution, Budget, Description, Notes, and any custom columns you've added. You can also control column order and which columns export to Excel.
Copying items and groups
When you need to create similar Assessment items or groups, you can copy existing ones rather than building from scratch. This is useful when you have a standard set of items for a category and want to create a variation for a different context (e.g., "Network - Primary Site" and "Network - Secondary Site").
Working with recurring items in Assessments
Assessment items can include recurring cost fields for tracking ongoing expenses like annual licenses, monthly subscriptions, or service fees. To enable recurring fields:
Go to Settings > Templates > [Your Template] > Parts > Assessments > Columns
Enable the Recurring toggle
Make sure all recurring fields are enabled
Once enabled, each Assessment item can have recurring cost data (amount, period, quantity, effective date, cancellation date) in addition to one-time budgets. These recurring costs flow into your Flexible Budget automatically.
