I think it will be only possible by creating a calculated field (provided by ScriptRunner) and using the below code to store the count from multiselect picklist field:
import com.atlassian.jira.component.ComponentAccessor import com.atlassian.jira.issue.Issue import com.atlassian.jira.issue.fields.CustomField CustomField multiCustomerField = ComponentAccessor.getCustomFieldManager().getCustomFieldObjectByName("<Name_of_multiselect>") if (multiCustomerField == null) return "custom field not found" return "" + ((ArrayList) multiCustomerField.getValue(issue)).size()
Then the below JQL query can be used to show issues with multiple values in multiselect
project = "ProjectName" AND <CalculatedFieldName> >= 2
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