macOS Productivity & Email Workflow Consultant

We are seeking an experienced macOS consultant to diagnose, optimize, and improve several productivity, email, and system workflow issues in our Mac-based environment. The ideal candidate will have deep expertise with macOS Apple Mail, Google Drive for Desktop, macOS automation tools, and keyboard-driven productivity workflows. Project Scope 1. Finder & Spotlight Troubleshooting Diagnose and resolve Finder performance and interface issues. Investigate and repair Finder indexing problems. Troubleshoot Spotlight search functionality and determine why search results are incomplete, inaccurate, or not updating properly. Verify and rebuild indexing as necessary. 2. Google Drive Integration Support Review and troubleshoot Google Drive for Desktop integration with macOS Google Drive cloud/harddrive connectivity & syncing issues (GoogleDrive.app) 3. Apple Mail.app Productivity Optimization Current workflow relies on OSX mail.app. We are migrating from SuperHuman. Need functionality not natively provided by mail.app that was available in SuperHuman Ability to easily, via keyboard shortcuts, set future reminders for email when composing them Option for reminder to only execute if there is no response to email sent after specified number of days. “Send Later” Workflow Create faster, keyboard shortcut based scheduling to “send later” Right now, its a lot of mouse-clicking and not 4. Email Reminder Source Determination Investigate why Apple Mail is generating reminders for sent emails that have not received replies after several days & change that. Determine: Whether reminders are being generated by Apple Mail's native features. Whether residual Superhuman integrations, settings, or synced data may be contributing. Any third-party services, automations, extensions, or hidden configurations affecting email reminder behavior. Deliverables Diagnosis and resolution of Finder and Spotlight issues. Google Drive and Mail integration review. Recommended workflow improvements for: Follow-up reminders Send Later functionality Keyboard shortcut optimization Documentation of findings and recommended configurations. Identification and resolution of unwanted email reminder behavior. Desired Qualifications Advanced macOS administration and troubleshooting experience. Expertise with Finder, Spotlight, and macOS indexing. Strong knowledge of Apple Mail. Experience with Google Workspace and Google Drive for Desktop. Familiarity with iOS Shortcuts and automation workflows. Experience with productivity tools such as Superhuman, Keyboard Maestro, Raycast, Alfred, BetterTouchTool, or similar. Strong preference for consultants who prioritize keyboard-driven workflows and productivity optimization.