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Everything you need to know to organize your job search and land your dream role.

Overview

Trekky is a modern application tracking system that transforms your job search chaos into organized success. Use the Kanban board to visualize your pipeline, schedule interviews with calendar integration, and never miss a follow-up with automated reminders.

New in v1.10.0: Autopilot & Ledger

Trekky can now run your search in the background and keep track of what you're worth - an autonomous agent plus a compensation Ledger, both opt-in and under your control.

Autopilot

Arm the agent to source matching roles from public listings, AI-classify and tailor them, review exactly what changed, then add the best straight to your board.

Ledger

Benchmark your total compensation against the market for your region, get conservative underpayment alerts, and log the wins that earn your next raise.

Quick Start: From Zero to Organized in 5 Minutes

1

Setup

Create an account and select your default location (e.g., New Zealand or Australia) in the search tab.

2

Import

Press Shift+R to find jobs. Import 3–5 interesting roles; they land in Wish List first so you can decide what is worth applying to.

3

Track & Tailor

Press Shift+Q to see your board. Click Build apply kit on a Wishlist card, or open the card to generate a tailored resume and cover letter with the native AI tools.

Note: You don’t need to configure everything perfectly up front, If adding a few jobs and moving them through the board is enough to get value immediately.

Features

Kanban Dashboard
Visual pipeline management for your job search
Core Board Features
Drag-and-drop job cards between status columns
Priority tagging (High, Medium, Low)
Real-time optimistic updates
Custom columns for your workflow
Analysis Dashboard
Insights into your job search performance
Key Metrics
Application Velocity tracking (weekly apps)
Pipeline Health visualization
Focus Areas for high-priority items
Data export capability
AI Features
AI-powered tools to accelerate your applications
Powered by Gemini
Trekky AI chat assistant with drag-and-drop job context attaching
Stage-aware prompts for apply kits, follow-ups, interview rounds, and offer negotiation
AI messages can open native Cover Letter, Tailored Resume, and Company Research tools for the attached job
Stream-generated cover letters with auto-save
Resume parsing from PDF upload or pasted text
Custom writing instructions and tone control
Calendar Integration
Schedule and track interviews effortlessly
Scheduling & Sync
Monthly calendar view of all interviews
Custom time picker with 30-min intervals
Google Calendar sync (two-way integration)
Interview conflict detection
Email Reminders
Never miss an interview or follow-up
Automated Notifications
24-hour interview reminders
7-day follow-up reminders after applying
Automatic scheduling via cron jobs
Job Search
Find and import jobs directly
Discovery & Import
Search directly within the dashboard
Dual-Filtering: Raw vs. Inferred seniority matching
Smart Suggestions for empty search results
One-click import to Wish List so discovered roles stay separate from submitted applications
Location presets for NZ & Australia
Keyboard Shortcuts
Power user features for speed and efficiency
Productivity Boosters
Cmd/Ctrl + K - Command palette
/ - Focus search bar
C - Create new job
Shift + Q/W/E/R/T - Switch views

Autopilot & Ledger

The Agent tab is your autonomous career copilot. Autopilot finds and tailors roles for you; the Ledger tracks what you're worth and what you've shipped. Both are off until you turn them on.

Autopilot
Source → tailor → review → board

Add your resume and set target roles & locations in Settings, then arm the agent.

Run a sourcing pass to pull matching roles from public job listings; each is AI-classified by seniority, years, and tech stack.

Tailor a role's resume & cover letter (or let auto mode do it on discovery), review the diff of what changed, then download or approve.

Add approved roles to your Kanban board with the tailored documents attached. Daily caps keep volume in check.

Ledger
Your worth, and your wins

Enter your current role and total comp (base + bonus + equity) and pick your comparison region.

See your total compensation benchmarked against the market, with a conservative alert if you're tracking below.

Log your wins as you ship them - the evidence you'll want for your next raise or interview.

Safety: the agent is disabled by default, reads only public job pages (it never logs in to your accounts), and shows you a diff of every AI edit before a tailored document can be approved - so nothing is ever sent on your behalf without your review.

Getting Started

1. Create Your Account

Sign up with Google OAuth or email/password. Your data is securely stored and only accessible to you.

2. Build Your Pipeline

Two ways to add jobs:

  • Search & Import: Use the Job Search tab (Shift+R) to find roles. Smart filters automatically optimize queries like "junior developer in NZ" for you. Imported roles now land in Wish List by default, because they are potential opportunities until you actually apply.

    Bonus: Your active search results and UI filters are automatically saved across all devices. Stale searches will trigger a fresh auto-scrape the next time you log in!
  • Manual Entry: Press C to manually add a job application if you found it elsewhere.

For your first session, aim to add 3–5 roles and move at least one into "Applied" so you immediately see progress.

3. Organize Your Pipeline

Drag job cards between columns as you progress through the interview process. Set priorities to focus on high-value opportunities.

Example flow: Wish List → Applied → Interviewing → Offer

4. Schedule Interviews

Add interview dates and times to your jobs. Optionally sync with Google Calendar for seamless integration with your existing schedule.

5. Set Up Your AI Profile & Generate Resumes

Navigate to /dashboard/profile and paste your master resume text. Once saved, you can open any Job Card and navigate to the "Tailored Resume" tab. Our AI engine will instantly generate a highly-targeted, markdown-formatted version of your resume that matches the scraped job description framework.

Tip: On Wishlist cards, click Build apply kit to attach the job to Trekky AI. The assistant can then link you directly into Cover Letter, Tailored Resume, and Company Research for that role.

6. Chat with Trekky AI (Your Interactive Assistant)

Click the floating compass icon in the bottom right corner of the dashboard to open the Trekky AI assistant.

  • Contextual Chat: Drag any job card from your Kanban board and drop it onto either the chat window or the compass button to attach it instantly. Trekky AI will use the job description and your profile to write tailor-fit outreach emails, generate custom cover letters, or practice role-specific interview prep.
  • Stage-Aware Actions: Board pills can open the best AI workflow for each stage: apply kit for Wishlist, contacts and follow-up for Applied, round research for Interviewing, and offer strategy for Offer.
  • In-App Tool Links: When Trekky AI mentions Generate cover letter, Tailor resume, or Research company, those links open the real native builder tab for the attached job.
  • Offer Gameplan: On Offer cards, click Offer gameplan to open the Offers comparison view and Trekky AI together, with the job already attached for negotiation help.
  • Flexible Sizing: Click the maximize icon in the chat header to expand Trekky AI into a full sidebar (perfect for long writing sessions) or click minimize to return it to the compact popover.
  • General Chat: Clear the attached job context at any time by clicking the close button next to the job name at the top of the chat panel to go back to general conversation.

Google Calendar Integration

Connect your Google Calendar to automatically sync interview events. This is optional but highly recommended for keeping your schedule organized.

How to Connect

  1. Click your avatar in the top-right corner
  2. Select "Connect Google Calendar" from the dropdown
  3. Grant calendar access permissions in the OAuth flow
  4. You're done! Future interview events will sync automatically

What Gets Synced

When you schedule an interview with "Sync to Google Calendar" enabled, we create a calendar event with the company name, position, and interview details. Updates to interviews are reflected in both systems.

We never create or modify non-Trekky events in your calendar. You can disconnect Google Calendar at any time from your account settings.

Keyboard Shortcuts Reference

Open command paletteCmd/Ctrl + K
Focus search bar/
Create new jobC
Trigger search (in Search tab)Ctrl + Enter
Switch to Kanban viewShift + Q
Switch to Analysis viewShift + W
Switch to Calendar viewShift + E
Switch to Job Search viewShift + R
Switch to Offer Comparison viewShift + T
Close dialogs / Clear searchESC

If you only do one thing today, import a few roles and drag them into "Applied"-that's enough to feel the system working for you.