Features

AI That Thinks,
Not Just Shuffles

Full project hierarchy, context-aware scheduling, and accountability that actually works.

Core Structure

Projects > Rocks > Problems > Tasks

The hierarchy that makes everything make sense. Every task knows which goal it serves. Every problem knows which quarterly rock it threatens.

Projects

Your businesses, major life areas, big initiatives. Each project gets an AI-assessed health status (On Track, Needs Attention, At Risk) and shows aggregated progress from everything linked below.

Quarterly Rocks

3-5 key outcomes that MUST happen this quarter. Track status (On Track, At Risk, Off Track). Weekly reviews prompt you to assess each rock's progress.

Problems

Ongoing blockers that spawn multiple tasks. The "why" behind groups of work. Problems also age visibly - nothing stays hidden.

Tasks

The actual work. Now connected to something meaningful. AI scheduling considers the full context of where each task sits in the hierarchy.

Project: SaaS Business
On Track 72% complete
Rock: $50K MRR by Q1
At Risk
Problem: Low conversion rate
Task: A/B test checkout page
Task: Add customer testimonials
Data Flow

Files & Context Trickle Up

Upload a file to a task? It shows under that task's problem, rock, AND project. Leave a comment? Same thing.

  • Aggregated Files: Open a project, see all files from every related rock, problem, and task in one place.
  • Activity Feed: Comments and notes propagate up. Project-level activity log shows everything happening below.
  • Full Paper Trail: Come back to something 3 months later and the entire context is there.
Project: SaaS Business
Aggregated Files (12)
contract-v2.pdf mockups.fig budget.xlsx +9 more
Recent Activity
Task: Completed "A/B test checkout"
Problem: Added comment on "Low conversion"
Intelligence

AI Scheduling That Actually Thinks

Not just "find the next slot" - UnDHD's AI considers the full context of every task relative to everything else on your plate.

The AI Considers:

  • What problem does this task solve? How urgent is that problem?
  • What quarterly rock does it serve? Is that rock at-risk or on-track?
  • What's the overall health of the project?
  • What else is on my plate across ALL my projects?
  • When does this task actually need to happen relative to everything I'm working on?

Result: A task for an at-risk quarterly goal jumps ahead of busywork for a project that's cruising along fine. You stop doing random tasks crammed into slots. You start doing work that moves the needle.

AI Analysis
"Call investor about funding round"
→ Problem: "Close Series A" (urgent)
→ Rock: "$2M funding by March" (AT RISK)
→ Project: "Startup" (Needs Attention)
Prioritized: Tomorrow 9:00 AM (first slot)
Visibility

Tasks Visibly Age

No more silent shuffling. Every task shows exactly how long it's been ignored. Nothing hides or falls through the cracks.

0-2 days
Fresh: Normal appearance. Recently touched.
3-6 days
Warning: Yellow border. "X days old" badge. Getting stale.
7+ days
STALE: Red border. Surfaces in daily check-in. Must be addressed.
Prepare quarterly deck Today
Review vendor contract 5d old
Send performance review STALE 14d
Accountability

Forced Daily Check-in

Every morning, before you can do anything else: explain why each overdue task wasn't done. Those explanations become permanent notes. No more gaslighting yourself.

  • Blocking modal: No X button. No clicking outside. Deal with it or don't use the app.
  • Explain each overdue task: Required text field. Why wasn't this done?
  • Permanent record: Explanations saved as system notes on the task. Full accountability trail.
  • AI rescheduling: Option to let AI suggest a new date based on your schedule and priorities.
Daily Check-in

January 21, 2026

Send quarterly report Overdue 3d
Waiting on finance to finalize Q4 numbers. Following up today...
Complete Toolkit

Everything Else You Need

Work Schedule Aware

Define your work hours, days off, and vacation ranges. AI scheduling respects your availability. Category preferences let you set "do first" (morning) vs "do last" (afternoon) tasks.

Habit Tracking

Daily and weekly habits with goals. Review yesterday's habits during morning check-in. Weekly habits assessed during weekly reviews. Build consistency alongside your tasks.

Weekly Reviews

Sunday prompts to assess each quarterly rock's status. Reflect on wins and struggles. Plan what matters for the coming week. Review weekly habits completion.

Time Tracking

Built-in timer per task. Start/stop tracking. Add manual time entries. Compare estimated duration vs actual time. Get better at estimating over time.

Task Dependencies

Mark tasks as "blocks" or "blocked-by" others. AI scheduling respects dependencies - blocking tasks always get scheduled first. Visual indicators show relationships.

Progress Log

Chronological record of all accomplishments. Auto-generated when tasks complete. Manual entries supported. See your wins stack up over time.

Calendar View

Week, 2-week, or month view modes. See scheduled tasks and events. Click any day to see details. Visual overview of your workload.

Events & Reminders

Schedule events that block time (AI won't schedule tasks during them). Set reminders with snooze options. Repeating events and reminders supported.

Comments & Notes

Add comments to tasks, problems, rocks, and projects. System notes auto-generated for reschedules and overdue explanations. Full context always available.

File Attachments

Attach files to tasks, problems, rocks, and projects. Images, PDFs, documents, spreadsheets, audio. Files aggregate up the hierarchy for easy access.

Auto-Categorization

AI detects task type: Email, Phone Call, Meeting, Payment, Research, etc. Categories have scheduling preferences. Customize categories in settings.

BYOK Pricing

Bring Your Own Key: $5/month + your OpenAI API costs. Full features, fraction of the price. Not $20-35/mo like other tools.

Ready to Stop the Chaos?

AI that thinks strategically, not just plays Tetris. Full hierarchy. Forced accountability.

Start Free - No Credit Card

Free forever plan available. BYOK plan just $5/mo.