TrailTrack — Plan. Track. Achieve.
Every project. Every step. One clear route.
The all-in-one work platform from Boardrooms to Backroads — projects, docs, goals, time, money, and people in one place, with AI built in. A full ClickUp-class alternative, branded for the trail.
Co-developed by Boardrooms to Backroads Consulting LLC · Patent pending
Knowing where work stands should not be this hard.
Work hides across tools
Tasks live in one app, files in another, and the real status in someone's head. The truth is never in one place when you need it.
You see problems too late
Blockers surface in the weekly meeting, after they have already cost you a week. By then it is damage control, not direction.
Tracking eats the real work
Chasing updates is overhead that grows with your team instead of your results. The status report becomes a second job.
From the first map to the whole picture.
Map the terrain
Lay out the project, its phases, owners, and milestones in one view, built from how your operation actually runs, not a rigid template.
Track every step
Progress, owners, and blockers update in real time, so the status is always current without anyone chasing it down.
Let agentic AI walk the trail
AI agents watch the work, keep status current, flag risk early, and surface exactly what needs your attention next.
See the whole picture
One source of truth from the boardroom to the field, so leaders and the people doing the work read the same map.
One platform for the whole operation.
Projects, docs, goals, time, money, and people — with AI built in. Here is everything that rides with you on the trail.
Work management
- Spaces → Folders → Lists → Tasks → Subtasks, with rich descriptions, priorities, due dates, multiple assignees, tags, watchers, and attachments
- Comments with @mentions and a full activity log
- Checklists, dependencies, recurring tasks, custom fields, task locations with map links, and save-as-template
- Six views — Board, List, Calendar, Timeline/Gantt, Table, Workload — with group-by, filters, saved views, and bulk actions
- Sprints & agile: point estimates, date-ranged sprints, live burndown
- Automations (when X → do Y) plus overdue and due-soon triggers, and per-workspace ClickApp toggles
Time, timesheets & estimates
- One-click timer, manual entries, and a Pomodoro focus timer
- Time estimates with estimate-vs-tracked bars per task and list-level rollups
- Weekly timesheets: submit → approve, project/internal attribution, admin controls
- Hours-by-project reporting and CSV export
Planning & resources
- Planner: one unified calendar
- Resource management and a workload timeline
- PTO and availability with capacity impact and HR sync
- Portfolios, goals, and an org chart with approval routing
Docs, whiteboards, forms & chat
- Collaborative Docs and Whiteboards
- Forms with typed fields (email, phone) and public submission links
- Real-time Chat
- SyncUp video calls — Daily, Google Meet, Teams
Money & profitability
- Per-project expenses: billable, billed, reimbursable, reimbursed
- Recurring expenses, approval routing, and receipt upload
- Project profitability — revenue, cost, margin — plus budgets
- Stripe billing built in
Dashboards & reporting
- Trailhead home with a setup checklist
- Summit leadership dashboard
- Reports and a unified Inbox
- In-app notifications and @mentions
AI, bring your own key
- Ask-your-portfolio AI Q&A on your own key
- An AI Agents roster and an MCP App Center
- Opt-in weekly digest and compliance watch
- Privacy-first: no silent key billing
Integrations
- Two-way Google and Microsoft calendar sync
- Slack, Smartsheet, and expense connectors (Ramp, QuickBooks, Expensify)
- Import wizard, public API, and Zapier
- Connect Asana, monday.com, Jira, Linear, Notion, GitHub, Salesforce, HubSpot, and more
Apps & devices
- Installable PWA
- iOS and Android apps
- Chrome extension and email-to-task
Templates
- 60+ templates across Sales, Marketing, Software, Pro Services, Ops, HR, and personal
- Exportable to Excel, Word, and PowerPoint
Security, privacy & compliance
- Invite-only with Google/Microsoft SSO and magic link, plus optional 2FA
- Per-item privacy and row-level security
- Audit log with retention, GDPR export/delete, and a compliance panel
- Hardened headers and a full legal/policy suite
Team experience
- Frontier Collective directory and member profiles with Book-a-call
- Trail badges and progress
- Command palette, shortcuts, and a drag-reorder sidebar
- Light and dark themes
Start free. Scale to the summit.
Four tiers, from a free trailhead to full enterprise command. Pricing is announced at launch — waitlist members lock it in.
Trailhead
FreeGet on the trail. Core work management for individuals and small teams, free.
Scout
For growing teams that need the full set of views, time tracking, and automations.
Expedition
For teams running real operations — resources, money, dashboards, and AI.
Command
EnterpriseSSO, compliance, audit, and the whole system for the whole organization.
Built for the people who carry the plan.
Operations leaders who need the real status without calling another meeting to get it.
Project and delivery teams tired of updating five tools and still not trusting the number.
Owners and executives who want one honest view of where everything stands, right now.
Consulting and services teams tracking engagements, deliverables, and timelines across clients.
Boardroom rigor. Backroad grit. Now in software.
TrailTrack comes from 25 years of running operations and finance where the boardroom meets the backroad. It is built by operators who have done the work, not just diagrammed it, with agentic AI handling the tracking so your team can do the work that actually moves the business.
Be first on the trail.
The waitlist is where TrailTrack starts. Get in early and you help shape what it becomes.
- First access the moment TrailTrack opens
- Launch pricing, locked in for life
- A direct say in what we build next
- Build notes from the trail as we go
Good questions.
When does TrailTrack launch?
We are building it now and rolling out to the waitlist first. Join to be notified the moment early access opens.
What is TrailTrack?
An all-in-one work platform — projects, docs, goals, time, money, and people in one place, with AI built in. A full ClickUp-class alternative, branded for the trail.
Is there a free plan?
Yes. Trailhead is free and covers core work management. Scout, Expedition, and Command add more as your team grows.
Can it replace the tools we already use?
That is the idea. TrailTrack brings tasks, docs, time, expenses, dashboards, and AI together, and connects to Asana, monday.com, Jira, Notion, Slack, Google, Microsoft, and more so you can move over without losing anything.
Who is it for?
Operations leaders, project and delivery teams, owners, and consulting teams who need one honest view of where work stands.
How much will it cost?
Pricing is announced at launch. Waitlist members lock in launch pricing.
The trail is being built. Get on it early.
Questions in the meantime? Get in touch.