If you’ve ever tried to get a go-to-market (GTM) plan off the ground, you know the pain: marketing wants one thing, sales is working off another doc, product is two sprints ahead (or behind), and nobody’s quite sure what’s actually happening. This guide is for folks who are tired of herding cats across teams and want to use Trycaddie to actually move things forward. It’s not magic, but with the right setup, it’s a lot less painful.
Why GTM Collaboration Falls Apart (and How Software Can Actually Help)
Let’s be honest: most “collaboration tools” just give you more places to lose track of things. Slack, email, docs, decks, sticky notes—everyone’s drowning in noise. The trick isn’t more tools; it’s getting everyone to rally around one source of truth for your GTM work.
Trycaddie’s promise is to be that hub. But software alone won’t save you. You need a practical approach, a few ground rules, and the discipline to keep things real. Here’s how to actually get cross-team work humming along (without 50 status meetings).
Step 1: Get Agreement on What GTM Actually Means for Your Teams
Before you open any app: make sure everyone’s speaking the same language. “GTM” means something different to every team. For sales, it’s closing deals. For product, it’s shipping. For marketing, it’s campaigns and launches.
What works: - Get all stakeholders together, at least once, and define what “GTM execution” means for your company. Write it down. Refer back to it. - Decide which teams are actually “in” for this round. Don’t pretend everyone’s equally involved if they’re not.
What to skip:
Don’t waste hours mapping out edge cases or creating a “perfect process.” You’ll never cover every scenario. Get 80% agreement and move on.
Pro tip:
If you can’t summarize your GTM plan on a single page, it’s too complicated. Trim it.
Step 2: Set Up Your Trycaddie Workspace for Transparency (Not Control)
Now, open up Trycaddie. This isn’t about Big Brother oversight. You want just enough structure for people to know what’s happening—without strangling initiative.
Here’s what works: - One GTM workspace or project per major launch or initiative. Don’t split teams into silos unless you really have to. - Shared calendar or timeline: Use Trycaddie’s timeline view to show critical dates (launches, campaign drops, enablement sessions). - Clear task owners: Every task needs a name next to it. “Marketing” or “Product” isn’t enough—it needs to be a person. - Use comments, not DMs: Keep discussions on tasks or milestones so others can see the context later.
What doesn’t work: - Over-customizing. Resist the urge to create elaborate, color-coded workflows or custom fields for everything. You’ll spend more time maintaining it than using it. - Private boards or hidden tasks. If you’re hiding work from other teams, you’re back to square one.
Step 3: Map Out Dependencies—Then Revisit Them Weekly
Most cross-team GTM disasters come from missed dependencies. Someone waits on something that never lands, or a “soft” deadline gets quietly ignored.
How to handle it: - Create dependency links in Trycaddie: Use built-in features to tag tasks that can’t start until another’s done. - Review dependencies in your weekly GTM sync: Not just the status, but what’s blocking what. - Flag risks early: If something’s going sideways, say so in the task or thread—don’t bury it in a private chat.
What to ignore: - Don’t try to map every micro-dependency. Focus on the handful that could actually derail the launch.
Step 4: Keep Updates Short, Honest, and in One Place
No one wants another “update meeting.” Use Trycaddie as the home for async updates so people can get what they need without chasing.
What works: - Weekly written updates: One thread per project. Bullet points, not essays. Major wins, blockers, what’s next. - @mention people for true blockers: Only tag folks when something needs their attention—not for every minor update. - Link out to deeper docs or decks: Don’t copy-paste everything into Trycaddie. Drop a link and move on.
What doesn’t work: - Status theater—fluffing up updates to sound better than reality. You’re wasting everyone’s time and risking surprises later. - Burying bad news. If something’s off track, say so. It’s almost always fixable if flagged early.
Step 5: Make Decisions Visible—Not Just the Work
The real mess in GTM isn’t just who’s doing what, but why you made key calls. If you change the launch date, adjust pricing, or swap campaign messaging, log it.
How to do it: - Create a “Decisions” doc or pinned thread in Trycaddie. Every major call gets a date, summary, and who signed off. - Link decisions back to tasks or milestones. Make it easy to see what changed and why.
Why bother? - When execs want to know “who decided this?” you’ll have an answer. - If things go sideways, you can trace back and learn—not guess.
Step 6: Keep the Process Lean—Review and Adjust
The best process is the one you’ll actually use. Over time, Trycaddie will show you what’s working and what’s not.
Check in every month or after big launches: - What’s getting updated? What’s ignored? - Do people know where to find info, or are they still pinging each other for status? - Are decisions documented, or do you keep re-arguing old debates?
Trim what’s not useful. Don’t be precious about templates or rituals that nobody uses. The goal is real collaboration, not process for process’s sake.
Honest Takes: What Works, What Doesn’t, and What to Ignore
What Actually Moves the Needle
- Clarity on owners and deadlines: If people know what’s expected, most will deliver.
- True visibility: No hidden workstreams. Everyone can see what’s happening.
- Short, direct updates: People will read them if you keep it brief and honest.
- Flagging blockers early: Most issues can be fixed if they’re surfaced before launch week.
What Rarely Pays Off
- Building the “perfect” workflow before you start. You’ll get more value by iterating as you go.
- Endless custom fields, tags, or automations. They sound great upfront, but quickly get in the way.
- Trying to make Trycaddie your only tool. It should be your GTM hub, but you’ll still need docs, slides, and the occasional call.
What to Ignore
- Process for process’s sake. If a ritual or board isn’t delivering value, kill it.
- Forcing every update into Trycaddie if it makes more sense elsewhere, but do make sure the top-level status is always current.
- “But this is how we did it at [giant tech company].” Copying someone else’s process, especially from a much bigger org, rarely ends well.
Keep It Simple. Iterate Often.
Getting cross-team GTM right is about clarity and trust, not tools or buzzwords. Use Trycaddie to keep everyone honest, visible, and moving in the same direction. Don’t overcomplicate it. Start simple, see what actually helps your team get work done, and adjust as you go.
The best collaboration is the one you barely notice—because things just get done. Keep it lean, keep it real, and keep moving.