How to evaluate Letterdrop versus other B2B go to market tools for your content operations team

If you’re running content ops at a B2B company, you know the drill: Too many tools, not enough time, and endless promises about “streamlining your go-to-market motion.” Whether you’re fed up with spreadsheets, untangling Slack threads, or tired of watching your content die in a Google Drive folder, you’re probably wondering if a platform like Letterdrop is actually worth it—or just more vendor noise.

This is for the content managers, marketing leads, and anyone who actually has to use this stuff. Let’s get practical about how to compare Letterdrop to other B2B GTM (go-to-market) tools, so you can make a decision that won’t haunt you six months from now.


Step 1: Get Clear on Your Real Problems (Not Vendor Buzzwords)

Before you even look at feature lists, figure out what’s actually slowing you down. Most teams don’t need “AI-powered everything” or yet another dashboard—they need to solve very specific bottlenecks.

Start with these questions:

  • Where does your content process break down? (Ideas lost? Approvals stalled? Publishing takes forever?)
  • Are you struggling with collaboration, or is it content distribution that’s the headache?
  • What’s manual that shouldn’t be?
  • How many tools are you currently juggling just to get a blog post out the door?
  • Who actually needs to use this tool—and how tech-savvy are they?

Pro tip: Don’t just ask leadership; talk to the people actually creating and pushing content. Their answers are usually blunter and more useful.


Step 2: Make a Short List of What Matters (Ignore the Rest)

Every B2B GTM tool will claim it “does it all.” Spoiler: None of them do. Focus on the handful of things that will really move the needle for your team.

For most content ops teams, these are the big ones:

  • Editorial Workflow: Can you assign, review, and approve content easily?
  • Content Calendar: Is planning and visibility actually better than your Google Sheet?
  • Collaboration: Can writers, editors, and SMEs actually work together in one place, or are you still chasing them in Slack?
  • Publishing: Does it actually push content live where you need it (your CMS, LinkedIn, email, etc.) without extra steps?
  • Analytics: Are you getting actionable insights, or just vanity metrics?
  • Integrations: Does it play nicely with your CMS, CRM, and whatever else you use? Or will you need a Zapier subscription and a prayer?
  • User Experience: Will your team want to use it, or is it just more friction?
  • Price: Is it fair for the value, or are you paying for a logo and features you’ll never touch?

Stuff you can usually ignore:

  • “AI-powered ideation”—If your team hates the ideas, it doesn’t matter if a robot wrote them.
  • “Enterprise security” (unless you’re, you know, an enterprise).
  • Gimmicky features you’ve never heard your team ask for.

Step 3: Compare Letterdrop Against the Competition

Let’s get into how Letterdrop stacks up versus other common B2B content/GTM tools—think Contently, Kapost, HubSpot, WordPress plugins, or cobbled-together Notion/Asana setups.

1. Editorial Workflow

  • Letterdrop: Strong on custom workflows, content briefs, and stakeholder approvals. Feels more like a purpose-built editorial tool than a generic project manager.
  • Others: HubSpot has basic workflows, but they’re often tied to blog posts only. Asana/Notion require a lot of DIY setup and discipline. Contently/Kapost are fine, but often overkill (and overpriced) for smaller teams.

What works: Letterdrop’s workflow builder is flexible but not overwhelming. If your process is unique, it’s easy to adapt.

What doesn’t: If your team is small and informal, even Letterdrop might feel like a bit much—sometimes, a shared doc is still faster.

2. Content Calendar

  • Letterdrop: Central calendar, drag-and-drop scheduling, and assignments. Actually useful, not just pretty.
  • Others: Notion and Asana can be hacked into calendars, but they’re rarely great for cross-team visibility. HubSpot’s calendar is OK if you’re only doing blog content.

What works: Letterdrop’s calendar is built for people who need to plan multi-channel content—not just blog posts.

What doesn’t: If your main challenge is getting people to look at the calendar, no tool will fix that.

3. Collaboration & Approvals

  • Letterdrop: Real-time commenting, tracked changes, and clear approval flows.
  • Others: Google Docs is hard to beat for pure writing and comments, but you lose the workflow. Contently/Kapost are good but can be clunky. Asana/Notion need manual workarounds.

What works: Centralizing feedback and approvals. Letterdrop’s commenting makes it easy to keep everything in context.

What doesn’t: Some people will never leave Google Docs, no matter what tool you buy. Brace yourself.

4. Publishing & Distribution

  • Letterdrop: Direct publishing to major CMSs, LinkedIn, and email. No more copy-paste gymnastics.
  • Others: HubSpot is strong if you live entirely in their ecosystem. WordPress plugins are hit-or-miss. DIY setups usually mean you’re copying/pasting everywhere.

What works: Letterdrop lets you actually publish from one place, which saves time and errors.

What doesn’t: If your CMS is something custom, integration may require setup (or just won’t be possible).

5. Analytics

  • Letterdrop: Decent reporting—traffic, engagement, pipeline impact if you connect your CRM.
  • Others: HubSpot shines here if you’re all-in. Contently/Kapost can be data-rich but overwhelming. Notion/Asana = basically nothing unless you bolt on more tools.

What works: Letterdrop tells you if your content is doing anything useful, not just how many people scrolled by.

What doesn’t: Like any tool, you’ll need to actually use the analytics. No magic dashboards.

6. Integrations

  • Letterdrop: Plays well with major CMSs, CRMs, and some ad platforms. API available for custom needs.
  • Others: HubSpot’s integration is solid—if you’re in their universe. Notion/Asana have limited native integrations. Contently/Kapost often require paid add-ons.

What works: Letterdrop can likely connect to what you use, but always check your stack first.

What doesn’t: If you’re using niche tools, expect to build (or pay for) connectors.

7. User Experience

  • Letterdrop: Clean, modern UI. Not overwhelming, but not dumbed down. Most users pick it up fast.
  • Others: Contently/Kapost can feel bloated. HubSpot is polished but gets confusing past the basics. Notion/Asana are familiar, but you’ll spend time customizing.

What works: Letterdrop is approachable for writers and marketers, not just power users.

What doesn’t: No tool replaces clear process and buy-in. Adoption is still your problem.

8. Price

  • Letterdrop: Mid-market pricing. Not the cheapest, but you’re not paying enterprise rates either.
  • Others: Contently and Kapost are expensive. HubSpot can balloon in cost as you add features. Notion/Asana are cheap, but you’ll pay in setup time.

What works: Letterdrop is fair if you’re a mid-sized team with real content needs.

What doesn’t: If you’re running a tiny shop, even “affordable” can be too much.


Step 4: Run a Hands-On Test (Don’t Trust Demos Alone)

No matter what the sales rep says, you won’t know if a tool works until your team actually tries it. Get a trial, set up a real project, and see how it feels.

How to do it right:

  • Choose one real content campaign—don’t use fake data.
  • Have the actual team (not just a project manager) use it for a week.
  • Track what’s easier, what’s harder, and what frustrates people.
  • Ask: Would you actually keep using this, or would you beg to go back to your old way?

Pro tip: If the onboarding feels like a chore, it’ll only get worse. If the sales team ghosts you after the trial, that’s your answer.


Step 5: Make the Call—And Don’t Overthink It

At some point, you have to pick and move forward. No tool is perfect, and switching platforms every year is a productivity killer.

When in doubt, ask:

  • Does it solve your biggest problems?
  • Will your team actually use it?
  • Does the price make sense for how much pain it saves?

If you can answer yes to those, pull the trigger. If not, stick with your current stack until a better fit comes along.


Keep It Simple (and Don’t Marry Your Tools)

Picking a content ops platform is important, but it’s not forever. Don’t get distracted by shiny features or “AI-powered” nonsense you’ll never use. Solve your real problems, get your team on board, and be ready to change if your needs shift. The best tool is the one you’ll actually use—and you can always tweak your approach as you go.