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Courtney Kubitza

AMA: Gusto Head of Product Marketing, Accountants, Courtney Kubitza on Product Launches


March 17 @ 10:00AM PT

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  1. What common pitfalls have you seen derail product launches, and what practices help you avoid them?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    The biggest one I keep seeing, and honestly keep having to fight against myself, is launching for the product instead of the customer. Teams often get so excited about what they built that the messaging ends up being a feature dump rather than a story about what changes for the buyer. The fix is forcing yourself to write the "press release" before the product ships. If you can't explain the "so what" in two sentences, you're not ready. The other big one: misalignment between product marketing an ...Read More

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  2. Which channels have been most cost-effective for launch awareness and conversion, and how do you adjust mix by audience and tier?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    For B2B, where most of my experience lives, nothing beats warm channels: existing customer email, CS-led outreach, and sales conversations. The hardest-won lesson is that a launch to your existing customers is often more valuable than a splashy external campaign. Expansion revenue is real, and existing customers become your best amplifiers. For Tier 1 launches (major product bets), I like to invest in analyst briefings, a coordinated PR push, and targeted paid LinkedIn. For tier 2 and 3, I lean ...Read More

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  3. Describe a time when your product launch did not go as well as originally planned. How did you respond and/or pivot?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    We launched a feature that we were really proud of, significant engineering investment, strong internal excitement, and the adoption was flat in the first 30 days. What we found when we dug in: we had nailed the "what" in our messaging but completely whiffed on the "when." Customers didn't understand what triggered the need for this feature. There was no obvious moment in their workflow where they'd think to reach for it. So we pivoted the messaging from capability-led to trigger-led. Instead of ...Read More

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    2 requests
  4. What does your post-launch operating cadence look like for monitoring, retrospectives, and iteration on messaging and assets?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    The first two weeks after launch I'm basically living in a war room mentality. Daily standup with product, CS, and sales to surface anything weird including support ticket spikes, deals stalling at demo, messaging that's landing flat. You find out really fast what you got wrong. At 30 days, I do a lightweight retrospective. This includes what got used, what didn't, what did sales actually say in calls? I pull call recording snippets and compare them against the talk track we gave them. The gap i ...Read More

    813 Views
    1 request
  5. What are the key challenges you always struggle with as part of a product launch?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    I'll be honest about this one: timeline compression and internal alignment are the two I fight every single time, no matter how good the process is. Timeline compression happens because product launches are downstream of engineering, and engineering slips. You end up with a 6-week launch runway that becomes 3 weeks. The assets that needed customer validation get rushed. The enablement session that was supposed to happen twice happens once. Internal alignment is the other constant struggle. Sales ...Read More

    693 Views
    2 requests
  6. How do you leverage customer evidence (beta quotes, references, case studies) and advocacy programs to add credibility to the launch?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    This is one of the highest-leverage things you can do and it's chronically underfunded. I start recruiting beta reference customers the moment a product enters closed beta. I'm not asking for a formal case study at that point but rather permission to quote them and a standing "would you take a call" from a prospect. That lowers the bar enormously with customers. For launch day specifically, I try to have: one strong named quote for the press release, one customer willing to be quoted in the blog ...Read More

    676 Views
    1 request
  7. How do you recommend partnering with analytics teams to track and link product marketing activities to sales outcomes and provide value for continued investment? Looking for specific tactics.

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    A few specific tactics that have worked: First, establish UTM discipline before launch, not after. Every asset, every email, every campaign needs tagged URLs so you can actually trace what drove pipeline. This sounds obvious but it breaks down constantly. Second, work with analytics to create a "launch attribution window" and agree upfront on whether you're measuring influenced pipeline at 30/60/90 days. Without that agreement, every conversation about impact turns into a methodology debate. Las ...Read More

    727 Views
    1 request
  8. What part of a stellar product launch is hardest for teams to do well with in-house resources while still keeping the lights on?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    Sales enablement, hands down. Everyone knows they need to do it. Almost nobody does it well under resource pressure. A good enablement program isn't just a sales deck and a 30-minute Zoom. It's a live training, a certification moment, a leave-behind that reps will actually use, ongoing reinforcement in the tools they already live in (i.e. Slack, Salesforce, meetings) and a feedback loop so you know if it's working. That full cycle requires time and dedicated attention that in-house product marke ...Read More

    681 Views
    1 request
  9. What tooling stack do you rely on for launch planning, asset management, analytics, and sales enablement, and why?

    Courtney Kubitza
    Courtney Kubitza

    Gusto Head of Product Marketing, Accountants • 3mo

    Honestly, the tools matter less than the discipline, but the game has changed a lot with AI, and so the answer today already looks different from the one that I would have given 9-12 months ago. Here's what my stack looks like today: Launch planning: I often do my planning in Notion or a shared doc for the master launch brief (my one source of truth.) Then, use Claude to pressure-test the brief itself. I find this feedback loop and pressure-test gets me to a sharper first pass in minutes, that u ...Read More

    712 Views
    2 requests