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Skedda slashes follow-up time and automates coaching at scale with Claap

With 
Jake Helman
SVP of Sales & Partnerships
 @
Skedda

About

Jake Helman is SVP of Sales & Partnerships at Skedda, a leading hybrid workplace experience platform helping organizations manage desks, rooms, and office spaces more efficiently. Based in Boston, Jake leads Skedda’s global revenue strategy, driving growth across mid-market and enterprise accounts. With a background in strategic negotiations and customer revenue development, he focuses on building high-performing sales teams and scalable partnership programs that support Skedda’s mission: making hybrid work seamless for modern organizations.

What You’ll Learn

✅ Why Skedda replaced Chorus with Claap for more reliable call coverage and more structured call outputs

✅ Why they chose Claap over Gong when re-evaluating options

✅ How Claap became the backbone for coaching a global sales org running 200–300 demos/month

✅ How Skedda uses Claap + HubSpot automation (and even a custom GPT) to reinforce playbooks at scale

When Jake Helman joined Skedda as VP of Sales, he inherited a classic modern sales challenge: high volume, distributed teams, and not enough hours in the day. Skedda’s new business motion runs “over 200 or 300 demos a month,” and Jake was managing teams across regions, from Boston to Europe and Australia.

They already had call recording with Chorus. But as the conversation intelligence market evolved, Jake’s expectations changed too.

Chorus was good at giving us a transcript… But it lacked in the customization that I wanted to do. For instance I couldn’t use it to reinforce our methodology, things like MEDDIC or SPICED.

Jake didn’t go shopping for a shiny new tool. He went looking for a way to coach consistently, without sitting in every call.

Why Claap? Reliable call coverage and structured, customizable outputs

Jake originally discovered Claap while searching for a call grading tool, something that could help automate coaching and improve playbook adoption.

What I was really hunting for was a call grader, something that could automate parts of coaching and help us scale consistency.

But the decision wasn’t just about features. Two things made Claap stand out immediately: speed of rollout and reliability of capture.

The implementation was instant. We were up and running within a couple of days, and summaries started flowing almost immediately.

And compared to their previous experience, recording reliability became a major confidence boost.

Google Meet coverage has been rock solid. With Chorus, calls occasionally failed to record. With Claap, it basically just works. Every time.

They evaluated different options before choosing Claap, including Gong.Their priority wasn’t just features: it was finding a tool that matched their coaching style and scale.

Claap offered the right balance of customization and ease of use for a high-volume coaching environment, making it the natural choice.

He became a client and set-up Claap for his team in October 2024.

Skedda’s Top Claap Use Cases

Skedda rolled Claap out to AEs and AMs first, but it quickly expanded into a broader standard across customer-facing teams, including CS and onboarding.

At this point we’re having 29 Claap seats. Most customer-facing teams are covered. For our AEs, Claap is one of the core tools open all day: HubSpot, ChatGPT, Gmail, and Claap.

Here’s how they use it today:

1. Structured call outputs that help leadership coach faster (and smarter)

For Jake, Claap’s biggest value is straightforward: visibility at scale. He reads Claap summaries as they hit his inbox, especially on the most important opportunities, so he can act quickly.

When a top deal has a call, I read the summary right away. It gives me the context I need to react quickly and influence what happens next.

But the real accelerator is consistency. Jake configured insight templates so every discovery call surfaces the same set of sections, making it easier to scan and coach across a huge volume of conversations.

We standardize the information we capture: needs, pain points, decision process, pricing feedback, timeline, next steps. That consistency helps me process calls fast across the whole org.

Before Claap, reviewing sales calls was a heavy, manual process.

Even with transcripts, a proper coaching review of a single meeting could take 30 minutes to an hour.

With more than 700 meetings per month, reviewing calls individually simply didn’t scale, which meant coaching was often one-off and reactive, rather than consistent and systemized.

With Claap’s AI summaries and insight templates, Jake can now scan patterns and coaching signals across hundreds of meetings in minutes, turning call review into a scalable process instead of an impossible task.

2. Pre-call prep that eliminates “demo amnesia”

Skedda reps can do 15 demos in a week, then come back to a prospect a week later… after dozens of other calls. Claap becomes their memory layer.

Before a reconnect, reps use Claap to pull the key takeaways instantly, like the top pain points from the last conversation.

Instead of rewatching recordings, they can re-enter the deal with the right context in seconds.

3. CRM hygiene on autopilot with HubSpot enrichment

The third use case is both practical and strategic: automatically enriching HubSpot with what was actually said on calls.

We’re using Claap to push key details into HubSpot automatically, things like competitor mentions and other important signals. That’s huge for us.

In a high-volume motion, this is how you keep pipeline data trustworthy without turning every rep into a note-taker.

4. Follow-ups that match the team’s standards (without rewriting everything)

Jake was intentional about what post-call follow-ups should look like (especially after first calls) and he pushed for AI to generate structured emails that match their expectations.

I cared a lot about the follow-up email. I wanted AI to turn the conversation into a clean, structured recap that matched how we communicate.

Skedda set up templates, had reps personalize them, and now uses Claap flexibly, either generating full emails or pulling key bullets into HubSpot templates.

Sometimes we use the full follow-up email. Other times we just pull the best insights, like three pain points; and drop them into our HubSpot templates.

The Bottom Line: Claap made scale feel manageable

For Skedda, Claap isn’t just “recording calls.” It’s how they standardize reality, so coaching, follow-ups, and pipeline execution don’t collapse under volume.

The team adopted it immediately because it organized notes in the way we’d been trying to enforce.

And as Claap’s roadmap evolves (deal view, better aggregation, stronger coaching customization), Skedda’s perspective is clear: they don’t want more tools. They want a system that keeps getting smarter—without adding complexity.