Let's Roam Cuts New Hire Ramp Time by 50% with AI Roleplay

Let's Roam organizes scavenger hunts, team building experiences, and group adventure activities for corporate and consumer clients across the United States. The sales team runs as many as 15 demo calls per rep per day.
Located
United States
Industry
Business Services
50%
1
100%
See How Outdoo Turns Practice Into Performance with AI Roleplays?
Book a DemoLet's Roam runs a high-velocity sales operation. Each rep handles up to 15 demos a day, selling scavenger hunts and team building experiences to corporate event planners, HR managers, and small business owners.
When half the sales team is made up of new hires, ramp time is not an occasional problem. It is the team's default state. Sasha Dunne and Marc Justin led the search for a tool that could actually fix it.
The Challenge
Let's Roam had been using Fireflies for call recording and transcription. It produced transcripts and basic summaries, but gave managers no way to coach systematically and gave reps no way to practice before live calls. With half the team made up of new hires running 15 demos a day, that gap had real consequences: lost deals, manager time spent on remedial coaching, and reps learning on real buyers where mistakes had actual costs.
The team also ran on HubSpot. Any new tool had to integrate with it. A platform that required reps to log into a separate system to find their coaching data would add friction the team could not absorb at that call volume.
Fireflies captured what happened on calls after the fact. What the team needed was a way to shape what happened before the call through structured practice, and after the call through coaching data specific enough to tell a rep exactly what to improve. Transcripts without scorecard data told managers what was said, not how well the rep handled it.
The Solution
Preparing new hires for 15 demos a day before they start
Let's Roam configured roleplay agents to simulate the buyer types the sales team most commonly encounters: corporate event planners, HR managers, and small business owners. New hires complete a series of roleplay sessions as part of onboarding, working through the specific objections and conversation moments that most often derail a demo before they face those moments with real buyers.
The agents reflect actual Let's Roam buyers rather than generic sales simulations. By the time a new hire runs their first live demo, they have logged documented practice sessions and received scorecard feedback on specific behaviors to develop.

“Our reps run 15 demos a day. There is no room for a long ramp. The roleplay practice means new hires arrive at their first live calls actually prepared rather than learning on real buyers.”
Combining post-call intelligence with pre-call practice data in HubSpot
Post-call, Outdoo captures the conversation, surfaces key moments, and generates scorecard data that managers use in weekly coaching sessions. The HubSpot integration means call outcomes and notes appear in the contact record without requiring reps to log anything twice.
Having pre-call practice data and post-call intelligence in one place gives managers a complete picture of each rep's development. They can see how a rep performs in practice, compare it to live call performance, and track whether coaching from a previous session has translated into changed behavior.

“Having practice data and live call data in the same place changes what you can see as a manager. You can track whether coaching is actually working, not just whether the rep says they understood it.”
Surfacing team-wide coaching gaps without reviewing individual calls
Managers use Outdoo's team-level performance view to identify patterns across the full team, not just individual outliers, and prioritize coaching topics based on what the data shows is most commonly missed. That shift from reactive, observation-based coaching to proactive, data-driven coaching changed how managers spend their time.
The HubSpot integration removed the administrative overhead that had made coaching feel like extra work. Call data and contact activity live in one place, and managers have the visibility they need without asking reps to maintain records in multiple systems.

“ I used to spend time trying to find the coaching opportunities. Now the data surfaces them.I can spend my coaching time on actually coaching rather than on figuring out what to coach on.”
The Impact
Since switching from Fireflies to Outdoo, new hires enter their first live calls with structured practice behind them and specific scorecard feedback to act on. For a team running 15 demos a day, cutting the time it takes to reach reliable baseline performance has compounded quickly.
New hire ramp time shortened through structured pre-call practice
New hires now complete a formal roleplay sequence before their first live demo. The gap between a new hire's first call and reliable baseline performance has narrowed, replacing unstructured learning on real buyers with documented practice and scorecard feedback.
One platform now handles call intelligence and pre-call practice
Moving from a transcript-only tool to Outdoo closed the gap between what the team could see after a call and what they could do before one. A single platform handles both functions, and the HubSpot integration means neither creates additional logging work for reps.
Coaching driven by scorecard data rather than manager recall
The team-level performance view and scorecard data shifted coaching from reactive observation to systematic prioritization. Managers can see what is most commonly missed across the full team and address it directly, rather than responding to whatever came up in a recent call they happened to sit in on.




