CHALLENGES
Front's lack of ticketing infrastructure, analytics, and customer tier management prevented Wispr Flow from scaling their support operations.
As Wispr Flow's customer base expanded rapidly, their support infrastructure needed to evolve to match their growth. Samm Yates, Founding Head of Customer Experience, was preparing to scale from a one-person operation handling roughly 500 tickets per week to a full support organization that could serve their growing enterprise and B2C customer base.
The challenge was Front couldn't support the sophisticated operations Wispr Flow needed as they grew. Front lacked the ticketing infrastructure required for a professional support operation. Communication was fragmented across tools, making it difficult to identify patterns in support requests or maintain the response times their customers expected.
The analytics gap was particularly limiting. Front didn't provide reporting capabilities on their plan, forcing Samm to export data to external tools just to measure basic performance metrics.
"I wasn't actually even able to measure any of the KPIs that I was interested in. Essentially we were just driving blind at that point."
Samm Yates, Founding Head of Customer Experience
As Wispr Flow prepared to build out their support team, the limitations became critical blockers. Front couldn't identify which customer tier was sending support requests, making it impossible to implement the tiered SLAs that their B2B customers expected. The platform had context labels, but without the ability to sort or filter by them, they were effectively useless for routing or prioritization.
"Front worked when it was one person. But when we decided to scale out our team, it wasn't a matter of 'can we find a workaround' — we needed a new platform."
Samm Yates, Founding Head of Customer Experience
SOLUTIONS
Pylon's hands-on partnership approach and AI-powered automation gave Wispr Flow the infrastructure to scale from one support agent to a full team handling 20x the ticket volume.
Wispr Flow evaluated both Intercom and Pylon during a compressed 14-day evaluation period. The difference in partnership approach became immediately apparent. When Samm reached out to both platforms requesting hands-on implementation support to accelerate the evaluation process, Intercom directed her to their self-service tutorials. Pylon's team immediately scheduled live demos and offered personalized onboarding support throughout the evaluation.
"It was kind of a no-brainer after that. The tool spoke for itself, but really the support that we received from your team was one of the biggest deciding factors."
Samm Yates, Founding Head of Customer Experience
Pylon's white-glove approach extended through the entire migration process. The implementation team handled the technical complexities of migrating thousands of tickets from Front's email thread structure, providing extended support to ensure complete context preservation. When Wispr Flow needed to migrate their knowledge base from an unsupported platform, Pylon's team executed the migration manually. The migration preserved all custom fields, customer categorizations, and priority levels, enabling Wispr Flow to launch with sophisticated workflows from day one.
AI Assistants: the foundation of scaled operations
Pylon's AI capabilities transformed what was possible for Wispr Flow's support team, automating manual work and accelerating operations across every workflow:
- AI-powered auto-categorization: three levels of automated ticket categorization (categories, subcategories, and issue context) with zero manual tagging required. Agents can identify exactly what's happening before reading the request.
- AI copilot for agent enablement: new agents draft replies that pull directly from the knowledge base, reducing onboarding from 2-4 months to 1-2 weeks while maintaining consistent tone across all customer communications.
- Automated knowledge gap detection: AI identifies missing help center articles, shows customer impact, and drafts new content with one click — helping the team stay proactive rather than reactive.
- Ask AI for instant analytics: conversational queries replace manual data exports, providing real-time answers to questions like "What's our current first response time and how does it differ from the last three weeks?"
- Response improvement: AI suggests tone and clarity improvements to drafted replies, ensuring quality and consistency across the entire team.
"In Front, I had no metrics. I couldn't analyze any of the data. Now I can just ask AI and it will quickly show me everything, which is incredible."
Samm Yates, Founding Head of Customer Experience
The AI capabilities weren't just incremental improvements — they fundamentally changed what Wispr Flow's support team could accomplish. Where Front required manual categorization, manual reporting, and extensive onboarding time, Pylon's AI automated these processes entirely, enabling the team to scale efficiently without sacrificing quality.
RESULTS
Wispr Flow handled 4x ticket volume with just 6 additional team members while meeting SLAs consistently across all customer tiers.
The migration to Pylon preserved 3,000-5,000 historical tickets with full context, custom fields, and customer tier mappings intact. With zero customer-facing disruption during the transition, Wispr Flow immediately began realizing operational improvements.
"By switching from Front to Pylon, I was able to go from a one-person support team managing about 500 tickets a week to managing a 6 person support team handling upwards of 2000 tickets a week quickly and efficiently."
Samm Yates, Founding Head of Customer Experience
Migration success:
- 3,000-5,000 historical tickets migrated with full context preservation
- All custom fields, customer tiers, and priority levels transferred seamlessly
- Knowledge base migrated without any manual work required from Wispr Flow team
- Zero customer-facing disruption during transition
The platform enabled capabilities critical for Wispr Flow's enterprise customers. The team now defines and tracks SLAs for each customer tier, meeting commitments consistently across their entire customer base. Enhanced visibility shifted their operational approach from reactive to proactive, enabling early identification of customer health signals and emerging issue trends.
AI-powered improvements:
- Agent onboarding: reduced from 2-4 months to 1-2 weeks with Pylon’s AI features and documentation management, allowing Wispr Flow to scale their team rapidly during periods of high growth without sacrificing quality
- Ticket categorization: 3 levels of automated categorization eliminated hours of manual tagging work daily and enabled agents to resolve issues faster by understanding context immediately
- AI Knowledge management: Proactive gap identification reduced repeat questions and improved self-service rates by ensuring documentation stayed ahead of customer needs
- Analytics access: Real-time insights replaced hours of weekly manual reporting, enabling data-driven decisions about staffing, priorities, and customer health
- Multi-channel support: Unified view across Slack, Teams, email, and in-app eliminated context switching and ensured no customer inquiry fell through the cracks regardless of channel
Operational improvements:
- First response time: 9x faster first response time, enabling the team to meet enterprise SLA commitments that were previously impossible to track
- Resolution time: 8x faster resolution time with minimal increase in team size, despite 76% more support volume
"We can confidently commit to SLAs now because we see what tickets are coming in, they're already categorized for us, and we can quickly get to them."
Samm Yates, Founding Head of Customer Experience
For a fast-growing company serving both B2B and B2C customers at scale, customer experience represents a critical competitive differentiator. Pylon provided Wispr Flow with enterprise-grade support infrastructure that scaled 4x ticket volume with minimal team growth— positioning them to continue accelerating business expansion without support operations becoming a constraint.