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Debt Relief & Consumer Proposals

David Sklar & Associates, a Canadian debt relief and consumer proposal firm, wanted a way to capture high-intent website visitors outside business hours and convert them into consultations. By implementing Expertise AI, the firm was able to automate lead engagement, book meetings directly with decision-makers, and convert website visitors into paying clients.
Just by deploying the agent outside business hours, David Sklar converted 20% of conversations into meetings and achieved a 24% close rate.
"What this tool did for us is give us an opportunity to not only catch visitors' chats, but also to let them book appointments directly inside."— Archit Gupta, Marketing Lead

Before implementing Expertise AI, David Sklar & Associates relied on a HubSpot live chat system staffed during business hours only. This created three major problems.
Many visitors seeking debt help were browsing the website late at night (2–3 AM) when no agents were available.
"We get a lot of people worried about their debt at like 2 AM or 3 AM. We were not able to catch those people." — Archit Gupta
Visitors who filled out website forms often never returned or answered follow-up calls.
The team's live agents could only operate 8:30 AM–5:30 PM, leaving the majority of off-hours traffic unaddressed.
"Our agents only worked during business hours. We were basically just expecting people to fill out forms and hope they came back." — Archit Gupta
The firm needed a solution that could: engage visitors instantly, capture contact information, qualify potential clients, and book consultations automatically.
David Sklar & Associates implemented Expertise AI, an AI-powered website agent designed to convert inbound traffic into qualified meetings. Key capabilities included:
The AI agent interacts with visitors instantly, even outside business hours.
Visitors can schedule consultations directly within the chat.
"It gave us an opportunity to book appointments directly with them for a time they pick on our calendars." — Archit Gupta
Expertise AI's Playbook system allowed the team to guide conversations, collect relevant details, and route qualified prospects.
"The playbook feature is something that I didn't even think could exist in the way Expertise built it." — Archit Gupta
The platform was discovered directly through the HubSpot Marketplace, allowing the firm to integrate it into their existing CRM workflow quickly.
"I found Expertise AI directly in the HubSpot marketplace. The playbook functionality really stood out." — Archit Gupta

The team worked closely with Expertise AI to configure the platform. Initial setup involved:
While training required some initial effort, the system quickly became self-sustaining.
"It took some time to provide training materials at the beginning, but once it was set up, it became very easy to manage." — Archit Gupta
Over time, the AI improved as the team refined playbooks and rules.
The results were immediate. Within the first months of deployment, the AI agent generated significant pipeline impact.
"Signing three leads would basically pay for the cost of the product. We already made our money back." — Archit Gupta
Beyond revenue, the system improved how the firm handles inbound traffic:
Archit Gupta highlighted several aspects that stood out about the platform.
"The playbook feature is the positive deal-breaker for us. It helped manage expectations with the bot rather than the other way around." — Archit Gupta
"Most companies stop improving the product once you sign. I'm very happy to see Expertise improving the platform almost every week." — Archit Gupta
"I don't have to do much around it, which is good. It just keeps booking people." — Archit Gupta

The firm evaluated multiple tools but ultimately chose Expertise AI because of:
"The team was very quick in reaching out. The response was almost instant."— Archit Gupta
David Sklar & Associates plans to continue expanding their use of Expertise AI.
Future capabilities like proactive live chat and intelligent conversation filtering could further improve how their team allocates time and handles inbound conversations.
"We get a lot of chats that aren't useful. Having the system filter those automatically would be extremely helpful." — Archit Gupta
For David Sklar & Associates, Expertise AI transformed their website from a passive information source into a 24/7 lead generation engine.
By capturing off-hours visitors, qualifying prospects, and booking consultations automatically, the firm has unlocked new revenue opportunities while reducing manual workload.
The result is a scalable system that converts website traffic into real clients.
Ready to capture off-hours leads and book more consultations like David Sklar? Get started with Expertise AI today.
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