Lead routing and scheduling automation for sales teams.
Chili Piper grew through founder-led sales, with the founders engaging in one-on-one customer interactions and attending sales events to understand revenue team workflows. The company also leveraged inbound marketing by improving how inbound leads moved through their funnel, enabling prospects to schedule meetings immediately after form submission. Strategic partnerships and community-focused approaches further contributed to growth by fostering collaborations and building connections with prospects, customers, and partners.
“The way we empower our employees to go to market, and the way we work with the ecosystem... When we work with partners, when we work with prospects, when we work with customers, help is really important... With our customers, we do not stop at customer deployment. We help them with tactics.”
“Ever since we started the company eight years ago, I've been very, very bullish on brand, and I do think that impressions help more than one imagines. Actually, I'm curious. How many of you knew of Chili Pepper before coming here? That proves my point. Brand work really works.”
“Their partnership with Mutiny, for example, included joint events and influencer collaborations that benefited both companies’ audiences.”
“When we hire, I told you that I look at how much they believe that they can succeed. Well, I also look how much they care about helping those around them. Because not everybody has the same value. I cannot teach these values. I cannot teach people how to believe, and I cannot teach people how to ...”
“When we started, we targeted the influencers in our space, and we still continue to do that. Like, the playbook is also to go towards brands and people that have an audience.”
“We actually do measure, and right now, my social posts influence about 50% of open pipeline.”
“We have a Slack channel in which we give ourselves ideas on things to optimize with AI. And we prioritize very simply. If it's a low lift and it has a big impact, we do it.”
“Fullbay had already been using Chili Piper to improve how inbound leads move through their funnel. Before implementing the platform, demo requests often stalled between form submission and the first conversation with sales. Chili Piper helped close that gap by allowing prospects to schedule meeti...”
“Chili Piper has become synonymous with instant lead conversion, helping revenue teams double inbound conversion rates with its Concierge scheduling solution.”
“When I go to these events, I learn a lot more about the market than I can in any other format. Especially in the evening at happy hours where people feel less guarded.”
“I closed the first $1MM in revenues myself, mostly through in-person networking. I attended every industry meetup and conference.”
“I spend about 40% of my time on both social media and speaking, which is a big chunk. If half of your pipeline is coming from this, that’s a big deal.”
“Influencer-driven impressions contributing significantly to their pipeline, with an influencer strategy that focuses on mutual value creation rather than transactional relationships.”
“We also very strong believers in doing motions in the go-to-market space using our ecosystems. So we have a very robust partner program, and we also work a lot with B2B influencers.”
“With Employees: Vandenberghe personally helps employees find new opportunities, even outside Chili Piper if that’s what’s best for their growth. This radical approach to employee development creates advocates for life.”
“That braveness, the ability to be brave enough to show up who you are, is what drives a strong brand.”
“This organic traffic, combined with strategic content marketing, helped fuel the self-serve engine.”
“I closed the first $1MM in revenues myself, mostly through in-person networking. I attended every industry meetup and conference. Chili Piper is in the scheduling business, so I had my Chili Piper link on my iPhone. I would go talk to people, qualify them on the spot, and talk about their schedul...”
“The couple reached their first $1 million in ARR through one-on-one interactions with customers, attending every possible sales event and becoming synonymous with their company name. This high-touch approach laid the foundation for understanding the deeper problems in the revenue team workflow.”
“This generated a flow of inbound interest, enough to justify hiring our first account executives. This is known as the 'bullseye' marketing strategy. In every industry, there are some core influencers. Communication spreads in concentric circles, from these core influencers towards the least conn...”
“Autonomous AI bots are going to be here, they're going to act as your employees, they can act as salespeople, but there's something that remains, which is our humanity and our ability to connect with others, and that's so much harder to scale and so much harder to fake.”
“The SEO strategy also deserves mention. While not intentionally targeting it, Chili Piper somehow dominated the keyword “persuasion techniques,” bringing in thousands of clicks monthly from sales reps looking for closing tactics. This organic traffic, combined with strategic content marketing, he...”
“On the partners front, we actually have both a product partnership program and a channel partnership program. Our playbook is actually in this book by Bob Moore, and he's here and he's presenting this afternoon, if I'm not mistaken, as well.”
“Vandenberghe became obsessed with several key metrics: ICP identification, account targeting and touches, pipeline velocity, first engagement optimization, booking 500 meetings per quarter through their systematic approach.”
“The Community-First GTM Strategy “There’s something that remains which is our humanity and our ability to connect with others,” Vandenberghe stated. Their approach to community building goes far beyond traditional B2B SaaS tactics: with prospects, customers, and partners.”
“Generic product tours converted at 2 to 3%. So they tried something almost nobody does. They spent 8 to 10 hours setting up a custom demo for every single prospect. A personalized hub, with their actual content, in their regions, for their buyer segments. Conversion jumped to 20%.”
“The best way to achieve operational excellence is, I found, using AI. There are a lot of touch points that can be optimized in the funnel without compromising on authenticity. You don't have to send robocallers to book business, you don't have to send fake emails, a million of them that sound all...”
“By 2017, they landed Facebook as a customer, starting with 300 licenses and eventually expanding to 2,000.”
“I pair the events with my social media profile as well. So every event that I speak at, there’s a QR code. Hey, connect with me on LinkedIn, and we can continue this conversation.”
“I form the right kind of relationships on LinkedIn, which is the only platform where I’m active these days.”
“For their first couple of years, Yega's team lived on Quora and Reddit, answering every question they could find about sales content and knowledge management. That's how the inbound started.”
“"It's been really helpful in removing friction from our revenue team members' days, just being able to schedule something much more easily from a number of different sources," said Denis Malkov, Director of Revenue Operations at PandaDoc. "So whether they're working in Salesforce, in their Chrome...”
“Using tools like Crossbeam, Chili Piper has built sophisticated partner plays that drive cross-sell opportunities across their five-product suite.”
“Instant Booker makes it fast and easy for sales, customer success and support reps to book meetings in seconds from Google Calendar, Gmail, Outlook, Salesforce, Outreach, Salesloft, and more – complete with automated invites, reminders, rescheduling and CRM actions.”
“I started getting obsessed with my ICPs, getting obsessed with my targeting, with my account touches, with my velocity, my first engagements... and as a result, in our marketing plan, we have very precise activities that are going to influence and that we're tracking towards our pipeline conversion.”
“I pair the events with my social media profile as well. So every event that I speak at, there’s a link to my profile.”
“In one quarter, we get about four to five million impressions from influencers.”
“The company started with a single product – the scheduling solution that Monday.com, ClickUp, and HubSpot now use for their demo processes.”