Caleb Avery, Founder & CEO of Tilled: $40 Million Raised to Build (and dominate) the PayFac as a Service Category

Tilled has pioneered "PayFac as a Service," creating a new category in the payments space that allows vertical software companies to embed payments within their platforms without becoming registered payment facilitators themselves. With over $40 million in funding, Tilled offers an alternative to industry giants like Stripe, providing better economics while maintaining high-quality developer tools. In this episode of Category Visionaries, I spoke with Caleb Avery, Founder and CEO of Tilled, about his journey from solo founder to category creator, the challenges of competing with established players like Stripe, and how he's built a successful business by identifying and serving an underserved segment of the market.

Topics Discussed:

• Tilled's origin story and Caleb's two-year journey as a solo founder before finding product-market fit
• The process of creating and defining the "PayFac as a Service" category
• How Tilled positions itself against industry giants like Stripe
• Effective content marketing and thought leadership strategies on LinkedIn
• The power of speaking at industry conferences to build credibility
• Leveraging a mixed strategy of inbound marketing, digital advertising, and channel partnerships
• Tilled's vision to expand beyond payments into comprehensive embedded fintech solutions

 

GTM Lessons for B2B Founders:

• Create your own category when existing ones don't fit: When Caleb realized that existing terms like "PayFac in a box" didn't accurately describe Tilled's offering, he invented "PayFac as a Service." This new category clearly communicated their value proposition and differentiated them from competitors. He explains, "The concept behind PayFac as a Service was really resonating with these vertical software companies that were saying, 'I don't want to go be a registered PayFac, I want all of the benefits as though I'm becoming a registered payment facilitator with 5% of the effort.'"
• Educate the market on your category through content: Tilled invested heavily in education through LinkedIn posts, blogs, ebooks, and speaking engagements to establish their category. Caleb notes, "Over a period of three or four months, we started introducing this concept of PayFac as a Service...by the time we actually launched the fundraising process, some of the early investors that I talked to were like, 'Oh, yeah, we've heard of that category.'"
• Leverage fellow founders for early validation: Even without a product, Caleb reached out to other founders to validate his ideas. "Other founders are very willing to help founders, especially in the early stages where I had nothing to sell them...I was shocked by the response rates that I was getting." This approach helped validate assumptions about pricing, product features, and contractual terms before launch.
• Balance personal and professional content for thought leadership: Caleb's LinkedIn strategy combined educational content about payments with personal stories about entrepreneurship and family life. "I think by allowing people to understand who I was as a person, it made me more approachable for some of the companies that were coming to us and saying, 'Hey, we're not ready to make a switch, but we are curious.'"
• Apply to speak at industry conferences: Caleb was surprised by how many speaking opportunities were available simply by applying. "It just shocks me how few founders that I know are willing to go apply for those speakerships, but it's really an incredibly easy thing for them to go do." These speaking engagements provided valuable opportunities to reach ideal customers and establish credibility.
• Run targeted "conquest" campaigns against market leaders: Tilled runs specific digital advertising campaigns targeting pain points with competitors, using long-tail keywords like "Why is Stripe customer service so bad?" This strategy drives quality leads from customers already experiencing problems with the dominant player in the market.
• Embrace channel partnerships in B2B SaaS: Unlike many competitors, Tilled welcomes referrals from ISOs, agents, and payment consultants. "We're one of the few folks in our space, which is still bizarre to me, that embraces a channel strategy...it's been an incredibly lucrative strategy...it's still 30 plus percent of the deal flow for Tilled."

 

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Sponsors:

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