Investing in Kick: Bringing the Self-Driving Experience to Bookkeeping

If you’ve ever run a business, you know that bookkeeping isa heavily manual, administrative headache, demanding precious hours classifying and tallying expenses that could be spent selling or building your product. 

The state of the accounting market reflects two realities: QuickBooks, the dominant player generates nearly $10 billion in annual revenue. Despite this, Yet lack of automation forces business owners and accounting firms to rely on costly, low-margin manual reviews

In 12 months since launch, Kick has changed that. By combining proprietary AI automation in categorization, document processing and reconciliation Kick is fundamentally changing the role Bookkeepers and Accountants play, freeing them to focus on high-margin review and advisory work, while creating a hands off the wheel experience of Business Owners. 

Kick integrates both personal and business accounts, solving a long-standing pain point that distorts the majority of small-business books.Its pricing model—charging per user, not per entity—significantly reduces costs for multi-business owners. And rather than treating Accountants as an afterthought, Kick offers a dedicated platform to help firms scale from preparers to reviewers and from low-margin compliance to high-value advisory.

Kick has partnered with select Accounting firms to roll its product out to their clients, and the economics speak for themselves. While traditional firms operate with 20–30% margins, those using Kick are achieving 40–60%. Kick has enabled these firms to evolve in more fundamental ways: as AI handles the routine, domain expertise, client relationships, and brand equity become the true differentiators.

For Founder Conrad Wadowski, this mission is deeply personal. The son of Polish immigrant business owners, Conrad began automating his parents’ bookkeeping and tax processes while in high school. He’s spent the last 20 years at the intersection of accounting, small business, and software. Conrad founded and scaled Teachable before its $250 million acquisition by Hotmart. After the acquisition, he began experimenting with large language models for expense categorization in 2021—well before AI accounting became mainstream—with promising results. Those early experiments with GPT-3 became the foundation for Kick. 

When we first met Conrad, we were struck by his rare combination of domain expertise, technical fluency, and founder experience. As we’ve continued to work with him, it’s clear to us that he is uniquely suited to reimagine how bookkeeping gets done.

We’re proud to co-lead this round with GV, alongside earlier investors General Catalyst and the OpenAI Startup Fund, to accelerate Kick’s already impressive growth and support the much-needed transformation of the accounting industry. In the twelve months since launch, over 3,000 businesses have adopted Kick. It’s also quickly becoming the system of record for modern firms. Early partnerships with Gusto, Mercury, Ramp, Stripe and PayPal are also accelerating Kick’ adoption and creating a network effect that strengthens both product and distribution.

We believe the next generation of accounting software will be intelligent, connected, and distinctly people-centric, and that this is the team to build it.