Sidetrade, the AI-native Order-to-Cash platform recognized as a Leader in the Gartner® Magic Quadrant™, announces that Mission Trail Capital Management LLC, a Texas-based hedge fund specializing in software and technology investments, has acquired 80,659 shares representing 5.39% of the company’s outstanding share capital.
The move makes Mission Trail Capital Management the second US-based investment firm to cross a major ownership threshold in Sidetrade in less than three months. On March 3, 2026, New York-based Briarwood Chase Management disclosed it had doubled its position to over 10% of capital, citing Sidetrade’s proprietary data advantage and AI-native architecture as core to its investment thesis.
Mission Trail Capital Management, LLC (MTCM), is an Austin, Texas-based investment manager focused on leading software companies. The firm’s concentrated portfolio construction affords the ability to conduct deep fundamental due diligence that frequently spans several years with a long-term investment horizon.
Joshua Braden, Founder of Mission Trail Capital Management, commented: We are thrilled to invest in Sidetrade. We have known Olivier Novasque and his team for many years and admire the ambitious, thoughtful way they built this company to deliver measurable customer value. In our numerous conversations with Sidetrade’s customers, we heard consistent reports of significant working capital improvements, particularly decreased DSOs, following Sidetrade’s implementation. By investing in a proprietary Data Lake and embedding AI into their roadmap years before it became a buzzword, the team demonstrated a long-term commitment to superior customer outcomes leveraging cutting edge technologies. We look forward to supporting their continued growth.
Why US Capital Is Accumulating
Sidetrade operates at the intersection of AI and enterprise finance. Its platform intelligently automates the Order-to-Cash processes for large enterprises, powered by Aimie, its agentic AI trained on a proprietary Data Lake of over $8 trillion in B2B payment transactions from more than 42 million buyer companies worldwide.
The company’s billing model is based on transaction volume. In a sector where AI-driven disruption threatens to compress per-seat pricing, this architecture eliminates the cannibalization risk the market is applying broadly to software valuations.
In 2025, Sidetrade moved from predictive AI to autonomous execution, launching the first AI Cash Collection Agent capable of calling debtors, qualifying invoices, and executing collections without human intervention. Twenty-four agents are entering live production with multinational clients by the end of Q1 2026.
Gartner, Magic Quadrant for Invoice-to-Cash Applications, 6 May 2024, Tamara Shipley Et Al.
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