Participated · Debt Financing · Mar 2026

Nitra embeds AI agents into core business functions—payments, procurement, inventory management, scheduling, and insurance verification—giving medical practices a single system to run their back office. Its financial suite includes a Visa-powered expense card, bill pay, patient payment processing, and AI-driven accounting, while its commerce marketplace connects users to thousands of biopharma and medical-supply products through partners like McKesson and Medline. Recently the company added a voice-AI patient management module that handles appointment scheduling and insurance eligibility checks. In 2025 the platform’s annualized revenue jumped from $4 million to more than $33 million on 740 percent growth, and it surpassed $1 billion in annualized processing volume across thousands of doctors in over 700 clinics. December 2025 saw a single-day record of roughly $9 million in purchases. Management expects to serve 3,000+ clinics, top $150 million in annualized revenue, and exceed $4 billion in processing volume during 2026. Founded in 2024 by CEO Tim Hwang and President Jonathan Chen, Nitra plans to expand headcount from about 50 to over 200 and roll out new AI modules for revenue-cycle management, patient marketing, payroll, and staffing.

Participated · Debt Financing · May 2025

Keep offers an integrated financial operating system for Canadian small businesses, combining the country's first fintech business credit card with automated expense management, multi-currency accounts, and flexible global bill pay. The platform also automates bookkeeping and allows SMBs to send, receive, and store funds in one product suite. Keep launched in 2023 and has since scaled rapidly: it crossed C$20 million in annualized revenue in 2024, onboarded over 3,000 SMBs, and reports over 300% net dollar retention. The company positions itself to address shortcomings of legacy banks in Canada’s $500B+ small business banking market. Keep says the new funding will accelerate product rollout and help solve cash flow and operational challenges for entrepreneurs. By 2027 the company aims to serve 100,000 small businesses and help them save over a quarter billion dollars in fees annually.

Led · Debt Financing · Jul 2024

Founded in 2019 and based in Mexico, Digitt offers installment loans that allow prime borrowers to refinance or consolidate high-interest credit card balances. The company targets consumers facing credit card annual rates often ranging between 70% and 150%, and its product offers significantly lower annual rates and predictable payments. Digitt leverages technology-driven underwriting, servicing, and a platform built around transparency and responsible lending. The company has a stated track record of accelerated, high-quality growth and aims to scale across Mexico. Its stated mission is to lower the cost of credit for Mexican consumers by expanding access to affordable and flexible credit products.

Led · Debt Financing · Jul 2024

TruckSmarter is a San Francisco, CA-based digital platform designed to help owner-operators and trucking companies optimize their operations. The company offers driver-first solutions as a one-stop shop of financial services for truck drivers, owner-operators, and fleets. Its product suite includes a 100% free load board, transparent freight factoring, fuel discounts, and banking services. The app is built to streamline workflows, accelerate payment processes, and give owners easier access to capital. TruckSmarter says these tools are intended to help drivers build, manage, and grow their businesses. CEO Daniel Kao positions the company as focusing on truck drivers to transform the logistics industry. TruckSmarter provides a free load board that allows truckers, carriers and dispatchers to search and book freight; the company positions itself as the "Zillow of the trucking world." It differentiates from newer trucking platforms by offering its core service for free while monetizing same-day payments for completed loads. TruckSmarter charges a 1.5% fee on a load’s revenue for same-day pay, arguing that quicker payouts appeal to owner-operators who are typically paid per mile and often wait 30–45 days for payment. The startup does not yet offer dispatch services or schedule optimization, unlike competitors such as CloudTrucks, SmartHop and Convoy. After a year in stealth the company says it has about 100,000 active users and is facilitating over $1 billion annualized on the platform, doing millions in loads per day. The company projects that if every driver opts into same-day payments it could capture roughly $5.5 million in annual revenue from that product alone.

Led · Debt Financing · Jul 2024

Citibox develops and operates a network of smart mailboxes installed in residential buildings to enable parcel delivery and returns directly to homes. The company currently operates over 60,000 mailboxes across cities such as Madrid, Barcelona, and London, and maintains a network of about 7,000 convenience points. Headquartered in Madrid, Citibox positions itself as a neutral operator of urban logistics infrastructure across public and private spaces. It has signed a Europe-wide collaboration agreement with Amazon to allow Amazon customers to receive parcels in Citibox mailboxes with 24/7 access. Citibox says centralizing deliveries at building-level mailboxes reduces delivery trips and can cut CO₂ emissions from last-mile logistics by up to 69%. With the new financing, the company plans to deploy 600,000 additional smart mailboxes, initially targeting Spain and the UK and expanding to other European cities over time.