Participated · Series A · Mar 2019

Candidly, previously known as FutureFuel, provides AI-driven student debt and savings optimization products that employers, financial institutions, retirement and wealth management firms can embed into benefits engines. Its product set includes gamified repayment, auto-payment tools, public service loan forgiveness tools and a Federal Forgiveness Finder to help access federal relief programs. The company partners with distribution and benefits platforms such as Guild, Empower, Lincoln Financial Group, Vanguard, UBS and Fiserv and says it can serve over 35 million Americans. In 2022 it helped a customer, American Eagle Outfitters, enable employees to pay down more than $100,000 in student loan debt. Candidly reports strong operating momentum: 10x revenue growth and a 3,600% increase in payments flowing through its platform year-over-year, and borrowers using its tools sent an average of $45 in extra payments per month. The company is building employer-facing capabilities to operationalize provisions of SECURE Act 2.0, including tools to let employers match student loan payments, emergency savings and tax-advantaged retirement contributions. FutureFuel.io provides a Student Debt FinHealth platform that automates loan management, optimizes federal repayment-plan enrollment, and surfaces spare-change and cashback opportunities to accelerate student-loan payoff. The product offers integrated and non-integrated delivery options (API + widget, SSO, cobranded configurations) and four solution categories: Benefit, Change, Crush, and Learn. It partners with employers and financial-services firms to deliver student-debt benefits and is used by tens of thousands of employers, corporate customers, and millions of users while addressing America’s roughly 45 million borrowers. The company reports its average user finishes repaying loans about half a decade faster and saves between $15,000 and $40,000 on repayment. FutureFuel.io emphasizes scalability, security, and a flexible integration stack to expand adoption across employers, recordkeepers, and financial-services partners. The platform already counts UBS, Fiserv, and Salesforce among commercial partners and customers, using the product as an employee benefit. FutureFuel.io, founded by Laurel Taylor, provides a SaaS Student Debt FinHealth platform that uses technology, partnerships, and machine learning to help employers address employee student debt. The platform is modular, consisting of six offerings: Repayment, Round Up, Refinancing Marketplace, Roll Up, Recalibrate, and Read. Repayment enables employer contributions to loans; Round Up directs spare change to users' highest-interest loans; Refinancing Marketplace curates competing lenders; Roll Up aggregates multiple loans for easier management; Recalibrate projects total debt, dollars, and days saved; Read delivers student-loan financial literacy content. The company reports the platform can shorten users' debt load by an average of three to five years. FutureFuel has generated initial traction with customers ranging from small and medium businesses to Fortune 500 employers and channel partners including Colonial Life, Student Choice Credit Union, and Ultimate Software. Financially, the company recently closed an $11.2M Series A, bringing total funding to $15.7M.

Participated · Equity · Jan 2019

Finxact provides a SaaS core banking platform that enables banks to integrate new services and migrate to a real-time digital-banking system of record. The company aims to deliver commercial and technical scale so banks can differentiate customer experiences. It works with multiple U.S. and international financial institutions, from de novo banks to top-tier banks, on projects ranging from full bank conversions to digital-only initiatives. Led by founder and CEO Frank Sanchez, Finxact is positioning its platform for broad market adoption. The company raised $30M in equity financing to complete development and build scale to match market demand. Management intends to use the proceeds to finish product development and expand capacity. Finxact is developing an enterprise-class Core-as-a-Service platform that combines public cloud deployment with private data options and an open banking API. The platform is designed to let banks deliver new omni-channel services tailored for a real-time, digital-first world. The company says Finxact Core is targeted for first live customers in 2017 with general availability in 2018. Finxact raised $12M in seed funding to complete development of its platform. Backers included Live Oak Ventures and other strategic investors and angels. The company is co-founded by Frank Sanchez (CEO) and Mike Sanchez and is based in Jacksonville, FL.

Participated · Equity · Dec 2018

ShopKeep provides an intuitive, cloud-based iPad POS system and payments platform that helps merchants manage inventory, staffing, sales reporting and customer data. The company serves more than 25,000 independent retailers and restaurants and says its recurring revenue has almost tripled over the past three years. ShopKeep is approaching its first profitable quarter. The company plans to use new capital to fuel growth initiatives, expand into additional business segments and geographies, and extend capabilities of its Android-based platform. It recently launched ShopKeep Capital to provide working capital funding for customers and intends to expand that service. ShopKeep is headquartered in New York City with offices in Portland, Chicago, and Belfast. ShopKeep provides an intuitive, secure, iPad-based POS and cloud business management platform that combines payments, customer marketing, inventory and staff management, and back-end reporting and analytics. The company offers ShopKeep Payments after acquiring Payment Revolution, aiming to give merchants a centralized, contract-free payments solution. ShopKeep serves more than 18,000 independent merchants and processed over $6 billion in transactions in the past year. It reported 2.4x year-over-year growth in monthly recurring revenue through June 2015 and has raised $97.2M in funding to date. The company emphasizes 24/7 customer care and positions itself as an IT department for small businesses, democratizing tools previously available only to large retailers. ShopKeep was founded in 2008 and is headquartered in New York with additional offices in Portland, Chicago, Washington, D.C., Belfast and London. ShopKeep provides cloud-based point-of-sale software and hardware for small brick-and-mortar retailers, with an iPad interface and a mobile POS offering. The company centralizes transaction data in the cloud and offers analytics and a dashboard app for real-time sales and cash-drawer visibility. ShopKeep also sells registers, stands, swipers and receipt printers and supports customers with remote setup. It charges $49 per month for each register using its software. The company reports managing point-of-sale transactions for over 10,000 stores and processing over $1.8 billion in receipts. ShopKeep has expanded from its Brooklyn origins to offices in Manhattan’s SoHo and opened an office in Belfast, with a West Coast office planned. ShopKeep POS offers a complete platform for running a shop from an iPad with real-time web reporting. Its iPad app rings sales, processes credit cards and mobile payments, prints and emails receipts, and prints orders remotely to the kitchen. The company currently serves over 3,000 brick-and-mortar merchants and has announced partnerships with mobile payment providers LevelUp, Dwolla, and PayPal. ShopKeep plans to use new funding to expand the functionality of its application and to sign new partnerships. The business is led by founder and CEO Jason Richelson and emphasizes easy-to-use, integrated POS and reporting for small retailers. ShopKeep.com is a cloud-based POS platform that runs on iPad and supports merchants from small stores to large chains. Its iPad front end rings sales, prints receipts, and processes credit cards while offering inventory management, customer tracking, and real-time reporting. The service is priced at $50 per month and is backed by the company's emphasis on strong customer support. ShopKeep operates an open platform that works with any card processor and partners with ISOs and VARs. The company was founded by a former retailer and aims to help small shops run more profitable businesses using tablets and cloud technology. ShopKeep announced an aggressive 2011 expansion into the U.S. point-of-sale market shifting to iPads, tablets, and cloud computing.

Participated · Equity · Dec 2017

Payrailz provides cloud-based payment technology that automates tasks and creates predictive, “do it for me” payment experiences for financial institutions. Its platform emphasizes AI, dynamic workflow, open data exchange and a robust SDK to enable banks and credit unions to offer differentiated digital payment services. The company positions itself as bridging the gap between tech-enabled consumers’ expectations and traditional payment approaches through digital channels. Payrailz’s solutions aim to make payments more engaging and to simplify user workflows by automating common payment tasks. The company communicates a focus on ongoing product innovation and on helping financial institutions meet current and future payment expectations. Payrailz builds cloud-based digital payments technology that offers advanced bill payment and money transfer solutions to banks and credit unions. Its platform emphasizes “do it for me” automation, predictive and more engaging payment experiences using AI, dynamic workflow, open data exchange and a robust SDK. The company positions its products to bridge the gap between tech-enabled consumers’ expectations and legacy payment approaches. Payrailz highlights cloud infrastructure and open APIs as core to future product development. The announcement was issued from Glastonbury, Conn., where the company is based. The company says it is focused on product innovation to revitalize the payment experience for financial institutions and their customers.

Participated · Series C · Nov 2016

CareCloud offers AI-driven healthcare technology and revenue cycle management solutions for healthcare providers. The company intends to use the strengthened balance sheet from the new credit facility to expand its AI-enabled product offerings and drive organic growth across its core revenue cycle management platform. Management also plans to pursue strategic initiatives to increase scale and operating leverage. The April 13, 2026 credit facility is non-dilutive institutional debt that aims to lower the company’s overall cost of capital and enhance financial flexibility. CareCloud will redeem its outstanding 8.75% Series B Cumulative Redeemable Perpetual Preferred Stock on May 15, 2026, which is expected to eliminate about $3.2 million in annual preferred dividend obligations. Leadership characterized the transaction as a transformative step that simplifies the capital structure and positions the company for future growth.