Two Roads Advisors/Deal History

Deal History

100+ total transactions representing $18B+ in aggregate value — 14 tracked below spanning 2023–2025 · 6 industries

100+
Total Transactions
6
Industries
2023–2025
Years Active
Business Services1
Herringbone Digital Add-on Acquisition2023
Acquired by PE: Herringbone Digital (Trinity Hunt Partners)

Advised Herringbone Digital, a digital marketing platform backed by Trinity Hunt Partners, on add-on acquisition of a complementary digital marketing agency, expanding service capabilities across dental, legal, home services, and healthcare verticals.

MergerBuy Side Advisor
Consumer Products4
Blitz Innovation Divestiture of Strictly Briks2023
Strategic acquirer: Cap Hill Brands

Advised Blitz Innovation on the divestiture of Strictly Briks toy brand to Cap Hill Brands, enabling focus on core e-commerce operations.

Sell SideSell Side Advisor
WeCool Toys Capital Raise from C6 Capital2023
Acquired by: C6 Capital

Advised WeCool Toys, maker of Compound Kings (global leader in slime and compound products), on a non-dilutive growth capital investment from C6 Capital.

RecapitalizationSell Side Advisor
ArtCreativity Acquisition of Wooly Willy Brand2023
Strategic acquirer: ArtCreativity

Advised on the acquisition of the iconic Wooly Willy® brand (40+ year old toy/novelty brand) from PlayMonster Group by ArtCreativity, enabling development and global expansion of the legacy toy brand.

Sell SideSell Side Advisor
Skyline Beauty Group Acquisition of LilyAna Naturals2023
Strategic acquirer: Skyline Beauty Group

Advised LilyAna Naturals, a high-quality, natural, vegan, cruelty-free skincare brand, on its acquisition by Skyline Beauty Group, a strategic beauty platform focused on scaling high-growth personal care brands.

Sell SideSell Side Advisor
Financial Services1
Snap Finance Acquisition of FlexShopper Assets2023
Strategic acquirer: Snap Finance

Advised on the acquisition of FlexShopper's lease-to-own financing assets by Snap Finance, a leading fintech platform expanding consumer financing access.

$15.5MSell SideSell Side Advisor
Discrete Manufacturing1
1847 Holdings Divestiture of Wolo Manufacturing2025
Strategic acquirer: Strategic Buyer

Advised 1847 Holdings (publicly traded OTCID: EFSH/LBRA) on the sale of Wolo Manufacturing Corp., supporting 1847's portfolio optimization strategy. Transaction engaged in January 2025.

Sell SideSell Side Advisor
Retail & E-Commerce2
Skybox Capital Acquisition of Trend Nation2023
Acquired by: Skybox Capital

Advised Trend Nation, a predictive analytics private label e-commerce company, on its acquisition by Skybox Capital, the family office of Vivid Seats co-founders Jerry Bednyak and Eric Vassilatos.

Sell SideSell Side Advisor
E-commerce Aggregator Acquisition of Kedudes2023
Strategic acquirer: E-commerce Aggregator

Advised on the acquisition of Kedudes, a school supplies, arts & crafts, and party supplies brand, by an e-commerce aggregator expanding category coverage.

Sell SideSell Side Advisor
Software & SaaS5
Appier Acquisition of AdCreative.ai2025
Strategic acquirer: Appier

Advised on the acquisition of AdCreative.ai, an AI-driven creative generation platform, by Appier, expanding Appier's artificial intelligence advertising capabilities.

Sell SideSell Side Advisor
Loftware Acquisition of BL.INK2025
Strategic acquirer: Loftware

Advised on the acquisition of BL.INK, a product identification solution, by Loftware, expanding product identification and management capabilities.

Sell SideSell Side Advisor
Descartes Systems Acquisition of Finale Inventory2025
Strategic acquirer: Descartes Systems Group (Nasdaq: DSGX)

Advised on the acquisition of Finale Inventory, a California-based cloud-based inventory management platform for e-commerce sellers, by Descartes Systems Group. Deal valued at approximately $40M upfront with potential $15M performance-based earn-out over 2 years.

$40M upfront + $15M earnoutSell SideSell Side Advisor
Harbor Acquisition of Encoretech2024
Strategic acquirer: Harbor

Advised Encoretech, a U.S.-based legal sector technology training firm, on its acquisition by Harbor, a leading global legal technology and consulting platform expanding training capabilities.

Sell SideSell Side Advisor
Inversal Acquisition of Tactics2023
Strategic acquirer: Inversal

Advised on the acquisition of Tactics technology platform by Inversal, consolidating complementary technology capabilities.

Sell SideSell Side Advisor