Capstreet Acquires PlanetBids

Mainstreet Acquires Capbase

October 1, 2025

Cloud & SaaS

Mainstreet has acquired Capbase, a platform for entity formation, cap table management, and corporate governance, to integrate those capabilities into Mainstreet’s small-business operating system. The deal expands Mainstreet’s product suite for founders and early-stage companies and establishes a preferred-partner relationship with Deel for hiring and compliance.

UPSTACK Acquires Digital Planet Communications

September 27, 2022

IT Services

UPSTACK has acquired Digital Planet Communications Inc., a St. Paul-based telecom and technology agency. As part of the deal Digital Planet leaders Shawn Schmidt, Brent Killen and Jonathan Watkins will join UPSTACK's advisory team to expand UPSTACK's service capabilities and customer support for SMB, midmarket and enterprise clients.

Stonepeak Acquires Boundary Street Capital

November 12, 2024

Financial Services

Stonepeak has agreed to acquire Boundary Street Capital, a specialist private credit investment manager focused on digital infrastructure, enterprise infrastructure software, and technology services for the lower middle market. The deal expands Stonepeak Credit's private credit capabilities and strengthens its digital infrastructure and technology services investing platform; terms were not disclosed and the transaction closed in January 2025.

The CapStreet Group Recapitalizes PCS Software with Financing from Stellus Capital

July 9, 2019

Software

The CapStreet Group completed a majority recapitalization of PCS Software, Inc., a provider of integrated transportation management software for the inland trucking industry, with Stellus Capital Management providing senior debt financing and an equity co-investment. Founder and CEO Mike Till remains with the company; CapStreet said the partnership will accelerate PCS's sales and technology investments to better serve carriers and brokers in the United States and Canada.

The Capstreet Group Majority Recapitalizes Surgical Notes

August 8, 2019

Healthcare Services

The Capstreet Group completed a majority recapitalization of Surgical Notes, Inc., partnering with the company's founders and shareholders to support growth. Surgical Notes, a Dallas-based provider of revenue cycle and technology-enabled services for ambulatory surgical centers, will be led by Randy Bishop as CEO and will pursue organic growth and acquisitions with Capstreet's backing.

The Capstreet Group Acquires hh2 Cloud Services

February 2, 2022

Cloud & SaaS

The Capstreet Group has acquired hh2 Cloud Services, a Kaysville, Utah–based provider of cloud-based construction management software. Capstreet plans to use hh2 as a platform to grow its construction software investments through organic expansion and strategic add-on acquisitions; hh2 CEO Devon Dorrity and the senior management team will remain in place.