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Entrepreneurship

Kingswell Strategic Ventures: The Next Chapter

Nathanael Strickland

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Kingswell Strategic Ventures: The Next Chapter

Kingswell Strategic Ventures

Momentum keeps building for Kingswell Strategic Ventures as part of the wider Boston Made family of brands.

Kingswell Strategic Ventures is an emerging venture and strategy brand under development within the portfolio.

The work reflects Boston Made’s ongoing commitment to building brands that are built to last, not just to launch.

Founder of Boston Made, Inc., a Boston-based media and business portfolio company. I lead Boston Made's independent, hyperlocal coverage of Boston's economy, businesses, and neighborhoods, alongside a growing portfolio of Boston-rooted brands — including Boston Made Pets, where my passion for dog wearables and canine wellness lives on. I’m an avid reader and journaler who believes in reporting that's closer to home.

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Banking & Finance

The Deal Window Is Wide Open: Why 2026 Could Set Records for IPOs and Mergers, and Why Timing Matters Now

A Masterpass briefing: JPMorgan says dealmaking could hit an all-time record this year. What’s driving it, what could shut the window, and how founders and owners should prepare now.

Nathanael Strickland

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Boston Made Newsroom illustration: The Deal Window Is Wide Open: Why 2026 Could Set Records for IPOs and Mergers, and Why Timing Matters Now

While headlines focus on Iran, oil and Washington, Wall Street’s deal machine is running at one of its fastest paces ever. JPMorgan’s Dorothee Blessing says 2026 could set an all-time record for mergers and IPOs, driven by a year-end rush, Bloomberg reported.

Global deal volume reached about $2.6 trillion in the first half, up roughly 30% from a year earlier. The record is $5.3 trillion, set in 2021.

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Entrepreneurship

Inside Boston’s $7.8 Billion AI Year: Walden Robotics, Blitzy, and Whoop Lead a Different Kind of Boom

Nathanael Strickland

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CAMBRIDGE — Boston’s startup economy is having its strongest fundraising year in roughly four years, with greater-Boston companies pulling in an estimated $7.8 billion in venture investment so far in 2026. The headline number is real. So is the more complicated story underneath it: Boston is winning big, specific bets in artificial intelligence and robotics — just not in the way Silicon Valley is.

Two Cambridge companies, two different AI plays

Walden Robotics, based in Cambridge and spun out of the Toyota Research Institute, raised a $300 million round this year at a $1.1 billion valuation, with backing from Toyota, Nvidia, Boeing, and Deviation Capital. The company builds partially humanoid robots — arms, sensors, wheeled bases — for factory and warehouse floors, trained using “large behavior models” that let a robot learn a new task from demonstration rather than new code. Led by MIT professor Russ Tedrake, Walden already has robots running inside a Toyota manufacturing plant in North America. It’s one of the largest robotics deals to come out of Boston, trailing only autonomous-vehicle maker Motional.

A few subway stops away in Kendall Square, Blitzy took a different path to a similar milestone. The company, founded by former Army Ranger Brian Elliott and ex-Nvidia engineer Sid Pardeshi, builds AI tools that help large enterprises untangle and modernize legacy codebases — some running software 25 to 30 years old — before generating AI-assisted rewrites. Blitzy raised $200 million at a $1.4 billion valuation, led by Northzone with a bench of Boston-area investors including Battery Ventures, Flybridge Capital, and PSG. At roughly 80 employees, it’s now a Kendall Square unicorn built on unglamorous, essential infrastructure — exactly the kind of company Boston tends to produce.

Whoop and the AI-health crossover

The single largest round of the year in Boston didn’t come from a pure AI lab — it came from a wearable. Whoop closed a $575 million Series G in March at a $10.1 billion valuation, built on what the company describes as 24 billion hours of physiological data feeding purpose-built AI models to generate personalized health insights. It’s a reminder that Boston’s AI story is increasingly inseparable from its health-tech and biotech story — sectors that, combined, still account for more than half of the region’s largest funding rounds this year.

The honest comparison

Boston hasn’t produced a foundation-model company on the scale of OpenAI or Anthropic, and reporting on the region’s 2026 numbers has been candid about that gap — no single Boston round this year approaches the scale of the largest Bay Area AI mega-deals. But the region’s institutional advantages haven’t gone anywhere: MIT alone has been actively working to unleash more faculty and student startups amid the AI boom, and Kendall Square continues to sit at the intersection of deep technical talent, biotech capital, and now a growing bench of applied-AI companies solving specific, high-value enterprise problems rather than chasing general intelligence.

That’s the pattern worth watching. Boston’s AI wins in 2026 look less like a single breakout lab and more like a cluster of well-capitalized, narrowly-focused companies — a humanoid-robotics spinout with a real customer on a factory floor, a legacy-code unicorn with enterprise contracts already signed, a wearable-AI company with a decade of physiological data no competitor can replicate overnight. It’s a different kind of AI boom. It’s still a boom.


Boston Made, Inc. tracks the companies and capital shaping the Boston business landscape as part of its ongoing coverage of the region’s technology and startup ecosystem.

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Entrepreneurship

Boston’s Startup Weekend Movement Continues to Cultivate Early-Stage Founders

Nathanael Strickland

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Techstars Startup Weekend Boston released its 2026 impact report detailing the outcomes of its ongoing effort to bring together aspiring entrepreneurs for intensive, weekend-long startup-building events in the city. The program, part of the broader global Techstars Startup Weekend network, continues to serve as one of the more accessible entry points into Boston’s entrepreneurship ecosystem for first-time founders testing new business ideas.

Boston’s broader entrepreneurship infrastructure extends well beyond Startup Weekend, encompassing university-affiliated programs such as MIT’s startup exchange, accelerator programs, and a dense network of venture capital firms that collectively rank the city among the world’s leading startup ecosystems, according to global rankings published by organizations including Startup Genome and StartupBlink.

That ecosystem strength is reflected in ongoing efforts to highlight the diversity of founders building in the city. StartupBOS, a Boston-based organization supporting the local startup community, published its list of Black leaders shaping the greater Boston and New England startup scene in 2026, part of a broader push within the local ecosystem to spotlight founders and operators who are less frequently featured in mainstream coverage of the city’s tech and startup sector.

Boston’s entrepreneurship pipeline continues to benefit from the density of the region’s research universities, which feed both technical talent and, increasingly, first-time founders into the local startup community. Programs like Startup Weekend are frequently cited by ecosystem builders as an important, lower-barrier complement to the city’s more resource-intensive accelerators and venture-backed startup pipeline.

For Boston’s entrepreneurship community, the continued operation of grassroots programming alongside more institutional startup infrastructure — accelerators, university programs, and venture capital — points to an ecosystem that remains multi-layered, even as attention often gravitates toward the city’s largest, most heavily funded startups.


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