Your sales team is crushing the outreach, but your enterprise deals keep dying in the final mile. They aren't stalling because your product is bad; they are stalling because the procurement officer thinks you're a liability waiting to happen. In 2026, "trust" isn't a warm fuzzy feeling; it is cold, hard documentation. If you force a buyer to chase you for security answers, they will simply move on to a safer vendor. The fix isn't a better pitch. It's a Trust Pack. What is a T

At 4:00 p.m. on a Friday - arguably the hardest slot of any conference and, yet, still a packed room - Gabrielle Dalvet  (Marketing Consultant & Community, Coterie Mktg and Co-Founder, MKTG WMN) took the stage at Startup Boston Week with a promise: no hacks, no shortcuts, and no pretending. What followed wasn’t a traditional “how to grow on LinkedIn” talk. It was a candid breakdown of why most people struggle on the platform and why artificial intelligence won’t fix that prob

AI has quickly become one of the most defining forces shaping how companies are built. But while headlines focus on breakthroughs and models, the real work is happening inside startups, where founders and teams are figuring out how to turn AI from a capability into a competitive advantage. That means rethinking everything: how data is structured, how infrastructure is chosen, how products are designed, how teams are built, and how businesses scale. In this Road To series, we

AI may be the loudest conversation in tech right now — but building a lasting AI company requires more than adopting the latest model. At Startup Boston Week, Doug Williams  (MIT Orbit Software for Entrepreneurship), Kara Peterson  (Descrybe), Scott Weller  (EnFI, Inc) and Joseph Adu  (SpectrumAi) shared how they cut through the noise. The discussion moved beyond hype and into the realities of trust, customer understanding, pricing, and building products that solve real probl

March brings a calendar full of opportunities to bring founders, operators, investors, students, and ecosystem builders together in Boston’s startup ecosystem. From intimate founder dinners and mentorship moments to high-energy networking mixers, resource expos, and campus-wide innovation meetups, this month is all about connection, learning, and momentum. Startup Boston is helping anchor the month with a series of community-powered experiences. Here are four to have on your

Building a startup isn’t just about product, funding, or growth metrics: it’s about people. As companies move from scrappy early teams to scaling organizations, the real challenges shift. Foundership becomes leadership. Culture must be intentional, not accidental. Hiring, performance, and team health become strategic priorities rather than operational afterthoughts. This evolution is where many startups struggle and where the strongest companies differentiate themselves. The

Boston doesn’t have a startup “season,” it has an ecosystem calendar. From student-led venture summits in the spring to climate, robotics, AI, fintech, and deep-tech gatherings throughout the year, New England hosts a steady rhythm of events that bring builders, investors, researchers, operators, and ecosystem leaders into the same rooms and onto the same ideas. These moments matter. They spark partnerships, unlock funding pathways, surface new talent, and help founders find

When people hear “tech,” they often think of AI, software, or robotics. Food rarely makes the list. But at Startup Boston Week, a panel of founders, scientists, and sustainability experts made it clear: the future of food may be one of the most important technological frontiers of our time. From cultivated meat and regenerative agriculture to pest monitoring and sustainable supply chains, the conversation with Oliver Sanchez  (Extrasense), Nicky Roberts  (Sustainability Consu

Performance management rarely makes the “top reasons I started a company” list. Yet at Startup Boston Week, a packed room of founders, operators, and people leaders stayed late for a candid conversation about one of the most overlooked levers of startup success: how teams give feedback, set expectations, and help people grow. Moderated by former Chief People Officer Christina Luconi  (People Innovations), the panel featured talent and HR leaders Tania Philipp  (Vor Bio), Laur

Last week, Startup Boston teamed up with the City of Boston to host Meet Boston’s Startup Networking Groups , bringing together founders, operators, students and ecosystem builders for one simple purpose: helping people find their place in the startup community. The room filled quickly with over 200 attendees connecting directly with communities that make Boston’s startup ecosystem feel accessible, welcoming and collaborative. Because here’s the truth: Boston’s startup scene

Midway through Startup Boston Week, a room full of founders, operators, and go-to-market leaders gathered at Suffolk University for a timely reality check: AI may be changing how startups sell, but it isn’t changing why  sales works. The session “AI in Sales: The New Playbook for Startups” was moderated by Vanessa Ferranto , CEO and co-founder of Dalbero. She was joined by Jason Ingargiola , Partner at And1 Advisors, and Joss Poulton , CEO and co-founder of ClearSync. Rather

Every few months, the same take pops up: “The Boston tech scene is slipping.” Respectfully…we disagree. What is changing is how the ecosystem shows up. Boston and New England aren’t powered by hype cycles alone; they’re powered by people doing the real, often unglamorous work of building companies, investing early, creating platforms, supporting founders and knitting the community together across industries, identities and generations. This Black History Month, we’re excited

February is kicking off strong in Boston’s startup ecosystem, with a packed calendar of events designed to bring founders, operators, investors, students, and ecosystem builders together. From intimate founder dinners and mentorship sessions to high-energy networking mixers, demo showcases, and campus-wide innovation meetups, this month is all about connection, learning, and momentum. Startup Boston is anchoring the month with eight community-powered experiences, here are fou

Churn rarely announces itself. It doesn’t show up with a dramatic exit or a clear warning sign, it creeps in quietly, hidden behind “healthy” dashboards, polite check-in calls, and customers who seem fine right up until they’re gone. At Startup Boston Week, that uncomfortable reality set the tone for The Crystal Ball: Mastering Health Scores to Predict (and Prevent) Churn , a session that challenged founders and operators to rethink how well they actually understand their cus

At the 9th Annual Startup Boston Week, a packed room of founders and operators gathered for a candid conversation about one of the most underestimated growth levers in early-stage companies: customer success.  The session, Building Your CS Dream Team: Hiring and Growing for Early-Stage Success , featured a deeply experienced panel moderated by Erica Ayotte Favorito  (Founder, Slice Advisory), alongside Mary Migiano  (Head of CX, Compt), Nehal Patel  (Fractional Chief Customer

Building hardware is hard. Building software is fast. Building both (together) can feel like trying to align two entirely different universes. That challenge took center stage during No Meltdowns Required: Mastering Hardware–Software Integration , a Startup Boston Week session moderated by Luis Alvear Tesouro  (Founder, AINovva), which brought together operators with deep, hands-on experience building complex, integrated products: Monica Gauba , Founder and CEO of SureRev AI,

Scaling is where things get real. The scrappy hacks that got you to product-market fit start to crack, your calendar explodes, and suddenly everything feels important. Growth is exciting, but without the right systems, people, and leadership in place, it can get messy fast. The Road To: Scaling Smarter is your no-fluff guide to growing without breaking what you’ve built. Pulled from Startup Boston Week sessions, this series dives into the real questions founders face at scale

At the 9th Annual Startup Boston Week, one question quietly threaded its way through a packed room of founders, operators, and customer leaders: If your customers like your product, why do they still churn? Diane Gordon , a longtime SaaS executive and founder of Customer Growth Consulting, came with a direct answer - and a warning. Liking a product isn’t the same as understanding its value. And when renewal time arrives, that gap can cost companies everything. With more than

January in Boston doesn’t ease you into the year - it hits the ground running. From deep tech and AI to founder support, community building, and capital connection, the first month of the year is packed with events worth putting on your radar if you’re building, backing, or supporting startups in Greater Boston. Startup Boston is anchoring the month with four community-powered experiences: Mentor Matching for Early-Stage Founders (Jan 12)  - An intimate, mentor-driven session

When a startup swims into enterprise waters, the rules change - and the current can turn fast.  That’s why at Startup Boston Week, we sat down with four leaders who have lived the highs and lows of working with corporate giants: Justine Jordan , Head of Strategy at Beefree; Evan Grossman , CPO at Affineon; Shankar Krishnan , Product Leader at AWS; and Melissa Appel , fractional head of product who moderated the discussion.  The full event video is embedded below if you’d like