Top Boston, MA Companies With Generous PTO (1,970)

Since 1851, MassMutual’s commitment has always been to help people protect their families, support their communities, and help one another. This is why we want to inspire people to Live Mutual. We’re people helping people. Together, we’re stronger.

Klaviyo (NYSE: KVYO) is the B2C CRM. Powered by its built-in data platform and AI, Klaviyo combines marketing automation, analytics, and customer service into one unified solution, making it easy for businesses to know their customers and grow faster. Klaviyo (CLAY-vee-oh) helps over 183,000 brands like Mattel, Glossier, Daily Harvest, and Liquid Death deliver 1:1 experiences at scale, improve efficiency,...

Toast is the all-in-one platform built for restaurants of all sizes. Toast provides a single platform of software as a service (SaaS) products and financial technology solutions that give restaurants everything they need to run their business, including point of sale, payments, supplier management, digital ordering and delivery, marketing and loyalty, and team management. By serving as the restaurant operating...

At Capital One, we think and work like a tech company, using our digital fluency to transform everything about the customer experience. We’re bending data to our will, and turning a stodgy industry on its head. That’s reflected in our ranking as the number one business technology innovator in the U.S. in the 2016 InformationWeek Elite 100.

Simply Business is the leading digital insurance marketplace dedicated to the success of small businesses. Our mission is to take the hassle out of buying insurance by offering simplicity, choice, and value to business owners. We connect our customers with top-rated insurers and policy recommendations tailored to their specific business needs and budget. We have nearly 20 years of experience supporting...

STR makes the world a safer place by developing technology and applying it to solve emerging national security challenges.

Bounteous is a global AI Services firm where agentic engineering and human experience converge to deliver transformative business outcomes for the enterprise. We help organizations design, build, and scale AI-driven products, platforms, and processes. With more than 5,000 team members worldwide, Bounteous delivers AI that sticks, powering adoption and outcomes that move organizations from experimentation to true transformation.

Coupa is a global technology company that helps businesses run smarter by connecting all the ways they spend money — from procurement and expenses to payments and supply chain decisions — in one intelligent platform. In simple terms, Coupa gives organizations the visibility and control they need to make better financial choices, reduce waste, and drive real impact. It’s where...

Perk (formerly TravelPerk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we’re on a mission to power real...

Ellevation is a mission-driven company dedicated to helping English Learners (ELs) achieve their highest aspirations. We are an indispensable partner to school district administrators, teachers and students across the United States, who use our products to manage complex program requirements, build the capacity of teachers to serve multilingual learners, and empower students with the academic language necessary for success in...

Workhuman® is helping companies meet today’s biggest human capital challenges - including unprecedented turnover, employee engagement, hybrid work environments, and DE&I - through the Workhuman Cloud®, a secure SaaS platform that provides the industry’s best-in-class Social Recognition® solution. Co-Headquartered in Dublin, Ireland, and Framingham, Massachusetts, USA, Workhuman has been pioneering the human workplace to improve the employee experience at work,...

Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. We power the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Built on a patented architecture that fuses cloud object storage with enterprise...

As the AI platform for business transformation, we're putting AI to work across organizations — freeing people for work that matters. Making old tech work with new tech. Reaching across departments, from the front office to the back office and every office in between. Our ambition? To become the AI defining enterprise software company of the 21st century (or "AI...

Topline Pro believes that home service pros and small businesses are the backbone of the economy and have gone too long without the right technologies. Topline Pro is a Generative AI platform enabling home service businesses to be easily discovered, trusted and booked, directly. The AI-driven interface rapidly and affordably creates a custom, SEO-optimized website along with a application to...

Acquia is the open digital experience company. We provide the world's most ambitious brands with products built around Drupal to allow them to embrace innovation and create customer moments that matter. At Acquia, we believe in the power of community and collaboration — giving our customers and partners the freedom to build tomorrow on their terms.

MORSE is a specially selected team of scientists, engineers, and software developers who use asymmetric and unconventional approaches to deploy practical solutions that solve difficult multi-disciplinary problems faced by the US National Security Ecosystem.

Jellyfish is the leading intelligence platform for AI-Integrated engineering, helping more than 1,000 companies including DraftKings, Keller Williams and Blue Yonder, leverage AI to transform how they build software. By combining the industry’s deepest engineering dataset with context-rich intelligence, Jellyfish helps R&D organizations understand what’s driving impact, adopt proven industry best practices, and make smarter decisions across AI adoption, planning,...

At Bose Corporation, we’re powered by our legendary brands — Bose, McIntosh, and Sonus faber — bringing together more than 175 years of combined technical expertise, craftsmanship and artistry. Founded by Dr. Amar Bose, our company is driven by purpose and devoted to advancing what’s possible in audio — creating transformative experiences in the home, on the go, and on...

We bring together one of the world’s largest libraries of multimodal clinical and molecular data with a robust suite of AI tools to help physicians personalize care in real time, connect patients with therapies and clinical trials, and enable partners to accelerate discovery and development of new treatments. With ~8 million de-identified research records and 350+ petabytes of data, Tempus partners...

EliseAI builds vertical AI agents for housing and healthcare — sectors that together make up nearly 40% of household spending. These agents automate high-volume workflows like leasing, maintenance, renewals, and patient intake, helping organizations cut costs, improve efficiency, and deliver better experiences. How does it work? EliseAI integrates directly into operational workflows: Housing: Manages leasing, maintenance, renewals, billing, and resident communication. Healthcare: Handles intake,...