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Company Overview

"At Tweelin, we believe that communication should empower people, not burden them. That's why we've built a smarter way for teams to connect, collaborate, and share insights without the hassle of coordination or scheduling conflicts."

Founded in 2021 by ex Cisco Webex leaders with more than 7 decades of combined enterprise collaboration experience, Tweelin Inc. is a Silicon Valley SaaS startup serving medium to large global companies with its unique conversation facilitation solution called Digital Serendipity™.

Tweelin’s AI algorithm analyzes calendar event headers and device telemetry data to identify emerging opportunities for instant conversations, presented at the right moment through the right communication channel available to the users involved.

Tweelin is the first ever solution that diminishes the reliance on pre-scheduled meetings, allowing workers to transform them into spontaneous, productive conversations. The reduction of calendar burden results in accelerated decisions and more time to focus on what matters during work hours.

Tweelin was named a Cool Vendor in the 2024 Gartner® Cool Vendors™ in Digital Workplace Applications.

Our Vision

Our Purpose

To elevate human potential by decluttering people's lives.

Our Mission

To eradicate scheduling from team and partner communications by 2035.

Our Core Values and Beliefs

1. Integrity

We are fully committed to adhere to our values with unconditional honesty.

2. Respect

We treat customers, partners, shareholders and anyone else with respect, as we would like to be treated.

3. Humility

There is no room for destructive egoes. The only identity that guides our choices is the  organizational one.

4. Collective decisions

We believe that constructive collaboration always results in better decisions, and we include other people’s point of view in our decision making process, as much as possible.

5. Blue ocean obsession

We believe true sustainable value is created by new trajectories, and we always strive to be the first to market. We never copy anyone else. Everything we build must have at least one aspect that was never created before.

Our Culture

1. Frugality

We strive for long term sustainability by minimizing costs, without compromising on compensating valuable contributions.

2. Ownership

Everyone must behave as an owner, there is no room for micromanagement.

3. Creativity everywhere

Everyone can have great ideas, both internally and externally. We are fully committed to encouraging new ideas and testing them in real scenarios.

4. Change anticipation

We anticipate change, knowing that it’s the key to creating a sustainable innovation engine, thus we strive to change as early as possible.

5. Sharing value

To be a long lasting organization, we must generously share value with everyone who contributes to its success.

Our Management

Dario De Santis

CEO & Cofounder

Dario has more than 2 decades of experience managing collaboration and AI products, both software and hardware.

In 2021, he cofounded Tweelin Inc. with the goal of helping hybrid workers achieve better focus and work-life balance by reducing the amount of calendar meetings.

Prior to Tweelin, Dario spent 7 years at Cisco Webex in Product Management roles, spanning from leading the Strategic Integrations product team, to building intelligent collaboration devices and wearables, featuring Artificial Intelligence and IoT capabilities.

Previously, Dario worked at Covisint (now part of OpenText) as the Product Manager of their IoT Cloud platform from ideation to market, and led both Product and Engineering teams at noHold (2015 Gartner Cool Vendor), a pioneer in offering NLP-based Virtual Assistants for Customer Service.

He has a BS and MS in Computer Science and Management from University of Bologna, along with an MBA from SDA Bocconi School of Management where he specialized in strategy and innovation.

Youna Choi

Head of Design

Youna is a multidisciplinary designer passionate about crafting meaningful user experiences through a human-centered approach. With a background spanning design thinking, interaction design, product strategy, she thrives on solving complex problems at the intersection of business, technology, and design.

Over the past decade, Youna has led innovative design projects and teams across both B2B and consumer spaces, working with Fortune 500 companies such as Cisco, Workday, and Zillow. She applies research-driven insights to create thoughtful, scalable solutions that drive real impact. Known for her collaborative mindset, she partners closely with cross-functional teams and is committed to continuous learning and organizational growth.

Youna holds a Master of Design from the IIT Institute of Design and is passionate about bridging user needs and business goals through strategic, human-centered design.

Youna Choi

Head of Design

Emmanuel Thioux

Chief Architect

Emmanuel is a seasoned technology executive and hands-on engineering leader with deep expertise in systems programming, cybersecurity, and cloud-native platforms. With over two decades of experience spanning early-stage startups and large-scale enterprises, he has consistently driven innovation at the intersection of infrastructure, security, and scalability.

Thioux began his career in low-level systems development—writing kernel drivers, analyzing malware, and reverse engineering complex threats—before transitioning into cloud and SaaS architecture. His ability to evolve with the industry has made him a key driver of transformation initiatives, including decomposing monoliths into microservices, implementing cost-efficient and secure cloud strategies, and mentoring engineering teams across multiple domains.

Emmanuel has held senior technical roles at FireEye, Centrify, CyberCube, and other forward-thinking companies. He is the author of multiple U.S. patents in advanced threat detection and has published technical papers and blog posts on topics ranging from OS internals to cloud service design.

Thioux combines deep technical expertise with a broad architectural perspective, bringing valuable insight to complex engineering challenges and long-term technology strategy.

John De Santis

Board Director

John is the current chairman of ISACA. He is a former company builder, chairman and CEO of multiple enterprises with experience in the software, networking and information security domains. 

He has more than 40 years of international and US-based experience at venture-backed technology start-ups and large global public companies in the telecom and IT fields. 

John currently serves on the boards of directors in a fiduciary capacity for organizations active in cybersecurity and artificial intelligence spaces, including Paladin Cloud, Cequence Security and ValiMail, leading innovators cybersecurity, and NoHold and Tweelin, early-stage innovators in the application of artificial intelligence.

De Santis holds a bachelor’s degree (concentration: Philosophy and Mathematics) from Fairfield University, and is a dual citizen of Italy and the United States maintaining homes in both countries. In addition to his work experience in the United States, he lived and worked in Europe and the United Kingdom for over 20 years.

John De Santis

Board Director

Will Lohr

Account Executive

Will is a seasoned business leader with a diverse background spanning healthcare technology, SaaS, consumer goods, and international retail. He combines entrepreneurial vision with operational discipline. His passion is navigating complex markets to scale new ventures, and drive commercial success.

He is a previous founder of a workforce technology platform focused on data-driven SaaS solutions. Will has over 10 years of Sales experience leading enterprise wide solutions to exceed growth expectations at multiple organizations, including startups seeking international expansion and blue chip organizations such as Anheuser-Busch Inbev.

He holds an MBA from Babson College, dual concentrations in Entrepreneurship and Global Strategic Management, and a BS in Agricultural Business from California Polytechnic State University, San Luis Obispo.