vision

We superpower all employees to self-manage and succeed

About tough day

When employees get the right support at the right moment, everything changes

Tough Day is your Employee Success Platform, purpose-built to advance human agency and capability at work. Our AI Workplace Advisor, Tuffy, gives every employee access to confidential, expert guidance and emotional-behavioral support whenever they need it.

The result? Employees who are more capable, self-reliant, and high-performing. Managers who can focus on strategic work. And, organizations that can effectively support and develop their people at scale. 

Our Values

Our values guide how we build, how we work, and how we show up for our customers and each other.

Trust

We build the most trusted products and relationships. We show up authentically, create psychological safety, and earn trust through every interaction with our customers, partners, and team.

Agency

Everyone at every level takes initiative, spots problems, proposes solutions, and owns the execution and outcomes. We take smart risks and decide expeditiously. We’re energized by meaningful work.

Collaboration

We're better together, with our customers, partners, and team. We build on each other's ideas and strengths, and work thoughtfully to reduce friction.

Resilience

We bounce back from setbacks, stay calm under pressure, and adapt quickly when things change. We help others recover and grow.

Innovation

We pursue ambitious possibilities with wild curiosity. We dig deep to understand what works, what doesn’t, and why — then we act on what we learn to create unprecedented value.

Meet Our Team

We are a lean and mighty team creating the future of work with AI. Headquartered in NYC, with teammates working globally, we show up for each other, ask tough questions, tackle audacious challenges together, take smart risks, and adapt as we grow. When work gets tough, we get working.

Katherine “KVJ” von Jan
Co-Founder and CEO

KVJ is the co-founder and CEO of Tough Day. A pioneer in the future of work and a tech industry insider, she previously led innovation and incubation as Chief Strategy Officer at Salesforce. KVJ is a fearless advocate for a human-positive approach to building employee experience, trust, and success with emerging technology. Her views have been featured in media including CNBC, Forbes, Fortune, Wall Street Journal, and Wired Magazine.

Alberto Escarlate
Co-Founder and CTO

Alberto is the co-founder and CTO of Tough Day. He is a serial entrepreneur and technology leader who has founded and scaled several startups, including Sojo Studios, a social good-focused gaming company acquired by Zynga. As co-lead of Cornell Tech’s Startup Studio, Alberto also coaches the next generation of founders as they launch their own startups.

Jill Unikel
Chief Work Officer

Jill is the Chief Work Officer at Tough Day, responsible for accelerating customer outcomes, scaling adoption, and designing the ideal employee experience enabled by our AI. Prior to Tough Day, she was SVP, Employee Engagement, Communications, and Employer Brand at Salesforce, head of product management at a startup, and a marketing leader at Robert Half in the US & APAC. Jill is also Board President of Dress for Success San Francisco & San Jose.

Annie Sherer
Success Manager

Annie is the Success Manager and leads communications at Tough Day. With a degree in sociology from Cal Poly and a Master’s in UX Research and Design, she combines analytical insight with creative problem-solving in her approach to project management and stakeholder success. Previously, Annie contributed to the growth of innovative startups like Yokyworks and Futurity Systems.

Spencer Chapman
Customer Advocate

Spencer is the Customer Advocate at Tough Day, where he aligns customer perspectives with company goals to foster continuous improvement and meaningful relationships. His bachelor's degree in Business, Economics, and Society from Colorado College provides a unique lens for understanding diverse customer needs and bridging business strategy with real-world human impact.

Jaikar Sakhamuri
Lead AI Engineer

Jaikar is the Lead AI Engineer at Tough Day, where he builds and scales generative AI systems to support employees in real time. With experience as CTO at Fourpillars AI and senior roles at Metropolis and MoEngage, he brings deep expertise in LLMs, NLP, and AI product development, blending technical depth with a founder’s mindset.

Oliver Stubel
UI & UX Lead

Oliver is the UX Designer at Tough Day, bringing over 30 years of creative experience across digital products, mobile interfaces, and interactive design. He’s worked with top luxury brands, delivering award-winning solutions that blend user needs with innovative design. Known for his hands-on approach and dedication to team success, Oliver crafts intuitive experiences that go beyond expectations.