Jan Cifra

Jan Cifra

Operator · Strategist · Investor

Operator, strategist, and investor. I work with founders and boards on the hard problems — strategy, leadership transitions, growth, and building things that last.

About

I work with founders, boards, and investors who need senior operational and strategic experience — not just advice. I take on executive roles, board seats, and advisory mandates across Central Europe, typically in technology and digital businesses at inflection points.

Earlier I spent six years scaling a web hosting group from a single brand to a multi-country operation, before moving into e-commerce as CEO of Dedoles. I hold an MBA from Vlerick Business School and completed the Executive Program in Strategy and Organization at Stanford GSB. I'm a board member of SAPIE, the Slovak alliance for innovation and the startup ecosystem.

Based in Bratislava. I work in Slovak, English, German, and Czech.

Investments

Alongside operational and strategic work, I invest in early-stage and growth-stage companies — primarily in technology, SaaS, and digital infrastructure. I look for founders who are building in sectors I know well and who want more than capital: a hands-on partner who has run a P&L, shaped strategy, and sat on both sides of the table.

Services

I work with founders, boards, and investors who need senior strategic and operational experience — not just advice.

Board Member
Independent board representation for tech and digital companies. I bring operational depth, a founder's perspective, and a direct challenge to strategic assumptions.
Interim Management
Stepping in as interim CEO or senior executive when organisations need proven leadership during transitions, restructuring, or rapid scaling.
Turnaround & Recovery
Hands-on support when a business has lost its footing — financial distress, operational breakdown, or leadership gaps. Focused on stabilisation first, then getting back on track.
Executive Coaching
One-on-one coaching for founders and senior leaders navigating growth, organisational complexity, or personal inflection points in their careers.
M&A Advisory
Operational and strategic support through acquisitions, mergers, and exits — from due diligence and integration planning to post-deal execution.
Business Consulting
Strategic and commercial consulting for digital businesses. From market entry and growth strategy to organisational design and performance improvement.

Experience

20 years across software, cloud services, e-commerce, and consulting — from service desk to CEO. Currently leading Dedoles and serving on the boards of Vacuumlabs and SAPIE.

View full experience →

Contact

Feel free to reach out for collaborations, opportunities, or just to say hello.

Connect on LinkedIn →