Derek Cummins

Derek Cummins

CEO & Co-Founder @ PetExpert by Trupanion

About

Over the past 19 years, I have built a career at the intersection of entrepreneurship, innovation, and leadership, holding senior management and board-level positions across multiple European territories. As a seasoned CEO, I have successfully led multimillion-euro businesses, driving growth and transformation for renowned industry brands such as O2, Dimension Data, and Solera. My work with leading insurers like Allianz, Generali, AXA, and VIG has been defined by a commitment to delivering cutting-edge, imaginative technology solutions that redefine industry standards. In 2017, I embraced my passion for entrepreneurship by co-founding PetExpert, a fully digital pet health insurance provider. As CEO, I combined my expertise in innovation with my deep love for animals to build a multimillion-euro business that expanded across four countries. PetExpert was born out of a vision to revolutionize pet health insurance, leveraging technology to create a seamless, customer-centric experience while advocating for animal health, rights, and welfare. In December 2022, PetExpert Europe was acquired by Trupanion, Inc., the leading pet health insurer in North America—a testament to the innovative approach and success of the business. Today, I continue to lead PetExpert Europe as CEO, championing entrepreneurship and innovation in the pet insurance industry while remaining dedicated to improving the lives of pets and their owners.

Country

Czechia

City

Prague

Industry

Information Technology & Services

Skill

Strategy, Start-ups, Business Development, Outsourcing, Business Strategy, Telecommunications, New Business Development, Sales, Cloud-based, Internet of Things, Managed Services, Mobile Devices, Business Planning, Management Consulting, B2B, Western Europe, P&L Management, Business Transformation, Key Account Management, Acquisition Integration

Experience

PetExpert by Trupanion

CEO & Co-Founder

PetExpert by Trupanion

LinkedIn
2017-7 - Present · 9 yrs 3 mos

Prague, Czechia

Introducing the first purely on-line Pet Insurance in the Czech Republic digitising the entire customer experience from purchase through to claim. An innovative approach to an already globally available product by taking it several steps forwards making it easier for the insurer and the client alike. Disrupting established processes and mindset and revolutionising with technology, open minds and a drive to make it better. Strategically partnered with a leading international bank and insurance company and fully funded, we are growing fast with a global vision, mind and ambition.

Royal Blue - Insurance Driven Ecosystems

Co-Founder and Director

Royal Blue - Insurance Driven Ecosystems

2017-7 - Present · 9 yrs 3 mos

Czech Republic

Royal Blue - Insurance Driven Ecosystems, is our 'innovation as a service' company where we create value driven and fully digitalised products for our insurance clients.

Solera Holdings, LLC.

Area Managing Director

Solera Holdings, LLC.

LinkedIn
2016-7 - 2017-6 · 1 yr

Prague, The Capital, Czech Republic

Responsible for the Central region comprising Czech Rep, Hungary, Poland & Slovakia

Solera Holdings, LLC.

Managing Director - Czech Republic & Slovakia

Solera Holdings, LLC.

LinkedIn
2012-4 - 2017-6 · 5 yrs 3 mos

Czech Republic & Slovakia

Responsible for successfully managing & exceeding business plans for the following Solera Holdings businesses in CZ/SK: Audatex, AUTOonline, IBS Automotive. * completely restructured the CZ & SK business through a combination of a new customer contact strategy, business model & organization * Only country in CEE with an acquired and integrated M&A target with a strong pipeline * Grew the Audatex business by double digits over past three years, including exceeding results in terms of budget, EBITDA & growth

Axelerator a.s.

Non-Executive Director

Axelerator a.s.

2011-8 - 2015-12 · 4 yrs 5 mos

Prague, Czech Republic

Moved into the board as a Non-Executive Director after successful launch of Axelerator a.s. on the market and new CEO appointed.

Axelerator a.s.

Managing Director & Member of the Board of Directors

Axelerator a.s.

2009 - 2011 · 2 yrs

Prague, Czech Republic

* delivered on every aspect of the strategic plan in terms of the incubation stage of the business through to full market launch and trading * integrated the new business including all processes & work flows within the partner law firm * synergies with the law firm created new opportunities & business for both companies Selected achievements * acquired key profitable clients producing multi-million Euro revenues within 18 months * created and drove a technology “disruptor” strategy into a well-established profitable industry * hired new CEO, have been appointed as a Non-Executive Director by the shareholders

Damovo

Managing Director

Damovo

LinkedIn
2008 - 2009 · 1 yr

Prague, The Capital, Czech Republic

* full P&L and business responsibility as a standalone operating company within the ICT services / system integration (IPT / UC) business * responsible for the transformation & restructuring of a poor performing €50m, loss making & ailing business that had lost focus on their core technical competencies * developed new partnerships with telecommunications providers and other channels to jointly deliver solutions into the customer base by way of managed services Selected achievements * reorganised & integrated the operations, sales & marketing departments to focus on the existing customer base (>2,000 corporates, SME’s & public sector) to grow revenue of each client by offering an integrated IT / Telecommunications service * improved & re-engineered all internal processes to ensure renewal of ISO quality & environment certificates (only 3 had been granted in our industry in Czech Republic) * created a new partnership with Microsoft around their Unified Communications offering (OCS) and quickly became their most progressive partner in Czech Republic * back to EBITDA positive within less than a year

Dimension Data

Managing Director

Dimension Data

LinkedIn
2005 - 2008 · 3 yrs

Czech Republic & Slovakia

* corporate start-up: creation and development of a Greenfield business * created and implemented processes, business plan, operational, strategy and sales engagement models working from zero staff, client & revenue base * full P&L and business creation responsibility as a standalone operating company within the IT solutions, services / system integration business for a leading multi-million $ global firm * focused on Network Integration, converged communications, managed services & telepresence Selected achievements * successful M&A: identified a target company for acquisition and was fully responsible for the full M&A cycle up to the integration of acquired business and staff * delivered on the largest single system integration, complete “IP” project in the Czech Republic for Radio Free Europe (a not for profit organization) * passed break-even point two months ahead of planned two years with revenue of $11.6m and strong EBIT with a good services run rate for the future and market share * achieved Cisco Gold partner status within two years

O2 Czech Republic

Senior Director - Transformation & Privatisation

O2 Czech Republic

LinkedIn
2003 - 2005 · 2 yrs

* head hunted back to the Czech Telecom by newly appointed company CEO * responsible for improvement projects: cost reduction & profitable growth enhancement * responsible for driving change in existing departments (operations, IT & sales & marketing) * core member of the privatization team who presented & subsequently assisted in the sale to the new owner Telefonica / o2 Selected achievements * achieved significant benefit through synergies & integration of different departments which created cost efficiencies and enabled top line growth * created and coordinated the “Triple play” strategy for Czech Telecom ensuring partnerships and alliances were in place to deliver new products and services * created synergies between the mobile and fixed line businesses by bundling different types of products and services in line with the convergence strategy * integrated the mobile & fixed line staff to ensure harmony & focus on delivering on objectives for the joint business including product & services

O2 Czech Republic

Executive Director Sales and Marketing

O2 Czech Republic

LinkedIn
2000 - 2003 · 3 yrs

Prague, The Capital, Czech Republic

* head hunted by former boss at Ebone and new CEO of the division * hired as one of four foreign experts to transform the business from old to new world through technology & improved processes * matrix leadership & direction of 150+ local & remote sales & product marketing staff with additional 8 direct reports * responsible for sales, product development, forecasts, turnover & general profitability Selected achievements * successfully created and implemented a $15m+ business case and product portfolio for new IT Data Centre and established the ffirst ever Data Centre in CZ * developed core products e.g. IP / IT solutions, e-Business, B2C, B2B solutions, Broadband, dial up, IPVPN, portal solutions, outsourcing and hosting services * led the introduction of Broadband launch in CZ. This included marketing and sales plans

Telenor

Vice President Sales and Marketing

Telenor

LinkedIn
2003 - 2003

Czech Republic and Slovakia

* responsible for all aspects of commercial activities across Central Europe for Telenor and Nextra; member of senior management team * major transformation & integration of all commercial activities & related processes Selected achievements * re-focused failing sales and marketing teams from under-performance to over achievement (from 45% of target sales in May 2003 to 113% in November 2003) * reduced operating sales & marketing costs by 23% in 6 months whilst increasing revenue * developed business & revenue plan for the company launch of ADSL, SDSL and related IT services for 2004 until 2006

GTS/Ebone

Director, Channel Development - Europe

GTS/Ebone

LinkedIn
1998 - 2000 · 2 yrs

London, United Kingdom, Western Europe

* responsible for the start-up and development of all sales channel activities including partnerships and alliances with responsibility for a $150m budget * created business plans to support major market growth & product development with strategic partners across Western Europe * managed internal channel sales & marketing across 12 Western European countries together with the country GMs, provided leadership and direction to 12 direct reports and a matrix team of 600 sales and product marketing people * lead a “one team” approach to ensure each business unit bought into the shift from voice to internet services Selected achievements * rewarded as a member of the Presidents Club and selected for the retention programme

Derek Cummins's Contact Information

Email

******@***.com

Phone

(**) *** ****

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