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Wout Hollestelle has held multiple roles in different companies over the years. Wout started their career at Nederlandse Ski Vereniging as an Athlete (Snowboard) from September 2015 to May 2019. In December 2019, they joined 5miles as a Growth Marketing Intern, and from March 2020 to March 2021, they worked as a Working Student at the same company. From September 2020 to February 2021, Wout worked at CBRE as a Finance Associate. In June 2021, they joined Pieter Pot as a Financial Analyst and contributed to raising €9M series A with ETF Partners. Currently, they are also working at 5miles as a Business Development Representative and a Content Developer for MS Power Platform since March 2021 and January 2022, respectively. Additionally, in October 2019, Wout co-founded Guidify.app.

Wout Hollestelle's education history includes the following:

- From 2018 to 2021, they attended MCI | The Entrepreneurial Schoolâ„¢ where they obtained a Bachelor of Business Administration & Management degree.

- In 2017 and 2018, they pursued the International Baccalaureate program, focusing on English Language & Literature at an unspecified institution.

- Between 2015 and 2018, they attended Oberschulzentrum Mals "Claudia von Medici" in Süd-Tirol, Italy, where they successfully completed their High School Diploma, known as Abschlussprüfung or Diploma di maturita.

- From 2012 to 2015, they studied at the Prague British International School, completing the IGCSE Diploma.

- Their primary school education took place from 2001 to 2012 at Nord Anglia Education.

Additionally, Wout Hollestelle has obtained several additional certifications, including:

- Business Analytics from Growth Tribe, achieved in November 2022.

- Duke of Edinburgh's International Award - Bronze from The Duke of Edinburgh's International Award Foundation, obtained in 2015.

- Duke of Edinburgh's International Award - Silver from The Duke of Edinburgh's International Award Czech Republic, obtained in 2015.