My training is based on practical experience in software, products, and services over 68 quarters as Vice President of Sales & Pre Sales, and Sales leadership roles in market leading firms - HP, SAP, Oracle. I have doubled, tripled, and grown customers numbers achieving profitable revenue growth in 8 very different leadership roles and can help guide you on your journey. My approach is to teach people "How" to do their role and backing this up with several practical examples. 

Short video introducing my new training business

Tom O’Connor – CEO Version 1

 "At the start of our cloud incubator journey we commissioned Day Five Consulting to advise on how we could optimise our partnership with Oracle, one of our strategic cloud partners. Will has over 30 years experience from working at SAP and Oracle Corporation and has also worked with a number of partners over this period. He appreciates what partners and technology vendors require and helped us align our business offer and frame our thinking"

The Day Five name  was chosen as my training was designed over 100 "Fridays" when I was not working as a Sales Director. My "day job"  as a Sales & Marketing Director was leading a team in the Omni channel and e-commerce market. This gave me a "live" commercial environment to develop the concepts based on todays market conditions.
In November 2018 I transitioned from a front line leadership role to being 100% in the training market bringing 30 + years of tier 1 experience to the market. I have invested over 250  days of time in creating a modern training product based on todays cloud market needs.  My aim is to create a set of sales and management training methods that are deeply rooted in the practical and can be used immediately in the field. 


People Manager
Partner Manager
Advisory Services



Will O'Brien - 07824 409132 


My business is based in Buckinghamshire, 35 minutes from central London, and 20 minutes from Heathrow