Andy Bailey in

Andy Bailey

Captain · DISC type DS
Product Director & General Manager at Dataswitcher
📍 Hereford, England, United Kingdom

Andy Bailey is a Product Director and General Manager at Dataswitcher with a 26-year career in accountancy and FinTech. He specializes in translating concepts into tangible software outcomes, leveraging his expertise in agile practices and accounting systems. Colleagues describe him as professional, knowledgeable, and an excellent partner.

Outside of work, Andy is a dedicated father to his teenage children. He is also committed to community service, actively fundraising for St Michaels Hospice in Hereford by undertaking significant personal challenges to support their palliative and end-of-life care mission.

In October 2026, Andy will be walking along the Great Wall of China to raise money for charity.

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Current Role
Product Director & General Manager
Location
Hereford, England, United Kingdom
Personality Overview

How Andy shows up

Dynamic But Sincere
Planner & Achiever
Consummate Professional

They might take some time to make their mind up but once they do, they don't change it easily. They exhibit a rare combination of being result-oriented but patient at the same time. They are very professional in their approach and can weigh multiple perspectives together.

Priorities

Topics Andy cares about

FinTech Innovation
His career is dedicated to FinTech, and he recently authored articles on using AI in tax preparation and accounting technology.
Data Migration
He leads Dataswitcher, a leading data conversion platform for accounting software, and frequently attends industry events like Accountex to connect with customers.
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Career

Work history

6-2021
Product Director & General Manager
Dataswitcher
2-2019 - 5-2021
Lead Product Manager
WorldFirst
3-2018 - 2-2019
Lead Business Analyst
allpay Limited
12-2016 - 3-2018
Founder & CEO
Octopus Blue
5-2016 - 12-2016
Head of Product and Commercial Manager
My Digital Accounts
In the press

Media appearances

Andy Bailey is at Accountex Manchester today – come and say hi and learn more. Featured in Facebook
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Education
2018 - 2018
MoP (Management of Portfolios)
QA
2008 - 2008
CSPO (Certified Scrum Prodcut Owner)
Agile Bear
2001 - 2002
ATT (Association of Taxation Technicians)
Financial Training Company
Social presence
in
Behavioral profile

DISC profile (public)

D

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

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