◇ 01 · 2023–2025
Property Workflow & Keyflo
A modular workflow architecture and consumer portal that transformed a 13-year-old CRM—bypassing severe legacy tech debt to unlock new transactional revenue.
▮ Currently — Head of Product Design, Alto Software Group
Executive Product Design Leader & Systems Architect. I turn deeply entrenched legacy products into modern, transaction-monetised workflows.
Discipline
Product Design · Product Management
Expertise & Sectors
B2B SaaS · CRM Systems · Platforms · Real-estate
Based
Broadstairs, Kent

SHEET 02 · Assembly drawings
◇ 01 · 2023–2025
A modular workflow architecture and consumer portal that transformed a 13-year-old CRM—bypassing severe legacy tech debt to unlock new transactional revenue.
◇ 02 · 2022
Bypassed costly custom build via strategic ThoughtSpot integration. Founded a customer Software Advisory Board to co-create the data and dashboards that matter most.
◇ 03 · 2024
AI UX framework
UX architecture to introduce agentic AI automation to estate agents – able to facilitate control and human in the loop for 1st and 3rd party modules.
◇ 04 · 2026
to replace a SaaS
When Evernote announced a 90% increase in subscription costs, I decided to spend £20 of my Lovable credits to import my data into an existing personal app and re-create the basic functionality I use Evernote for.
SHEET 03 · Load-bearing capabilities
To comply with NDA and confidentiality agreements, some project details, names, and exact metrics have been anonymized or modified.
◇ 2023 — June 2026
Commercial & Operational Velocity
I anchor design strategy in commercial outcomes, navigating legacy tech debt and functional gaps to unlock net-new revenue streams and transaction-monetised workflows.
◇ 2021 — 2022
Strategic Alignment & Influence
I build cross-functional consensus at the executive level, championing high-impact product overhauls and embedding customer co-creation loops directly into governance.
◇ 2024 — ongoing
Human-in-the-Loop AI Strategy
I design for trust, system transparency, and user control — ensuring agentic AI reduces cognitive friction and handles enterprise edge cases without losing user confidence.
◇ 2017 — present · 7 yrs management
Organizational Scale & Management
7 years of management experience building elite product teams from initial foundation up to 16 cross-functional contributors, substituting industry burnout with continuous delivery.
SHEET 04 · Elevation timeline
PE-backed business. Focused on platform modernization and commercial delivery.
Focused on scaling the design team and operational delivery.
◯ Passphrase required
For access, email hello@benhollinsworth.com.
SHEET 05 · Off-duty schematic
FIG.01Aviation Heritage
Volunteer at a local historic airfield, handling ground operations and strapping passengers into restored WWII biplanes.
— Ground ops · Historic airfield
FIG.02High-Intensity Training
Active CrossFit participant, constantly benchmarking performance and practicing complex, high-skill movements.
— CrossFit · Benchmarked
FIG.03Family
Grounded by a busy home life in Kent as a husband and father to two young children.
— Broadstairs, Kent