Dale Shephard
Founder & CRO, TrinityHawkDale Shephard — Founder & CRO, TrinityHawk
Dale has spent his career inside complex B2B sales, from enterprise software to the Workday services ecosystem, where as a Client Director he managed a portfolio of UKI customers and led the first post-acquisition sales of Workday Strategic Sourcing (formerly Scout). He has since built commercial functions from zero — including a Workday integration partner that generated £1.5m in its first 12 months with no prior sales capability.
Today he runs TrinityHawk as the embedded commercial engine for high-growth businesses, and is a regular conference speaker on founder-led sales (most recently at Tonik Startup Day).
Writing
The AI SDR Deliverability Collapse: Why Your Startup Needs a Revenue Architect, Not Another Tool
47% of AI SDR deployments are collapsing within 90 days due to domain destruction. Discover why the 'Toolbox Overload' is failing B2B SaaS and how to build a sustainable, hybrid GTM architecture.
Read article8 June 2026The Over-Informed Buyer Paradox: Why More Data is Stalling Mid-2026 B2B SaaS Sales
Why are B2B SaaS sales stalling when buyers have more information than ever? Discover how the Over-Informed Buyer Paradox is changing mid-2026 GTM strategy and why fractional sales leadership is the antidote.
Read article24 May 2026The 5 legal mistakes quietly destroying your agency's margins
You don't need a law degree. You need to stop making these five completely avoidable errors.
Read article20 May 2026Why Founder-Led Sales Always Stalls (and What to Do About It)
Every founder can sell. The problem is they can only sell when they're in the room. Here's why that creates a ceiling — and how to break through it.
Read article