Kieran Osborne

Charity Trustee

Entrepreneur

Estate Planning Champion

What I do...

Advice-first estate planning

Too many people are handed a will template when what they need is a proper conversation. I run Squiggle Consult, a national estate planning company that puts clients first. We offer face-to-face advice, ethical free will campaigns, and support for vulnerable clients.

Legal tech, built by estate planners

Through YEPP - Your Estate Planning Partner, I build tools for estate planners who are fed up with clunky systems. Our flagship product, YEPP Instruct, streamlines the instruction-taking process so you can get back to doing your actual job.

Growing businesses, organically

No external investors. No inflated nonsense. Just thoughtful, strategic growth. Whether it’s mentoring new consultants through Squiggle Academy or building new tools for the sector, I’m always thinking long-term.

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Founder of these brands:

Future Vision

What am I focussed on?

Building a new generation of ethical, well-trained estate planners through Squiggle Academy
Expanding YEPP to cover everything from client onboarding to document delivery
Championing transparency, accessibility, and genuine care across the sector

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About Kieran

Who I am and why I care

I’m not a lawyer. I’m not a salesman. I’m someone who believes your legacy deserves better than a free template or a hard sell.

I built Squiggle Consult because people were being underserved. Wills were rushed. LPAs misunderstood. Clients were being pushed into trusts they didn’t need. Now, our team works nationwide, with charities, employers, and individuals—always with the same ethos: proper advice comes first.

I also created YEPP to solve the headaches estate planners face daily. The kind of frustrations only insiders understand. We’re building tools that actually work, because we live the problem every day.

Outside of work? I run Squiggle Academy, mentor new consultants, and speak at conferences about ethical will writing, free campaigns, and what we need to do to raise standards in the industry.

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About YEPP.

YEPP: Built by estate planners, for estate planners

YEPP is a suite of tools to make instruction-taking seamless. Whether you’re a one-person band or a multi-office team, we give you everything you need to capture instructions clearly, stay compliant, and streamline your operations.

YEPP Lite lets consultants take instructions digitally in a client’s home, complete with ID capture and signature collection. Back on WiFi? Tap ‘submit’ and the case flies straight to your team.

YEPP Pro adds integrations, reporting, user permissions, marketing automation, and soon, our own drafting engine. It’s modular, it’s flexible, and it’s built by people who actually do this job.