Jason Shepherd
Advisor, Coach & Consultant
... for Business, Technology & Life

© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.

Is your business running you instead of the other way around?
You started with big dreams – maybe to have more freedom, to solve problems you care about, or to build something meaningful? Somewhere along the way, you found yourself drowning in admin, juggling a hundred moving parts, and wondering if there's a smarter way to do... well, everything. There absolutely is.As a business and technology coach, with 25 years of corporate and executive experience, I help business owners of all sizes grow revenue, streamline operations, and actually enjoy running your business again. Whether it's boosting your sales process, automating the boring bits, or figuring out which emerging technologies are worth your time...
I've got your back.
© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.
Services
Sales Optimisation
"My sales process is inconsistent and I'm missing opportunities" Let's build you a sales system that actually converts – consistent processes, better lead nurturing, and revenue streams that scale with your expertise.Business Automation
"I'm spending way too much time on repetitive tasks" Time to automate the boring stuff – smart automation that handles routine work so you can focus on growing your business.Operations Streamlining
"My processes are a mess and my team's confused" We'll create systems that actually make sense – clear workflows that make life easier for everyone and help your business run smoothly.Technology Strategy
"Everyone talks about AI and automation, but what's actually useful for my business?" Let's cut through the hype together – practical tech solutions that fit your world, not just the latest shiny objects.Growth Strategy
"I'm working harder but not seeing the growth I want" Time to work smarter, not harder – spot hidden opportunities, optimize what's not working, and redirect energy toward real growth.Cost Optimisation
"I feel like I'm spending money on things that aren't moving the needle" Find those expense leaks and plug them – redirect wasted spending toward investments that actually grow your business.

© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.

Why Work with Me?
I firmly believe that trustworthy relationships, a growth mindset and consistently measured indicators are the keys to success.How am I qualified to help you? Read below. But here's what matters more: I left corporate behind to focus on helping people realise how to make a difference.A health condition in 2021 made me realise that life's too short to spend it only chasing value for invisible shareholders. These days, when I'm not helping businesses, I'm managing and coaching our local soccer club (KVFC), developing our local Men's Shed, supporting the local school, advising non-profits and local businesses, helping people with digital & AI transformation, and working on community renewable energy projects.
I believe that business should serve life – not the other way around.
My experience that I offer to you...
Managed a $135M consulting business as a Lead Account Partner (Executive) for IBM
Spent 25 years in tech (PeopleSoft and Oracle) and management consulting (IBM)
Led global teams of over 275 people
Delivered over 80 projects in business management, digital transformation and automation
Ran Sales team and deals over $1B (including the largest global deal in IBM)
Directed the implementation of the first AI Insurance commercial model for IBM
© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.
Pricing
As every client is different and everyone has different needs, my pricing is set to reflect those requirements. My services are generally charged out as follows:
Package - $1950
6 hours coaching sessions structured to your needs
2 hours research support
... and an emergency pep talk before a big pitch or meeting
One-off hourly rates start at:
$350/hr - business and executive coaching
$250/hr - technical advisor and consulting
Let me tailor a package based around a solution specifically for you.

© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.
Can we talk about your business?
Drop me a line below or email me
© Jason Shepherd Coaching - shepherdingsuccess.com - All rights reserved.
Want to Talk Technical?
If you want to embrace better business automation, I also run Agincy.aiWe implement AI and automation solutions that genuinely transform how you operate. Think of it as a next step to really scale up your efficiency.