
Optimising your sales approach through integrated & operationally efficient use of industry recognised methodologies

Fixed Price Offerings
Fixed content training delivering immediate value and impact to your sales team and leadership

Customisable Standard Offerings
Training courses, workshop led training, and standalone workshops based on standard deliverables, customised for your requirements

Custom Consultancy
We discuss your requirements and design a custom solution specifically for you. This can include interim Sales Leadership or a longer term engagement as required

Sales and Sales Leadership Consultancy
We are able to offer a range of consultancy services, from providing interim sales leadership at one end of the scale to auditing your current sales environment and then addressing specific areas of concern. Examples of where we can engage in areas which are typically affecting the performance and efficiency of sales organisations are:
- Current Sales process analysis & optimisation
- Sales Organisation redesign
- Territory redesign
- High performance team acquisition & design
- Performance coaching
- GTM/RTM design
- Skills gap analysis and training programme design
With our flexible approach we can engage on one or many areas of concern, although we will always consider the overall environment, as quite often improving one area simply moves the bottleneck elsewhere if the sales environment is not considered as a whole.
Sales and Sales Leadership Coaching and Training
We can customise our coaching and training to suit just about any sales or sales leadership requirement you have, be it for the Board, an individual team or even an individual contributor.
We have some standard offerings which are outlined below and have been successfully delivered inside Fortune 500 global technology organisations. They include training delivered either face to face or remotely, workshop based training which requires face to face access, and facilitated workshops which again require face to face interaction.
Classroom/Online Training
- Into the Wind Modus Operandi*
- Sales – The Basics
- Sales Leadership – The Basics
- Revisiting the fundamentals
- Mental resiliency for sales professionals
- Priority management for sales professionals
Workshop Based Training
- Agile Selling Methodology*
- MEDDPICC & The 3 Whys
Facilitated Workshops
- Closed loop sales process
- Efficient and effective QBRs
- Structured Territory planning
- Structured Account Planning
1:1 Coaching
- Sales Coaching – corporate or private
- Sales Leadership Coaching – corporate or private
*proprietary content developed by Into The Wind and utilized within Fortune 500 companies


We are focussed on people
You can put all the right policies and processes, but without the right people you will never achieve your potential.
We are passionate about identifying and coaching sales talent as well as ensuring sales excellence, and our goal is to enable your organisation to achieve the same.
Whilst the IT market and therefore the sales delivery models aligned to it are constantly changing, having the right talent in place and progressing those individuals will ensure success for your business.
Identifying, attracting and hiring that talent is a skill in itself, especially when considering “early career”, graduate or inexperienced hires, yet from experience that is exactly the right place to identify your future talent.
By having flexible, adaptable and determined people within your team you will be able to make necessary design and operational changes within your business without having a detrimental impact to results in the short term, enabling significantly better results in the medium to long terms.
Further, by nurturing and developing that talent you will drastically reduce your unplanned attrition, and create a pipeline of future leaders within your business.

“Gary was the leader of the HP Sales School which I attended as I was making my transition from a technical to a sales role. The course content and delivery of sales school provided me with an extensive set of skills which I needed to be successful in this transition, as well as providing an excellent foundation for my sales career as I continued to progress.”
Michael Chalmers, CEO Mesh-AI

“Gary is an exceptional sales leader who has a proven track record in firstly supporting his team, then the business and ultimately the customer. Gary’s approach is all about “adding differentiated value”, focused on providing shared leadership and guidance across his team, predicated on growing his business, supporting the team to overachieve, and deliver inestimable value to the customer. I worked for Gary at HPE across two roles within Public Sector. Gary’s ability to match customers’ business, technology, operations and finance challenges to business outcomes is second to none. Gary has a talent to guide and grow his team to deliver their best. Always there to challenge the status quo, shape the individuals, and provide a new lens on the world, which all leads to a happy and enjoyable place to work.”
Matt Davies, Strategic Client Director, Dell Technologies

“I worked for Gary for three years and would honestly say he is one of the best leaders I’ve ever worked for. Gary is the very definition of ‘lead from the front’, he makes you feel like you’re in it together and gives confidence to make bold decisions. He celebrated small wins as well as big wins and everyone always felt they had their own role to play in driving team success. Gary always drove a clear strategy for the team – other managers even bringing other teams along to share in his vision. His ability to see through the chaos is unmatched and the way he brings everyone along on the journey always meant the team results were far above other teams in the business.”
Laura Nevin, Enterprise Account Director, Cloudflare
Change your tack and sail INTO THE WIND
We are ready to engage and help take your sales organisation to the next level