VP Sales

Sideways 6

London | Full-Time

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The Company

Better companies, happier people. Sideways 6 exists to build better businesses through employee ideas. We believe that great ideas can come from anywhere and that giving employees a voice is the secret to business success. Our integrated approach removes the barriers to innovation, ensuring that more ideas are shared, and the best ones are brought to life faster. Across our client base of 3 million employees, Sideways 6 has been responsible for £millions in cost savings and revenue increases as well as hundreds of stories of better ways of working and increased employee engagement.

We're a fast growing Enterprise Software-as-a-Service (SaaS) scale-up with significant ARR and logos and backed by some incredible angel investors. We have huge ambitions that rely on growing a profitable base of long-term enterprise clients – and that’s where you come in.

The Role

Based in our new Shoreditch office, you’ll take over from the CEO and Interim Head of Sales in owning Sales at Sideways 6. As a true commercial partner to the CEO, you’ll influence overall company strategy and build on our fantastic existing client base by building a winning go-to-market strategy, enterprise sales process and sales team. ‘The number’ is your responsibility – and that should excite you.

With your team of Sales Development Representatives and Account Executives (currently 6), you’ll be responsible for creating and closing opportunities at large corporates around the world, as well as working with the CEO and Customer Success team on upsell and renewal strategies to grow revenues from existing clients. You’ll be responsible for working with the marketing and product team to put the structure, strategy and collateral in place to supercharge new client acquisition. You will also be able to leverage our strategic relationships with Facebook and Microsoft together with other partners to achieve this goal.

You’ll also be responsible for structuring, hiring and leading the growing team and will be responsible for training, coaching and managing them to consistently meet or beat expectations to ensure that they’re fulfilled, well-compensated and improving and moving forwards in their careers.

With a limited budget and big plans, you'll be tasked with structuring the processes and ways of working in the sales team to take advantage of the unique opportunity ahead of us. You'll be able to make your stamp on the department and help write the story of what could be one of the London startup scene's key success stories over the coming years.


  • Own the sales process, bookings and ARR growth at Sideways 6
  • Structure, recruit and lead a growing team (currently 6) of Sales professionals to sell to profitable enterprise accounts. Including general strategy, territories, comp plans, performance tracking and management, budgeting, forecasting etc
  • Structure and iterate on the sales, renewal and upsell process. Including pipeline management, customer experience mapping, collateral, proposals, contracts etc. and influence on pricing, positioning and general GTM strategy
  • Coach the sales team on deals, offer training to help build their skills. Assist on deals including attending meetings, putting together collateral where necessary
  • Manage key customer relationships and participate in helping AEs close strategic opportunities.
  • Be the face of the company at key partner and new client events.
  • Become known as an employer of choice and a sales force that top sales people want to join
  • Define and coordinate sales training programs that enable staff to achieve their potential and support company sales objectives
  • Manage customer expectations and contribute to a high level of customer satisfaction
  • Help to integrate customer insight and understanding into our marketing messaging and materials.
  • Work closely with the marketing function to establish successful support, channel and partner programs


  • Experience leading an enterprise software sales team selling at similar level to Sideways 6 (ACV, contract length etc) and hitting/exceeding targets
  • 5+ years sales experience with significant sales leadership experience
  • Proactive, confident and entrepreneurial self-starter
  • Successful experience building a go-to-market strategy and team to successfully execute on the strategy and plan
  • Proven experience building a sales environment that attracts and retains top sales talent
  • Successful experience closing 6 figure SaaS deals and helping their direct reports to do the same.
  • Experience leading 5+ sales teams with a mix of inbound and outbound leads