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Head of Sales

London | Remote - Based

  • Organization: UpSkill Digital
  • Location: Remote | London | Remote - Based
  • Grade: Senior
  • Occupational Groups:
    • Managerial positions
    • Sales and Marketing
    • Sustainable Business Development
  • Closing Date: 2022-08-26

About UpSkill Digital

UpSkill Digital is a leading organisation in the world of Digital Education and Inclusion. Since 2015 we’ve built some of the world's largest award-winning digital skills, talent and inclusion programmes empowering over 600,000 people globally partnering with the likes of Google, Walmart and TikTok.

We are passionate about pushing the boundaries of digital learning, and as an evangelical advocate for diversity and inclusion within the workplace, he supports companies to create equitable career pathways to boost progression and develop relevant skills for the future workplace.

As a company we have big plans, to continue our expansion and growth in the UK, and roll out our programs targeting the US, Europe and Asia-Pacific and Subsaharan Africa markets. We’ve just had our biggest year of growth and we want to build an iconic company recognised for its innovative approach to delivering scalable learning.

Working at UpSkill

Working at UpSkill is more than ‘just another job’, it’s a chance to build something that matters with a team that truly cares. You’ll get the freedom, tools and support to bring your best self to work and make an impact where it matters most.

We offer you an abundance of benefits and initiatives that actually matter such as:

  • Access to annual learning grants so you can take control of your learning and development journey.

  • Personal development plans and quarterly appraisal cycles to ensure that you are constantly growing with us

  • Unlimited paid holiday

  • Agile working environment - we aren't worried about where you work from as long as you get what you need to get done.

  • Competitive company-wide objective-based bonus and outbound commission structure

  • Access to our internal well-being committee and initiatives

  • Cycle Scheme and Tech Scheme

  • Well-being initiatives and a jam-packed social schedule for the chance to build real, meaningful relationships.

  • Strong tech set up, whether you are working from home or decide to visit our London office!

So, if you're looking for a change and you're ready for a challenge, then get in touch!

About the Challenge

We are looking for an exceptional Head of Sales with a successful track record of building and executing go-to-market strategies to achieve our ambitious growth agenda. You relish the task of taking on the bigger competitors, and establishing robust relationships with Multinational Corporations. You’ll need to be highly capable of understanding the best ways in which to sell our experience-, service- and platform-based propositions, as well as knowing how to successfully close extremely large deals.

We need someone who has been highly successful in delivering their personal targets, with exceptional sales leadership experience. This person will have extensive experience in managing key client relationships, closing strategic, multi-year opportunities across multiple territories worldwide, and be able to take an insight-led approach to building the capability of the teams in both their direct control and indirect influence.

You have a proven track record of success, a strong network, can rise to the challenge and love to succeed. You will be responsible for building a high-performance sales culture and have 7+ years experience selling complex B2B learning & development solutions, social impact programs or learning consultancy services to Enterprises and Multinational Corporations.

*It'd be a bonus if you also:

  • Have experience in engaging senior decision makers in the Learning & Development / Training industry at large or mid-sized businesses

  • Have exceptional relationship management skills with a consultative sales style

  • Are comfortable acting as a peer to senior stakeholders (e.g. Director level HR professionals)

  • Have experience selling large-scale, multinational Inclusion programs

  • Have experience selling Data and Digital Transformation programs

  • Have a proven track record of securing business from large organisations with a prolonged sales cycle and worked with CRM systems

What's the job exactly? Main duties will include: 

  • Planning and executing sales strategies that drive new business and new logos into the organisation

  • Establishing and implementing effective go-to-market strategies across all UpSkill products (Inclusion, Product UpSkilling, Tech Talent, Social Impact)

  • Build and execute persona-led marketing campaigns, and develop and deliver hyper-personalised sales sequences through our CRM platform

  • Grown and manage our SDR team to ensure that you have a high-performing outbound function and rolling pipeline coverage through your own prospecting and team successes

  • Serve as the business owner for the CRM (Hubspot), working in partnership with the Impact and Product Operations teams to drive greater adoption and CRM best practice to enhance business performance and delivery

  • Responsibility for setting, managing and reporting on KPIs for the sales team to help monitor targets. Manage our sales incentive structure

  • Build an manage robust sales forecasting functionality through our CRM, ensuring all teams are trained and enabled to keep data accurate

  • Maximise the use of our lead generation tools (Zoominfo/SoPro etc) to drive the optimal number of leads and ensure the highest MQL conversion possible

  • Define and manage the inbound and outbound marketing budgets (including event sponsorship and PR) to maximise profitability and industry presence

  • Building our brand through relevant social channels and at relevant industry events to maximise lead generation and train onsite teams in consultative selling techniques

  • Selling tailored solutions that address customer challenges and understand their learning plans and projects in the most effective way

  • Act as a player-coach in the sales team, bringing your experience to help create outstanding new business processes and practices

  • Run sales training across the Sales and Impact teams to enable prospect-facing teams to drive high conversions

  • Constantly be looking for ways to improve pipeline velocity, deal conversions, and MQL generation

  • Establish a continuous approach to sales feedback that leverages our CRM to look at daily activity, pipeline development results, conversion rate, and average sales cycle across sales deals.

  • Create customised presentations and pitches as well as cost estimates for clients based on requirements and best practice

  • Produce and automate monthly and quarterly reports to present to the strategic leadership team

Does this sound like you? Then get involved!

We would love to get a feel for your approach and personality so if you feel you would be a great fit, please submit your application. We believe in transparency here at UpSkill so we wanted to share a little more about our recruitment process:

  • You will first be put through an anonymised screening process, where a member of the HR team reviews your application that has any identifiable data hidden

  • Then you will be shortlisted for a first stage 15-minute interview so we can get to know you and understand your motivations to join us

  • You will then be set up for a second stage interview with your potential manager so you have the chance to ask questions and learn a bit more about the team you are joining

  • We will give you a chance to show off your skills through a test specifically designed for the role

  • Finally, you will have a last-stage interview with a team member from another department to ensure that we are not being biased in our approach

UpSkill Digital is committed to creating a diverse and inclusive workforce. We pride ourselves on being an equal opportunity employer.. And for that reason, we take diversity and inclusion seriously in our hiring processes too.

We are committed to building a team that represents a whole host of backgrounds, perspectives and skills and we’re proud to be an Equal Opportunity Employer. We strongly encourage candidates of all different backgrounds and identities to apply.

We do our best to provide you the most accurate info, but closing dates may be wrong on our site. Please check on the recruiting organization's page for the exact info. Candidates are responsible for complying with deadlines and are encouraged to submit applications well ahead.
Before applying, please make sure that you have read the requirements for the position and that you qualify.
Applications from non-qualifying applicants will most likely be discarded by the recruiting manager.

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