Enterprise Sales Representative

SkyBound; Southampton; Remote; GBP 70,000 - 90,000; Full time

Benefits offered by this job

23 days annual leave

Enhanced employer pension contribution

Industry relevant training

Flexible and casual working

Health and wellbeing support

Employee Assistance Programme

EV charging points

Development opportunities

Salary sacrifice benefits

Group Life assurance

Casual dress and sick pay

Job summary

SkyBound in Southampton is seeking a driven sales professional to join the Business Development team. You will own opportunities from qualification to signature, shaping commercial propositions and steering deals through procurement and legal to delivery.

You’ll build relationships with senior leaders across Rail, critical national infrastructure, utilities and public safety, manage multi-stakeholder buying cycles, and win contracts on terms that protect margin while delivering customer value.

Qualifications

• Proven track record closing high-value enterprise contracts in B2B tech or services.
• Experience running long, complex sales cycles with multiple stakeholders.
• Strong skills in pricing, terms and SLAs negotiations.
• Comfort presenting to C-suite and executive boards.
• Willingness to travel to client sites across the UK and hold a UK driving licence.

Responsibilities

• Own annual target for new enterprise contract value from qualification to signature.
• Lead commercial negotiations and build compelling commercial proposals.
• Map buying groups and align stakeholders across functions.
• Ensure deals protect margin while delivering customer value.
• Hand over won accounts to account management with clear handover.

Skills

Closing deals

Multi-stakeholder sales

Contract negotiations

C-suite engagement

UK travel

Job description

Location:

Southampton | Remote first, with occasional travel to the office

Salary:

£70,000 basic, up to £90,000 OTE

Right to work:

You’ll need the right to work in the UK for this role. If you have questions about sponsorship, get in touch before applying.

About SkyBound

SkyBound delivers automated drone operations for critical national infrastructure, providing real-time aerial intelligence to support safety, security and faster decision-making.

We combine software, AI and remote operations, with systems managed from our Southampton-based 24/7 control centre and deployed across the UK in some of the most complex airspaces to enable rapid response and continuous site awareness.

As we continue to scale, we’re looking for a driven Sales professional to join the team and help shape the future of autonomous operations.

The role

Our Business Development team creates and qualifies opportunities across every sector we work in. You pick things up from there - taking ownership from qualification right through to signature, shaping the commercial proposition, building the business case with the customer, leading negotiations, and steering the deal through procurement and legal to get it over the line.

Once a contract's signed, you hand the customer over to our Commercial Account Managers, who take the relationship forward from there. Your job is to win the deal on the right terms.

You’ll be selling to senior operational, commercial and procurement leaders across Rail, Critical National Infrastructure, Utilities, Aviation, Defence, Highways, Ports and Public Safety - and likely beyond. These are organisations with long, multi-stakeholder buying cycles and formal procurement processes, so you’ll need the patience and discipline to manage that properly.

Success here looks like new contract value closed, win rate, deal velocity, and the quality of the terms you secure - pricing, payment terms, contract length and risk position all count.

What you’ll be doing

• Owning an annual target for new enterprise contract value, with support from the CRO
• Taking ownership of qualified opportunities from Business Development and running a disciplined deal process through to signature
• Mapping buying groups and building consensus across operational, commercial, procurement, legal and executive stakeholders
• Building commercial proposals and business cases that quantify the operational, safety and cost outcomes customers actually care about
• Structuring deals - pricing, contract length, payment terms and SLAs - in a way that protects margin and fits our risk appetite
• Leading commercial negotiations and demonstrations with senior decision makers and procurement teams
• Leading tender and framework responses alongside the Solutions team
• Working with Project Managers, Operations and leadership to make sure what you sell can actually be delivered
• Keeping an accurate pipeline and forecast in the CRM, with clear close plans for every opportunity
• Handing over closed accounts cleanly to Commercial Account Management
• Feeding market, pricing and competitor insight back to Product and leadership

About you

You’re a commercial closer who enjoys complex, high-value deals and knows how to get them over the line on terms that work for both sides. You understand how large, regulated organisations actually buy technology, and you can steer a deal through procurement, legal and executive sign-off without losing momentum or margin along the way. You’re comfortable with commercial contracts - you can read a proposal and spot the risk hiding in a liability or SLA clause, then negotiate a fix without derailing the conversation. You’re motivated by targets and genuinely comfortable being accountable for a number, and you’ll enjoy the autonomy and influence that comes with helping shape how a scale‑up grows.

What you’ll need

• A proven track record closing high-value new enterprise contracts in B2B technology, SaaS or technology-enabled services
• Consistent achievement against a new-business target
• Experience running long, complex sales cycles with multiple stakeholders and formal procurement
• Strong commercial negotiation skills across pricing, payment terms and SLAs
• Working knowledge of commercial contracts - MSAs, SaaS and licensing agreements, NDAs
• Confidence presenting proposals and business cases to C-suite and executive boards
• Disciplined pipeline management and accurate forecasting
• A full UK driving licence and willingness to travel to client sites across the UK

Nice to have

• Experience selling into Rail, Critical National Infrastructure, Utilities, Aviation, Defence, Highways, Ports or Public Safety
• Experience of public sector procurement, frameworks and formal tenders
• Experience selling drones, AI, IoT, remote monitoring or industrial technology
• Experience in a scale-up where you helped shape the sales process yourself

What can we offer you?

Alongside the opportunity to work with cutting edge technology and a great team, we offer:

• 23 days annual leave plus public holidays
• Enhanced employer pension contribution
• Industry relevant training and development
• Flexible and casual working environment
• Health and wellbeing support
• 24/7 Employee Assistance Programme
• EV charging points at the office
• Internal and external development opportunities
• Access to a range of salary sacrifice benefits
• Group Life assurance
• Casual dress and company sick pay

You’ll also be joining at a genuinely exciting point for the business - working on technology that saves lives and helps the move toward more environmentally friendly operations, with real room to build your own team as things grow.