SkyBound
Enterprise Sales Representative
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Enterprise Sales Representative
Reports to: Chief Revenue Officer
Location: Southampton | Remote first, with occasional travel to the office, typically 1 to 2 days per month.
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 center 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 organizations 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.
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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 organizations 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
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- 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 license 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 We Offer
Alongside the opportunity to work with cutting-edge technology and a great team, we offer:
- £70,000 (£90,000 OTE)
- 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.
How to Apply
To apply, click Apply, send across your CV, and complete the screening questions. We review applications on a rolling basis.
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