At a Glance
- Tasks: Lead high-value sales deals and navigate complex negotiations with top executives.
- Company: Join Square, a leader in fintech with a dynamic and inclusive culture.
- Benefits: Enjoy remote work, flexible time off, and comprehensive health benefits.
- Other info: Opportunity to travel and network at industry events while influencing product strategies.
- Why this job: Make an impact by driving strategic partnerships and shaping the future of commerce.
- Qualifications: 8+ years in enterprise sales with a knack for technical integrations and stakeholder management.
The predicted salary is between 70000 - 90000 £ per year.
As an Enterprise Account Executive, you will be the tip of the spear for Square's most strategic, high‑value deals. You’ll navigate multi‑threaded sales cycles with executive stakeholders, handle technical integrations, and align cross‑functional teams. This senior enterprise seller owns the full deal lifecycle—from cold outreach to signed contract—and thrives on complex, high‑value negotiations.
Responsibilities
- Craft and lead a sophisticated, insight‑led sales narrative tailored to client priorities; identify entry points, map stakeholder influence, and build compelling business cases with clear ROI.
- Own the full sales cycle: prospect, discover, negotiate, and close while managing pipeline precision and maintaining momentum.
- Lead technical, complex sales cycles by partnering closely with Solutions Engineering to scope platform requirements and API integrations; translate technical concepts into executive‑friendly language.
- Orchestrate internal alignment across Finance, Legal, Risk, Product, Solutions Engineering, and Account Management to eliminate blockers and maintain unified progress.
- Represent Square at the highest level—C‑suite meetings, industry conferences, and technical working sessions—demonstrating polished executive presence.
- Build and maintain Square’s enterprise network through industry events, trade shows, and networking functions; nurture lasting relationships with senior leaders at leading brands and platform partners.
- Act as a multiplier for the business by channeling customer voice internally to influence product roadmaps and go‑to‑market strategy; leverage AI tools to sharpen research, automate workflows, and increase output.
Qualifications
- 8+ years of enterprise sales experience, closing complex, high‑value deals with end‑to‑end ownership.
- Deep experience in technical sales cycles; fluent conversations around API integrations, custom development, and platform configuration; natural collaboration with Solutions Engineering.
- Proven ability to orchestrate multi‑stakeholder deals both internally and externally, with strong communication, follow‑through, and organizational discipline.
- Executive presence that shines in C‑suite boardrooms, conference stages, and technical discovery calls.
- Experience selling a complex ecosystem of SaaS or fintech products, preferably in payments or commerce.
- Ability to operate independently in a fast‑paced, ambiguous environment without waiting for direction.
- Talent for translating complexity into clarity—simplify technical integration for a CFO or structure ambiguous problems for stakeholders.
- BA/BS degree or equivalent professional experience.
- Willingness to travel ~40% of the time.
Benefits
- Remote work flexibility
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning resources
Block is a proud equal‑opportunity employer. We evaluate all employees and job applicants consistently, based solely on the core competencies required for the role, and without regard to any legally protected class. We are committed to an inclusive interview experience and provide reasonable accommodations to disabled applicants throughout the recruitment process.
Enterprise Account Executive employer: Square
Square is an exceptional employer for the Enterprise Account Executive role, offering a dynamic work culture that fosters innovation and collaboration. With remote work flexibility, comprehensive medical insurance, and modern family planning resources, employees enjoy a supportive environment that prioritises well-being and work-life balance. The company also provides ample opportunities for professional growth, allowing you to thrive in a fast-paced setting while engaging with C-suite executives and leading high-value negotiations.
StudySmarter Expert Advice🤫
We think this is how you could land Enterprise Account Executive
✨Tip Number 1
Network like a pro! Attend industry events and trade shows to meet potential clients and partners. Remember, building relationships is key in enterprise sales, so don’t be shy—get out there and connect!
✨Tip Number 2
Master your pitch! Tailor your sales narrative to highlight how our solutions can solve specific client challenges. Practice makes perfect, so rehearse until you can deliver it smoothly and confidently.
✨Tip Number 3
Stay organised! Keep track of your pipeline and manage your time effectively. Use tools to help you maintain momentum and ensure no deal slips through the cracks—precision is everything in high-value negotiations.
✨Tip Number 4
Leverage our website! Apply directly through StudySmarter to streamline your application process. We’re here to support you every step of the way, so take advantage of the resources we offer!
We think you need these skills to ace Enterprise Account Executive
Some tips for your application 🫡
Tailor Your Narrative:When crafting your application, make sure to tailor your narrative to reflect the specific skills and experiences that align with the Enterprise Account Executive role. Highlight your ability to navigate complex sales cycles and your experience in building compelling business cases.
Showcase Your Technical Savvy:Don’t shy away from showcasing your technical expertise! Mention your experience with API integrations and how you've successfully collaborated with Solutions Engineering in past roles. This will demonstrate your capability to handle the technical aspects of the job.
Highlight Your Executive Presence:Since this role involves interacting with C-suite executives, it’s crucial to convey your executive presence in your application. Share examples of how you’ve effectively communicated with senior leaders and navigated high-stakes negotiations.
Apply Through Our Website:We encourage you to apply through our website for a smoother application process. It’s the best way for us to receive your application and ensure it gets the attention it deserves. Plus, it shows you’re keen on joining our team!
How to prepare for a job interview at Square
✨Know Your Sales Cycle Inside Out
Make sure you’re well-versed in the entire sales cycle, from prospecting to closing. Prepare examples of how you've successfully navigated complex deals in the past, especially those involving multiple stakeholders and technical integrations.
✨Speak Their Language
Since this role involves technical sales, brush up on your knowledge of API integrations and platform configurations. Be ready to translate these concepts into executive-friendly language, demonstrating your ability to communicate effectively with C-suite executives.
✨Showcase Your Executive Presence
Practice your presentation skills and be prepared to demonstrate your executive presence. Think about how you can convey confidence and clarity during discussions, especially when addressing high-level stakeholders or presenting at industry events.
✨Build Relationships Before the Interview
Leverage networking opportunities to connect with industry leaders and potential colleagues before your interview. This will not only give you insights into the company culture but also help you establish rapport, which can be beneficial during the interview process.
