At a Glance
- Tasks: Drive sales by building and closing your own pipeline with diverse businesses.
- Company: Join Square, a leader in innovative payment solutions for all business sizes.
- Benefits: Competitive salary, inclusive culture, and opportunities for professional growth.
- Other info: Dynamic team environment with a commitment to inclusivity and respect.
- Why this job: Make a real impact by helping businesses thrive with tailored solutions.
- Qualifications: 3+ years in B2B sales, strong communication skills, and a hunter's mindset.
The predicted salary is between 50000 - 70000 £ per year.
Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn't work together. Today, we are a partner to sellers of all sizes and continue to expand our software solutions to help them grow.
At Square, we’re re-imagining how small and midsize businesses grow. As a Senior Sales Account Executive on our Outbound Team, you’ll bring Square’s ecosystem to new sellers across diverse industries by building, shaping, and closing your own pipeline. You’ll run sophisticated, multi-product deals from the first touch to final close — blending hunter instincts, consultative depth, and strategic execution. If you’re an experienced closer who thrives in outbound environments, loves solving meaningful business challenges, and consistently delivers against ambitious targets — this is your role.
You Will
- Own the full outbound sales cycle — from prospecting to negotiation to close — with SMB and mid-market merchants.
- Build and manage a high-quality pipeline through cold outreach, social selling, targeted campaigns, and creative outbound strategies.
- Develop multi-product solutions across Square’s ecosystem and tailor them to each merchant’s unique needs.
- Partner with Business Development on lead flow while independently driving net-new logo acquisition.
- Conduct high-impact discovery, demos, and negotiations with decisiveness across multi-stakeholder deals.
- Act as a consultant and trusted advisor — seamlessly flexing across BDR, AE, and AM responsibilities when needed.
- Collaborate cross-functionally with Product, Marketing, Implementation, and Operations to deliver cohesive solutions.
- Maintain disciplined pipeline management and forecasting accuracy in Salesforce.
- Consistently hit and exceed revenue goals — monthly and quarterly.
You Have
- 3+ years of full-cycle B2B sales experience with consistent quota achievement.
- Proven success in outbound prospecting and net-new business creation (SaaS or fintech preferred).
- Experience closing complex, multi-threaded deals with longer sales cycles.
- Ability to build pipeline from scratch using targeted, strategic outreach.
- Exceptional communication, presentation, and negotiation skills across phone, video, and written channels.
- Strong consultative selling skills — diagnose business challenges and map tailored solutions.
- A hunter’s mindset — resilient, creative, and driven to win.
- Ability to work independently while contributing to a team-first environment.
- Advanced proficiency with Salesforce and modern sales tools.
- BA/BS degree or equivalent experience.
We are committed to a respectful and inclusive workplace. Block is a proud equal opportunity employer. We evaluate all applicants based on the core competencies required for the role and do not consider legally protected characteristics. We are committed to an inclusive interview experience and can provide reasonable accommodations to disabled applicants during the recruitment process. If you need accommodations, please contact your recruiter.
Senior Sales Account Executive employer: jobr.pro
At Square, we pride ourselves on fostering a dynamic and inclusive work culture that empowers our employees to thrive. As a Senior Sales Account Executive, you will benefit from comprehensive training, ongoing professional development opportunities, and a collaborative environment that encourages innovation and creativity. Located in a vibrant area, our team enjoys a flexible work-life balance, competitive compensation, and the chance to make a meaningful impact on small and midsize businesses across diverse industries.
StudySmarter Expert Advice🤫
We think this is how you could land Senior Sales Account Executive
✨Tip Number 1
Get to know the company inside out! Research Square’s products and values so you can speak their language during interviews. This shows you’re genuinely interested and helps you connect with the team.
✨Tip Number 2
Network like a pro! Reach out to current or former employees on LinkedIn. Ask them about their experiences and any tips they might have for your application process. It’s all about making those connections!
✨Tip Number 3
Prepare for role-play scenarios! Since you’ll be closing deals, practice your pitch and negotiation skills with friends or mentors. The more comfortable you are, the better you’ll perform in real interviews.
✨Tip Number 4
Don’t forget to apply through our website! It’s the best way to ensure your application gets seen by the right people. Plus, it shows you’re serious about joining the Square team!
We think you need these skills to ace Senior Sales Account Executive
Some tips for your application 🫡
Tailor Your CV:Make sure your CV speaks directly to the role of Senior Sales Account Executive. Highlight your B2B sales experience, especially any success in outbound prospecting and closing complex deals. We want to see how you’ve tackled challenges similar to those we face at Square!
Craft a Compelling Cover Letter:Your cover letter is your chance to shine! Use it to tell us why you're passionate about helping small and midsize businesses grow. Share specific examples of how you've built and managed pipelines, and don’t forget to mention your consultative selling skills.
Showcase Your Achievements:Quantify your successes! Whether it’s exceeding revenue goals or building a pipeline from scratch, numbers speak volumes. We love seeing how you’ve made an impact in your previous roles, so don’t hold back on the details.
Apply Through Our Website:We encourage you to apply through our website for the best chance of getting noticed. It’s super easy, and you’ll be able to attach all your documents in one go. Plus, it shows us you’re serious about joining the Square team!
How to prepare for a job interview at jobr.pro
✨Know Your Sales Cycle
Familiarise yourself with the full outbound sales cycle, especially how it applies to Square's ecosystem. Be ready to discuss your experience in managing complex deals and how you’ve successfully navigated each stage from prospecting to closing.
✨Tailor Your Approach
Prepare to showcase your consultative selling skills by bringing examples of how you've diagnosed business challenges and tailored solutions for clients. Think about specific instances where your strategic outreach led to successful outcomes.
✨Master the Tools
Since you'll be using Salesforce and other modern sales tools, brush up on your proficiency with these platforms. Be prepared to discuss how you’ve used them to manage your pipeline and forecast accurately in previous roles.
✨Showcase Your Hunter Mindset
Demonstrate your resilience and creativity during the interview. Share stories that highlight your ability to build a pipeline from scratch and exceed ambitious targets, showing that you thrive in an outbound environment.
