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Pennylane is a fast-growing fintech company building the leading financial operating system for SMEs and accounting firms across Europe. With €225M in funding (including from Sequoia), 900+ employees across 25+ nationalities, and a strong remote-friendly culture, Pennylane is transforming how entrepreneurs manage accounting and finance.
You will lead a newly created full-stack sales team responsible for the entire customer journey—from lead qualification through product demos, SME onboarding, and account management. Each sales rep covers multiple regions from Berlin, with approximately 10 regional trips per year.
Key responsibilities:
- Build and scale the sales team from the ground up, establishing processes and frameworks
- Ensure consistent activity levels and performance across all team members to hit individual and collective MRR targets
- Own sales enablement: coach reps on sales techniques, messaging, and Pennylane's sales process
- Partner with talent acquisition on recruiting, onboarding, and ramping new account executives
- Foster team culture, engagement, and well-being through challenges, team building, and cross-functional collaboration
- Actively shape Pennylane's sales strategy through participation in sales OKRs
- Support reps on strategic deals both in-person and remotely
- Use data analytics to identify team strengths/weaknesses, analyze market opportunities, and build scalable sales approaches
You bring 3+ years of sales experience with proven strong results and a track record of successfully leading a sales team. You're entrepreneurial, comfortable in unstructured environments, and energized by building things from scratch. You excel at coaching, giving/receiving feedback, and making tough management decisions. You're self-reflective, collaborative across functions, and committed to continuous personal and professional growth. Familiarity with CompTech/FinTech ecosystems or the accounting/tax advisory market is a plus. Fluent English required for internal communications and presentations.
