Full Cycle Account Executive

Location: Hybrid – Clearwater, Florida

Reports to: Markus Holzmueller, SVP Sales

About Affirmative Technologies

Affirmative Technologies is a leading provider of cutting-edge payment risk management and compliance solutions for financial institutions and businesses. Our solutions help clients mitigate fraud, streamline payment processing, and maintain regulatory compliance with confidence.

About the Role

We are looking for a high-energy, entrepreneurial “Full Cycle Account Executive” to join our growing sales team. This hybrid role is based in Clearwater, Florida.

This role requires a self-motivated, outbound-focused salesperson who thrives on building pipeline, owning the full sales cycle, and closing deals. While Marketing provides support, a self-starter mentality, and strong outbound prospecting skills are absolutely necessary.

Key Responsibilities

• Pipeline Generation & Outbound Sales: Proactively source and generate qualified opportunities using a mix of outbound strategies, with support from Marketing. An outbound sales mindset is a must.
• Full Sales Cycle Management: Own the process from first outreach to signed contract, ensuring a smooth and efficient experience.
• Customer-Centric Sales Approach: Listen actively to prospects, help them identify their underlying pain points, and assist in building strong business cases that enable them to gain internal buy-in from decision-makers and economic buyers.
• Solution Selling & Sales Methodologies: Effectively leverage GAP Selling (by Keenan) as the preferred methodology; strong MEDDPICC candidates are also encouraged to apply.
• Relationship Building: Develop and maintain strong relationships, positioning Affirmative Technologies as a trusted advisor.
• Cross-Functional Collaboration: Work closely with Marketing, Product, and Customer Success teams to optimize outreach strategies, deliver seamless onboarding, and ensure customer success.
• Sales Execution & Target Achievement: Meet and exceed sales quotas through effective deal execution, continuous pipeline growth, and strategic prospecting.

Required Skills & Qualifications

• 5 years of experience in sales functions, preferably in FinTech (ideally around payments or Treasury Services, but not a must).
• Experience as a BDR/SDR is highly valued—we want someone who is comfortable with outbound prospecting and self-generating pipeline.
• Closing experience is required, but the ability to hunt, qualify, and generate interest is even more important.
• Proficiency in CRM and Sales Automation tools, preferably HubSpot.
• Experience sourcing leads from LinkedIn Sales Navigator and working with modern contact databases like ZoomInfo or Apollo.io.
• Strong business acumen with an ability to understand customer pain points and help them build business cases to drive internal buy-in.
• Excellent listening skills—able to uncover needs beyond surface-level problems and guide customers toward the best solutions.
• Resilient, proactive, and eager to learn—someone who is not afraid to ask for help, thrives in a collaborative team, and shows true ownership of their sales pipeline.
• Entrepreneurial mindset—hungry to win, persistent in the face of challenges, and excited to grow within a fast-moving organization.

Why Join Us?

• Be part of a fast-growing, high-impact FinTech company that is reshaping payment risk management and compliance.
• Work directly with senior leadership and have a real influence on sales strategy.
• Competitive base salary uncapped commission structure.
• Hybrid work model with a mix of in-office collaboration and remote flexibility.
• A highly supportive and motivated team—we win together!

Job Type: Full-time, Hybrid

Compensation:

We offer competitive base pay plus commission based on experience and performance.

The base annual salary plus commission range is $200,000 to $250,000.

Benefits:

• 401(k)
• Health Insurance
• Dental Insurance
• Vision Insurance
• Paid Time Off