Senior Sales Executive - SafeSend & SurePrep

We’re seeking a high-performing SaaS seller to drive strategic growth for our award winning and market-leading SafeSend Returns (SSR) and SurePrep solutions. As a Senior Sales Executive, you’ll operate in an overlay sales role, partnering closely with our Tax Workflow sales representatives, who own the full sales bag. You’ll lead complex sales cycles, build trusted relationships with accounting firms, and deliver integrated solutions that enhance client experience and operational efficiency. This role is ideal for a seasoned professional who thrives in a collaborative, fast-paced environment and is passionate about solving customer challenges through technology.

About the Role

• Serve as a subject matter expert on SafeSend Returns (SSR) and SurePrep, articulating their value to accounting firms and their clients.

• Operate in an overlay capacity, partnering with Tax Workflow sales reps to codevelop strategies, align on territory plans, and jointly drive sales success.

• Lead the full sales cycle—from opportunity identification to close—including handling objections, negotiating terms, and addressing EULA concerns.

• Prepare and present sales forecasts, territory insights, and performance metrics.

• Generate and qualify leads through multiple channels including webinars, trade shows, firm lists, sales campaigns, and cross-selling within the existing SafeSend and SurePrep customer base.

• Collaborate on pricing strategies, product quotes, and CRM best practices to ensure accurate and timely data capture.

• Consistently meet or exceed monthly, quarterly, and annual sales goals.

• Act as a mentor and resource to Associate and Sales Executives, contributing to team development and knowledge sharing.

About You

• 5+ years of successful sales experience in software solutions, preferably in B2B or professional services environments.

• A high school diploma (required); college degree (preferred).

• Proven ability to lead complex sales cycles and build long-term client relationships.

• Strong collaboration skills and experience working in matrixed sales environments.

• Excellent communication, negotiation, and presentation skills with senior decision-makers.

• A strategic mindset with the ability to align product solutions to customer business needs.

• Familiarity with accounting and tax firm operations (preferred).

• Strong organizational skills and responsiveness.

• A positive, energetic attitude with a drive for results and continuous improvement.

• Experience with Salesforce CRM or similar tools (preferred).

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What’s in it For You?

• Flexibility & Work-Life Balance: Flex My Way is a set of supportive workplace policies designed to help manage personal and professional responsibilities, whether caring for family, giving back to the community, or finding time to refresh and reset. This builds upon our flexible work arrangements, including work from anywhere for up to 8 weeks per year, empowering employees to achieve a better work-life balance.

• Career Development and Growth: By fostering a culture of continuous learning and skill development, we prepare our talent to tackle tomorrow’s challenges and deliver real-world solutions. Our Grow My Way programming and skills-first approach ensures you have the tools and knowledge to grow, lead, and thrive in an AI-enabled future.

• Industry Competitive Benefits: We offer comprehensive benefit plans to include flexible vacation, two company-wide Mental Health Days off, access to the Headspace app, retirement savings, tuition reimbursement, employee incentive programs, and resources for mental, physical, and financial wellbeing.

• Culture: Globally recognized, award-winning reputation for inclusion and belonging, flexibility, work-life balance, and more. We live by our values: Obsess over our Customers, Compete to Win, Challenge (Y)our Thinking, Act Fast / Learn Fast, and Stronger Together.

• Social Impact: Make an impact in your community with our Social Impact Institute. We offer employees two paid volunteer days off annually and opportunities to get involved with pro-bono consulting projects and Environmental, Social, and Governance (ESG) initiatives.

• Making a Real-World Impact: We are one of the few companies globally that helps its customers pursue justice, truth, and transparency. Together, with the professionals and institutions we serve, we help uphold the rule of law, turn the wheels of commerce, catch bad actors, report the facts, and provide trusted, unbiased information to people all over the world.

In the United States, Thomson Reuters offers a comprehensive benefits package to our employees. Our benefit package includes market competitive health, dental, vision, disability, and life insurance programs, as well as a competitive 401k plan with company match. In addition, Thomson Reuters offers market leading work life benefits with competitive vacation, sick and safe paid time off, paid holidays (including two company mental health days off), parental leave, sabbatical leave. These benefits meet or exceeds the requirements of paid time off in accordance with any applicable state or municipal laws. Finally, Thomson Reuters offers the following additional benefits: optional hospital, accident and sickness insurance paid 100% by the employee; optional life and AD&D insurance paid 100% by the employee; Flexible Spending and Health Savings Accounts; fitness reimbursement; access to Employee Assistance Program; Group Legal Identity Theft Protection benefit paid 100% by employee; access to 529 Plan; commuter benefits; Adoption & Surrogacy Assistance; Tuition Reimbursement; and access to Employee Stock Purchase Plan.

Thomson Reuters complies with local laws that require upfront disclosure of the expected pay range for a position. The target total cash compensation range varies across locations. For any eligible US locations, unless otherwise noted, the target total cash compensation range for this role is $189,000 USD - $351,000 USD. Pay is positioned within the range based on several factors including an individual’s knowledge, skills and experience with consideration given to internal equity. Base pay and any target sales incentive are part of a comprehensive Total Reward program which also includes flexible and supportive benefits and other wellbeing programs. This is inclusive of both base pay and any target sales incentive.

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About Us

Thomson Reuters informs the way forward by bringing together the trusted content and technology that people and organizations need to make the right decisions. We serve professionals across legal, tax, accounting, compliance, government, and media. Our products combine highly specialized software and insights to empower professionals with the data, intelligence, and solutions needed to make informed decisions, and to help institutions in their pursuit of justice, truth, and transparency. Reuters, part of Thomson Reuters, is a world leading provider of trusted journalism and news.

We are powered by the talents of 26,000 employees across more than 70 countries, where everyone has a chance to contribute and grow professionally in flexible work environments. At a time when objectivity, accuracy, fairness, and transparency are under attack, we consider it our duty to pursue them. Sound exciting? Join us and help shape the industries that move society forward.

As a global business, we rely on the unique backgrounds, perspectives, and experiences of all employees to deliver on our business goals. To ensure we can do that, we seek talented, qualified employees in all our operations around the world regardless of race, color, sex/gender, including pregnancy, gender identity and expression, national origin, religion, sexual orientation, disability, age, marital status, citizen status, veteran status, or any other protected classification under applicable law. Thomson Reuters is proud to be an Equal Employment Opportunity Employer providing a drug-free workplace.

We also make reasonable accommodations for qualified individuals with disabilities and for sincerely held religious beliefs in accordance with applicable law. More information on requesting an accommodation here.

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More information about Thomson Reuters can be found on thomsonreuters.com