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VP of Enterprise Sales

Proof is the world's first identity-assured transaction management platform and we are on a mission to digitize trust for all of life’s most critical transactions. Developed by the same market leaders and experts who brought notarization online with Notarize℠, Proof offers trust in a digital world by verifying identities and securing transactions to protect businesses and their customers. Since 2015, we’ve completed many of the world’s first digital commerce transactions, including the first online real estate closing, online mortgage closing, online auto sale, and online will and we're still just getting started!


We are looking for a VP Enterprise Sales to lead our Strategic Accounts and Enterprise

sales team. In this role, you will roll up your sleeves and build a team by hiring, training and

coaching AE’s while establishing a high bar for sales excellence and execution. You will be

equally accountable for developing vertical revenue strategies and driving operational rigor

delivering our company monthly, quarterly, and annual sales targets.


This position requires travel as needed for customer meetings, QBRs, internal duties, and strategic events. This is a first-line people manager role reporting to the CRO. Remote work environment.


The ideal candidate has high energy and strong drive to build a team in a fast paced start up

environment. Vertical expertise is a plus - Financial Services, Banking, Wealth Management, Insurance, Title, Real Estate. Deep understanding of how to sell digital transformance solutions into Fortune 500 accounts. A history of overachievement focusing on new logos and strategic account expansion across multi-solution platform.


As our VP of Enterprise Sales, you will:
  • Implement revenue strategies and consistent, best-in-class sales process aka “The Proof Way”
  • Hire and train sales team in best practices for complex deal cycles
  • Partner with Marketing and Product teams to build vertical focused sales plays
  • Regularly attend sales calls to assess seller effectiveness, provide feedback, build direct relationships with key executive decision makers
  • Provide cross functional deal support and conduct strategic account reviews with team
  • Forecast accurately +/- 10%
  • Serve as executive sponsor on key accounts
  • Remove internal blockers and distractions
  • Become a subject matter expert in online notarization, eSignature, and identity
  • Communicate effectively in writing leveraging Slack, Google Suite, and email


As our VP of Enterprise Sales, you should have:
  • 3-5 years of SaaS sales leadership experience
  • 5 years of SaaS sales individual contributor experience
  • Demonstrable track record of top performance
  • Encouraging, positive demeanor
  • Hustle mentality
  • Tremendous business acumen, judgment, and command
  • Strong analytical skills with an attention to detail
  • Technical proficiency with modern enterprise software productivity tools
  • Comfort with ambiguity and a problem-solving orientation


$300,000 - $450,000 a year
This is the expected cash compensation range for this position. The salary offered within this range will be determined based on factors including but not limited to skills, qualifications, experience and location. The total compensation package for this role also includes benefits such as medical, dental, vision, life insurance, disability coverage, flexible paid time off, Carrot Fertility, participation in a 401(k) with company match and more!

Proof is committed to building an inclusive environment for people of all backgrounds and everyone is encouraged to apply. We are an equal opportunity employer and do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We'd love to hear from you. 

Average salary estimate

$375000 / YEARLY (est.)
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$300000K
$450000K

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What You Should Know About VP of Enterprise Sales, Proof

At Proof, we're on a mission to revolutionize trust in the digital world, and we’re searching for a passionate VP of Enterprise Sales to lead our Strategic Accounts and Enterprise sales team. If you're ready to take your sales career to the next level, then this is the perfect opportunity for you! You’ll play a pivotal role in hiring, training, and coaching account executives while setting a high standard for sales excellence. Your leadership will steer the development of vertical revenue strategies and ensure we're hitting our sales targets. With the excitement of creating, you’ll regularly engage with key decision-makers in Fortune 500 companies, putting your expertise in digital transformation to work. We appreciate initiative, so you will not only drive sales but actively participate in sales calls to refine strategies and strengthen relationships. This role requires a dynamic personality with a hustler mentality and a track record of closing deals in sectors like Financial Services, Banking, and Real Estate. You'll have the chance to innovate and implement “The Proof Way,” our unique sales process. We value diversity, so no matter where you come from, if you have the right skills, we encourage you to apply. With a remote work environment, you can balance your personal and professional life while leading our dedicated sales force to new heights. If you’re looking for a place where you can make a significant impact – Proof is the place to be!

Frequently Asked Questions (FAQs) for VP of Enterprise Sales Role at Proof
What are the key responsibilities of the VP of Enterprise Sales at Proof?

The VP of Enterprise Sales at Proof is responsible for leading the Strategic Accounts and Enterprise sales team, hiring and training new account executives, and developing vertical revenue strategies. You'll focus on driving operational rigor to meet monthly, quarterly, and annual sales targets, while also maintaining strong relationships with executive decision-makers at Fortune 500 accounts. It's a role that offers both leadership and hands-on involvement in the sales process.

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What qualifications are required for the VP of Enterprise Sales position at Proof?

To be considered for the VP of Enterprise Sales at Proof, candidates should have 3-5 years of SaaS sales leadership experience and at least 5 years as a SaaS sales contributor. A proven track record of success in sales, particularly within financial sectors such as Banking and Real Estate, is essential. Strong analytical skills and proficiency with enterprise software tools are also crucial for this role.

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What makes Proof's sales culture unique for the VP of Enterprise Sales?

At Proof, our sales culture is driven by a spirit of collaboration and innovation, summed up in what we call 'The Proof Way.' As the VP of Enterprise Sales, you will set high standards for excellence and encourage a positive and hustler mentality among your team. This culture fosters continuous learning and Pioneering efforts, ensuring that we adapt to the fast-paced tech environment.

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What is the compensation range for the VP of Enterprise Sales at Proof?

The expected cash compensation range for the VP of Enterprise Sales at Proof is between $300,000 and $450,000 per year. The final salary will be determined based on skills, qualifications, experience, and location. Alongside competitive compensation, Proof offers a comprehensive benefits package, including health insurance, flexible PTO, and a 401(k) match.

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What types of accounts will the VP of Enterprise Sales work with at Proof?

The VP of Enterprise Sales at Proof will primarily focus on large-scale, strategic accounts, particularly within industries like Financial Services, Banking, and Real Estate. The ideal candidate will be skilled in selling digital transformation solutions and will work closely with Fortune 500 companies to expand and develop relationships.

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Common Interview Questions for VP of Enterprise Sales
How would you describe your sales leadership style as a VP of Enterprise Sales?

As a VP of Enterprise Sales, my leadership style revolves around empowerment and collaboration. I believe in setting clear expectations, providing my team with the tools they need, and then stepping back to let them shine. I encourage open communication, feedback, and a culture of continuous learning, which keeps everyone motivated and aligned with our goals.

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Can you give an example of how you've achieved sales targets in the past?

Absolutely! In my previous role, I devised a strategic sales plan targeting key accounts in the Financial Services industry. By leveraging data analytics and focusing on client relationships, my team exceeded our quarterly targets by 30%. This involved regular sales training and adapting our strategies based on market changes.

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What strategies do you use to build and maintain relationships with Fortune 500 clients?

Building relationships with Fortune 500 clients requires a tailored approach. I prioritize understanding their business needs, offering personalized solutions, and staying engaged even after the sale. Regular check-ins, quarterly business reviews, and being present during major milestones always help nurture these relationships.

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How do you handle objections during complex sales processes?

Handling objections requires a blend of patience and strategic thinking. I listen carefully to the client's concerns, empathize with their perspective, and provide clear, evidence-backed responses. I find that upfront honesty can help alleviate doubts and build trust in the long run, making it more likely for the client to move forward.

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Describe a time when you successfully led a team through a challenging sales cycle.

In a past position, we faced a particularly challenging sales cycle with a major client. I organized brainstorming sessions, encouraged input from my team, and created a flexible strategy that adapted to the client's feedback. In the end, we not only secured the deal but also deepened our partnership with that client, setting the stage for future opportunities.

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What do you consider the most significant trend impacting enterprise sales today?

One major trend impacting enterprise sales today is the increasing importance of digital transformation. Companies are re-evaluating how they operate, and as a VP of Enterprise Sales, it’s crucial to understand how our solutions can facilitate that change. Leveraging data-driven insights and personalized customer experiences is vital in staying ahead.

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How do you prioritize your sales pipeline?

Prioritizing the sales pipeline effectively means using a mix of data analysis and personal intuition. I assess deals based on their potential value, stage in the sales cycle, and strategic alignment with our business goals. Regularly updating the pipeline and reviewing it with the sales team helps ensure we focus on the most promising opportunities.

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What role does collaboration play in your approach to enterprise sales?

Collaboration is critical in my approach to enterprise sales. I work closely with marketing, product, and customer success teams to align our messaging and efforts. This integrated approach ensures we provide a cohesive experience for the client, from the first touchpoint to ongoing support after the sale.

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What techniques do you find effective in recruiting and retaining top sales talent?

To recruit and retain top sales talent, I focus on creating a compelling vision and an inclusive culture. I offer mentorship opportunities and emphasize professional development, which is attractive to top candidates. Additionally, recognizing achievements and celebrating success fosters loyalty and keeps team morale high.

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How do you ensure your team stays motivated, especially during slow sales periods?

Maintaining motivation during slow sales periods involves frequent communication and focusing on the long-term vision. I set smaller, achievable goals to celebrate progress and encourage team-building activities that reinforce our shared mission. Open dialogue about challenges also fosters a supportive environment where team members feel encouraged to share solutions.

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proof℠ is the world's first identity-assured transaction management platform. developed by the same market leaders and experts who brought notarization online with notarize℠, proof offers trust in a digital world by verifying identities and securi...

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Full-time, remote
DATE POSTED
December 11, 2024

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