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Strategic Enterprise Account Executive

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Published
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20 Sep 2026Apply before
Opportunity details

About this role.

AI Summary

Proof is hiring a Strategic Enterprise Account Executive to win and expand critical enterprise accounts for its identity-assured transaction management platform. This individual-contributor hunter role requires developing cold accounts, running custom account plans, and closing large SaaS opportunities with Fortune 1000 customers. The role focuses on digital identity, fraud prevention, and trusted online transactions across FinTech, banking, insurance, and mortgage/title verticals. Success depends on executive-level relationship building, disciplined outbound pipeline generation, complex contract negotiation, and close cross-functional collaboration. The position is remote and requires approximately 50% travel for customers, events, and team meetings.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a highly demanding strategic sales position because it requires a demonstrated record of closing $1M-plus new-logo enterprise SaaS contracts and independently creating pipeline. The candidate must navigate complex buying committees, long sales cycles, technical identity-security subject matter, and frequent travel in a fast-paced startup environment.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$300,000
US market range$250k–$350k
AI insightThe disclosed expected total cash compensation is $250,000–$350,000 USD per year, with a midpoint of $300,000. This range is consistent with the US market for a strategic enterprise SaaS account executive selling complex identity, fraud, and financial-services technology, where total cash commonly combines base salary and variable commissions.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
Describe a $1M-plus enterprise SaaS deal you closed and the strategy you used to win it.

I would outline the account’s business problem, map the buying committee and decision process, and establish a mutual action plan with measurable milestones. I would explain how I built executive sponsorship, quantified the value case, addressed security and procurement objections, and maintained deal momentum through close.

How would you create pipeline in a cold Fortune 1000 account for Proof?

I would begin with account research across identity, fraud, compliance, and digital-transformation priorities, then identify relevant executive and operational stakeholders. I would use a multithreaded outreach plan tied to specific risks or transaction-friction issues, leverage industry events and partners where appropriate, and track engagement and next steps rigorously in Salesforce.

How do you sell a technical identity-verification solution to both business and technical stakeholders?

I translate the solution into outcomes for each audience: reduced fraud, improved conversion, compliance support, and trusted customer experiences for executives, while addressing integration, security, reliability, and workflow requirements with technical teams. I bring the right subject-matter experts into the process early and confirm requirements through a structured discovery and validation plan.

Tell us about a time you managed a difficult contract negotiation involving Legal, Security, and Procurement.

I would establish the customer’s non-negotiables, align internally on acceptable tradeoffs, and keep a clear issue log with owners and deadlines. Rather than allowing legal redlines to stall the deal, I would maintain executive alignment, provide alternatives where possible, and preserve a mutual close plan until all stakeholders reached agreement.

How do you balance urgency with accurate forecasting in a complex enterprise sales cycle?

I use objective exit criteria for each stage, including verified business pain, executive sponsorship, technical validation, commercial alignment, and a confirmed decision process. I communicate risks early, separate upside from commit forecasts, and update next steps immediately so leadership has a realistic view of deal health.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.

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 an experienced Strategic Enterprise Account Executive to join our Sales team to manage the most critical prospect and customer accounts. In this hunter role, you will be responsible for building and executing the strategy to develop cold accounts into customers, while also working closely with Customer Success to grow current customer accounts. Enjoys being part of a small fast paced start up environment and is a self starter. Experience in selling digital transformational SaaS solutions to verticals in FinTech, Banking, Insurance, Mortgage/Title. Prior knowledge of product solutions selling security, identity verification or eSign is a plus. Thrives in creative problem solving with a challenger sales mentality. This position requires regular travel to attend trade shows, meet customers, and build relationships. This is a high-profile individual contributor role with commensurate compensation. Remote working environment.

As our Strategic Account Executive, you will:

  • Orchestrate and close profitable growth contracts that exceed $1M in committed annual revenue selling as a team.
  • Establish executive relationships within prospect, customer, and partner accounts.
  • Become a subject matter expert in digital identity, fraud prevention, and trusted online transactions.
  • Develop and execute custom account plans for each assigned account.
  • Independently own a successful outbound pipeline generation strategy.
  • Professionally manage daily deal progression activities with a sense of urgency.
  • Lead the review and negotiation of contractual agreements in partnership with Legal.
  • Perform business reporting and forecasting duties within Salesforce and company systems
  • Communicate effectively in writing leveraging Slack, Google Suite, and email.
  • Collaborate with Product, Engineering, Finance, and other teams outside of GTM to improve our company and take advantage of market opportunities.

As our Strategic Enterprise Account Executive, you should have:

  • Demonstrable track record closing $1M/year new logo SaaS contracts with Fortune 1000 accounts.
  • Experience in identity verification, digital identity, or identity infrastructure, with exposure to areas such as Identity and Access Management (IAM), fraud and risk, AML/KYC, or trust and safety solutions highly preferred.
  • The desire for feedback and coaching.
  • Existing relationships within key accounts.
  • Tremendous business acumen and judgment.
  • Strong analytical skills with an attention to detail.
  • Executive presence.
  • Technical proficiency with modern enterprise software productivity tools.
  • Comfort with ambiguity and a problem-solving orientation.

Position logistics:

Travel: This role requires approximately 50% travel, including regular customer visits, team meetings, and industry events.

Our Proof Pillars:

  • Pave the Way: When obstacles arise, we break through barriers with passion and perseverance. We lead with creativity and forward-thinking. We aim to set new standards and shape the future in a repeatable, scalable way so the path to success is easier for our team to follow.
  • Own It: We embrace the responsibility that comes with supporting life’s most important transactions. When a problem arises we relentlessly pursue the solution with a ‘Yes before no’ attitude. Because every problem and every transaction is treated like it’s our own.
  • Act with Integrity: We are in the business of building trust and it is at the core of everything we do. We are honest and transparent with our customers, each other and ourselves. If we make a mistake, we own up to it right away and do what it takes to make it right. Our dedication to security and compliance is key to earning trust, fighting fraud and ultimately, our success.
  • Play to Win: We believe excellence is about always striving to be better so when we get it wrong, we iterate, we learn and we grow. We know we can only go so far alone, we’re better together and collectively, we win!

Here are some of our great benefits:

  • Medical, dental, and vision benefits
  • Life insurance, long and short-term disability coverage
  • 401k Plan with a 4% match, beginning on your hire date
  • Unlimited Sick and Vacation time
  • 14 paid company holidays
  • 12 weeks of paid parental leave
  • 4 week sabbatical after 5 years of continuous full time employment
  • Health Reimbursement Arrangements for fertility and gender affirmation
  • Lunch on Proof through Grubhub credit
  • Monthly work from home stipend
  • Professional development credit
  • Monthly reimbursement for Wellness
  • And more!

Compensation

This is the expected total 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 includes base pay, commissions, the benefits listed above, and equity.

Additional Information

This position will be posted and accepting applications through August 28, 2026.

Proof uses Identify & Defend, our fraud prevention and identity verification tools, to confirm that individuals engaging with Proof at any stage correspond to a real identity. It’s a quick security step that helps keep the process safe for everyone. Defend & Identify are used solely for identity verification and fraud prevention and are not used to assess employment eligibility or qualifications.

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.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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