Track, analyze and improve your fleet operations with Fleetio
Account Executive, Mid-Market
Location
Alabama
Posted
5 days ago
Salary
0
Seniority
Senior
Job Description
Account Executive, Mid-Market
Fleetio
• Know our software inside and out - you’ll be a solution expert for Fleetio and fleet management • Conduct consultative sales to help Medium and Large organizations understand how Fleetio can help them • Generate new pipeline through strategic outbound outreach (calls, emails, etc.) • Perform web-based demos and presentations for prospects around the world • Proactive and consistent follow-up via phone and email with prospects • Negotiate pricing & close opportunities
Job Requirements
- 3+ years of SaaS sales experience
- Experience owning customer engagements end-to-end, from prospecting and qualification to close
- Experience in pipeline generation as well as inbound pipeline management and managing different types of buyers
- Experience selling to a broad array of decision-makers within an organization
- Strong verbal and written communication skills
- Excellent presentation and negotiation skills
- Ability to remain focused and disciplined with your time
- Driven by results. Outstanding work ethic and hustle
- Ability to travel 20% of the time
- Resourceful and determined, yet not afraid to ask for help
- Excited by technology and its ability to make you more productive.
Benefits
- Multiple health/dental coverage options (100% coverage for employee, 50% for family)
- Vision insurance
- Incentive stock options
- 401(k) match of 4%
- PTO - 4 weeks (increases at year two!)
- 12 company holidays + 2 floating holidays
- Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
- FSA & HSA options
- Short and long term disability (short term 100% paid)
- Community service funds
- Professional development funds
- Wellbeing fund - $150 quarterly
- Business expense stipend - $125 quarterly
- Mac laptop + new hire equipment stipend
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- Remote working friendly since 2012 #LI-Remote
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Role Description As an Enterprise Account Executive at Docusign, you will play a pivotal role in driving revenue growth and expanding our footprint within strategic enterprise accounts. You will lead cross-functional teams, build deep customer partnerships, and deliver transformative agreement solutions that align to our customers’ strategic priorities. This role is ideal for a sales professional who thrives in complex, consultative enterprise environments and is passionate about creating meaningful business outcomes through technology. This position is an individual contributor role reporting to the Regional Vice President, Enterprise Sales Management. Responsibilities - Orchestrate and align cross-functional teams—including solution engineering, customer success, and marketing—to deliver value-driven outcomes and achieve measurable account goals. - Develop and expand multi-threaded relationships across customer organizations, engaging confidently with stakeholders at all levels, including the C-suite. - Identify, qualify, and close new business opportunities within enterprise accounts, with a focus on long-term customer success and retention. - Articulate the unique value of Docusign’s Agreement Cloud and IAM solutions in ways that resonate with each customer’s strategic goals and business drivers. - Manage complex sales cycles, from discovery through negotiation and closure, leveraging structured deal methodologies and data-driven forecasting. - Partner with internal stakeholders across the business to deliver seamless customer experiences and ensure the ongoing health of key enterprise relationships. Qualifications - 8+ years of enterprise SaaS sales experience with a consistent record of exceeding revenue targets. - Experience selling enterprise technology solutions into Fortune 1000 or global organizations. Requirements - Experience managing large accounts, long and complex sales cycles, and high-value transactions. - Experience with persona-based and solution selling methodologies. - Demonstrated success in developing strategic account plans and driving measurable business results. - Experience with executive presence. - Ability to engage and influence senior decision-makers and C-level leaders. - Exceptional communication, storytelling, and presentation skills. - High degree of ownership, integrity, and accountability in achieving goals. - Resilience, adaptability, and collaboration in a fast-paced, high-growth environment. - Deep understanding of SaaS, Cloud, and Identity & Access Management (IAM) technologies. - Demonstrated success working in high-growth or transformation-oriented environments. Benefits - Pay for this position is based on a number of factors including geographic location and may vary depending on job-related knowledge, skills, and experience. - This role is also eligible for the following: - Bonus: Sales personnel are eligible for variable incentive pay dependent on their achievement of pre-established sales goals. - Stock: This role is eligible to receive Restricted Stock Units (RSUs). - Global benefits provide options for the following: - Paid Time Off: earned time off, as well as paid company holidays based on region. - Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement. - Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment. - Retirement Plans: select retirement and pension programs with potential for employer contributions. - Learning and Development: options for coaching, online courses and education reimbursements. - Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events.
Senior Account Executive, Enterprise
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• Lead full-cycle sales engagements from outreach to contract execution • Develop relationships with key decision-makers across prospective enterprise clients • Drive revenue growth through both new business acquisition and strategic expansion • Maintain accurate forecasting and reporting using internal systems • Collaborate with internal teams to refine messaging, positioning, and customer engagement strategies • Provide market feedback and contribute to strategic planning and process development
• Build your own pipeline • Own the full cycle and your number • Run complex, multi-stakeholder cycles • Own discovery and solutioning • Own the technical sale end to end • Translate technical value • Collaborate across internal customer-facing teams • Contribute to team learning
• Deep understanding of our product, market, and ideal customer profile. • Established prospecting system and initial pipeline of qualified opportunities. • Consistent pipeline generation and initial deals closed. • Predictable revenue generation and documented sales playbook. • Other sales reps onboarded and starting to execute against the sales playbook.




