Account Executive, Mid-Market
Fleetio
A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation!
More about our team and company:
- Fleetio overview video:
- Our careers page:
Do you have a passion for sales and a desire to join a fast-growing and profitable software company? Are you an overachiever who wants a high-earning potential that’s based on performance? Are you well-versed in prospecting and closing? If so, you might be our next Mid-Market Account Executive.
In this role, you'll work with a mix of inbound and outbound leads and close new customers using sales tactics (emails, phone calls, web-based demos, etc.)
Who you are
You’re a driven, results-oriented sales professional who thrives in a fast-paced environment and is motivated by uncapped earning potential. You’re excited by the opportunity to work with fascinating customers and prospects across a wide range of industries—because nearly every organization that operates a fleet is a potential Fleetio customer. You’ll be responsible for sourcing and closing new business, influencing and owning the sales process while driving meaningful outcomes and ARR growth. You know how to leverage cross-functional teams to convert high-impact prospects into long-term customers, and you’re eager to join a team of “A” players who are passionate, supportive, and committed to success. Whether you’re working remotely from anywhere in the U.S. or from our HQ in Birmingham, AL, you’ll find a collaborative, customer-centric culture where your contributions matter and your success is celebrated.
Your impact
- 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
Your experience
- 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
Fleetio provides equal employment opportunities to all employees and applicants and prohibits discrimination and harassment. We celebrate diversity and are committed to creating an inclusive environment for all. All employment is decided on the basis of qualifications, merit and business need.
This application is not intended to and does not create a contract or offer of employment. Employment with Fleetio is at will.
If you have a disability or a special need that requires an accommodation to fill out the online application, please let us know by calling (205) 718-7500.
Originally posted on Himalayas
Mid Market Account Executive
WorkWave
Why Join Now:
WHAT YOU'LL DO:
- Act as a strategic partner to the world’s largest field service businesses, aligning WorkWave’s powerful end-to-end platform to business outcomes (Core functionalities include CRM, route optimization, integrated payments, and our new AI-powered analytics suite, Wavelytics).
- Lead visionary conversations with executive stakeholders, guiding them toward a future state that supports sustainable growth, operational excellence, and digital transformation.
- Navigate complex, multi-stakeholder sales cycles with energy, professionalism, and a focus on measurable business results.
- Champion strategic prospecting efforts to identify, engage, and convert top targets into long-term WorkWave customers.
- Work with Sales Engineers to deliver compelling product demos and tailored solution recommendations that position WorkWave as the clear vertical market leader for field service management.
- Build, manage, and close a robust pipeline of multi-million-dollar SaaS opportunities, consistently meeting or exceeding company goals.
- Be a visible force within WorkWave, collaborating with cross-functional leaders and maintaining high visibility with executive stakeholders across the company.
- Leverage cutting-edge technology and sales tools to efficiently manage your pipeline, craft tailored proposals, and drive deal progression.
WHAT YOU'LL BRING:
- Customer-Centric Mindset: A deep appreciation for the hardworking service professionals we serve—those who keep our world safe, clean, and beautiful—and a drive to help them grow their businesses through innovative technology.
- Strategic Influence: Ability to lead high-stakes conversations with C-level decision-makers, earning trust and guiding organizations toward transformative outcomes.
- Disciplined Execution: Highly organized, detail-oriented, and committed to consistent follow-through across long sales cycles and multi-stakeholder deals.
- Strong Business Acumen: A clear understanding of business models, financial drivers, and how to align software solutions to a company’s strategic objectives.
- Relationship-Builder: Skilled at developing long-term partnerships based on credibility, trust, and shared success—internally and externally.
- Accountability & Ownership: Takes full responsibility for driving deals forward, managing resources, and delivering measurable impact.
- Composed Under Pressure: Maintains a calm, confident demeanor in high-stakes situations; resilient in the face of challenges and focused on outcomes.
- Proven Sales Expertise: 5 years of success in SaaS solutions sales, with a consistent track record of exceeding revenue targets in complex sales environments.
WHAT YOU SHOULD KNOW ABOUT US:
LOVE WHAT YOU DO, NO MATTER WHERE YOU DO IT:
A GLOBAL COMPANY WITH A LOCAL PRESENCE:
RELAX, WE'VE GOT YOU COVERED:
AND BEYOND...
GROW WITH US:
JOIN OUR WINNING TEAM!
Originally posted on Himalayas