Account Executive, SMB

Fleetio

7d•Remote

About The Position

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! 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 SMB Account Executive selling to small & medium businesses. 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.). 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.

Requirements

2 years SaaS sales experience, not necessarily in a closing role
1 year of closing experience preferred
Consistent employment with no large gaps
Can-do attitude focused on ideas and ways to make it work, not reasons it will not
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
Resourceful and determined, yet not afraid to ask for help
Excited by technology and its ability to make you more productive

Responsibilities

Know our software inside and out - you’ll be a solution expert for Fleetio and fleet management
Conduct consultative sales to help Small and Medium 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

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)