About Bobtail

Bobtail is dedicated to increasing happiness by eliminating inefficiencies in the supply chain.  We envision a supply chain without friction, fraud, waste, and abuse where companies succeed based on the value they create.  

We work in a unique way at Bobtail, where we value teams over individuals and encourage experimentation and iteration to constantly improve.  Teams are given flexibility in working towards a shared purpose and given the freedom to decide how they will accomplish their goals.  

If you are an out-of-the-box thinker who proactively collaborates with others to solve problems and achieve your goals, we would love to talk to you.  

The things we value:

• Mission

• Teams over individuals

• Collaboration

• Communication

• Iteration

• Experimentation and failing fast

• Initiative and solutions-oriented approach

• Documentation

• Data

• Mental health and work-life balance

• Diversity

• Transparency

You should apply if you have:

• Proven track record of success in SMB sales, ideally within fleet management, fuel card, or related industries. 10+ years experience in business-to-business sales. 

• Previous experience in building and managing a sales team from the ground up.

• Strong leadership skills with the ability to motivate and inspire a team towards achieving ambitious goals.

• Excellent communication, negotiation, and interpersonal skills.

• Analytical and detail-oriented mindset with the ability to interpret sales performance metrics and drive improvements.

You will be responsible for:

• Build and lead a high-performing sales team focused on selling fleet card solutions to SMB trucking companies.

• Develop and execute strategic sales plans to meet and exceed sales targets and expand our customer base.

• Recruit, train, and mentor team members, fostering a culture of success, accountability, and continuous improvement.

• Collaborate closely with marketing, product, and operations teams to optimize sales strategies and enhance product offerings.

• Track weekly and monthly progress and success of your team by measuring various primary KPIs, coaching and enabling their success across short and long-term goals

• Prepare regular sales reports and forecasts for senior management, providing insights and recommendations for improvement.

• Ensure correct use of CRM, processes, and best practices to maintain pipeline hygiene, planning, and forecasting.

• Work and make decisions in accordance with Bobtail’s mission, vision, and values

Benefits:

• Monthly Mental Break Day

• Work from home (or wherever)

• Parental leave

• Paid Time Off

Creating a diverse and inclusive workplace is Bobtail’s nucleus. We are an equal opportunity employer and embrace people of different backgrounds, cultures, religions, national origins, races, colors, genders, gender expressions, sexual orientations, ages, marital status, veteran status, experiences, abilities, and perspectives