Jobs in Boston, United States

Posted: 28/11/2025

About Bobtail

Bobtail is dedicated to increasing happiness for our customers 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 that takes a proactive approach to collaborating with others to solve problems and achieve your goals - we would love to talk to you.

You should apply if you have:

• 3–5 years of B2B cold calling & outbound sales experience
• Bilingual is a must (English/Punjabi)
• Software as a Service (SaaS) experience is a must
• US Trucking Industry knowledge is a plus
• CRM usage experience is preferred (Salesforce is a plus)
• Start-up experience is a plus
• Ability to quickly learn in a fast-paced environment
• Consistent track record of achievement and hitting quotas
• Confidence, as well as strong verbal & written communication skills when interacting with clients
• Ability to discover and understand customer needs and propose solutions
• A motivated, driven, self-starter… We love those with grit and accountability!
• Must own a modern - not older than 3 years old laptop with a working camera
• An Internet Speed of 50 Mbps is required

You will be responsible for:

• Making daily cold calls & sending emails/text to connect with prospects
• Converting prospects & leads into Bobtail clients
• Collaborating as a team to accomplish individual, team, and company-wide goals
• Maintaining a pipeline of leads and opportunities using our CRM (Salesforce)
• Effectively using other sales tools to track progress and improve your performance
• Learning about each client’s needs, industry, and competitors.
• Building long-lasting, mutually beneficial relationships with prospects and clients to create a better customer experience.
• Following up with prospects throughout the sales cycle to continue nurturing them.
• Presenting the value of Bobtail products and services to prospects
• Staying current on company offerings and industry trends.

Educational background:

• Sales or business education/certification preferred
• Monthly Mental Break Day
• Paid Time Off
• Work from home (or wherever)
• Parental leave

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, colours, genders, gender expressions, sexual orientations, ages, marital status, veteran status, experiences, abilities, and perspectives.

Delivering freedom from inefficiencies in the supply chain.