Let’s get started
By clicking ‘Next’, I agree to the Terms of Service
and Privacy Policy
Jobs / Job page
Digital Enterprise Sales Director image - Rise Careers
Job details

Digital Enterprise Sales Director

ARE YOU INTERESTED IN JOINING A HYPER-GROWTH LOGISTICS TECH COMPANY?


Loadsmart is a growth-stage start-up technology company valued at over $1 billion (a true Tech Unicorn)!


We are looking to add an ambitious Digital Enterprise Sales Director to our team that is eager to sell disruptive freight tech! We are seeking an individual contributor competitive hunter with a strong detail hook, who listens intently and manages complex sales cycles expertly through a consultative approach.  Your competitive fire can’t be contained and is proven through net new logo acquisition.


You will partner with clients and identify technical solutions to solve their business challenges through a consultative sales approach.  You’re curious, driven and a true optimist who is adept at building rapport with both prospects and clients. We are the leader in the industry but know we need to keep our foot on the gas to keep winning; thus we need Enterprise Sales Managers with a strong sense of urgency to achieve their mission while having fun along the way!


DEPARTMENT: Digital Sales

LOCATION: US Remote


Job Type: Exempt


WHAT YOU GET TO DO:
  • Drive complex sales cycles for logistics SaaS solutions to Enterprise Accounts from initial contact to successful onboarding within a fast-paced sales environment
  • Hunt down new opportunities to build and manage a strong pipeline of prospective customers
  • Deliver new opportunities through self-generated prospecting efforts 
  • Constantly refine your sales skills with sales management and sales enablement as well as seek and apply constructive feedback to constantly refine your approach
  • Actively share customer feedback and your own observations with Loadsmart’s Product and Engineering teams to enhance value for your customers
  • Become a subject matter expert on our business, including processes, operations, the competitive landscape, and remaining up-to-date on industry news
  • Participate as an active member of our collaborative sales team and contribute to our culture of sales success while having the autonomy to own the full sales cycle.


REQUIRED QUALIFICATIONS:
  • 7 years of selling experience with documented success in complex sales cycles in the logistics industry 
  • Freight Tech Experience, preferably in the TMS space
  • Experience selling to enterprise customers and Fortune 1000 accounts 
  • Proven experience negotiating contract terms and conditions with decision-makers
  • Desire to prospect pipeline - a Hunters mentality 
  • Ability to serve as a trusted advisor throughout the full sales cycle


$127,000 - $150,000 a year
The compensation offered for this role will be based on multiple factors such as location, the role’s scope and complexity, the candidate’s experience and expertise. In addition to your base compensation offer, this role is eligible for an incentive bonus, stock options and benefits listed below.

WORKING AT LOADSMART


• Competitive base salaries - we believe in rewarding top talent

• Extremely competitive Equity package - become a shareholder in our company!

• Loadie Time Off - PTO and sick days without a limit

• Comprehensive Medical, Dental, and Vision insurance plans (US applied)

• 401k Match


Due to position requirements, this position cannot be performed in New York City or the states of Colorado, Washington, or California.


At Loadsmart, we believe our biggest asset is our people. We are proud to be an equal opportunity employer, hiring and developing individuals from diverse backgrounds and experiences to add to our collaborative culture. Loadsmart treats all candidates and employees with respect and does not discriminate in our recruiting, hiring, and promoting processes, including on the basis of race, color, religion, sex, age, sexual orientation, gender identity and/or expression, national origin, veteran status, or disability. It is the policy of Loadsmart that all offers of employment made shall be contingent upon successful completion of electronic background check(s). These checks will be job-related, consistent with business necessity and conducted by our vendor, pursuant to all applicable laws, rules, policies and procedures of our candidates' specific locale.

Loadsmart Glassdoor Company Review
3.5 Glassdoor star iconGlassdoor star iconGlassdoor star icon Glassdoor star icon Glassdoor star icon
Loadsmart DE&I Review
3.5 Glassdoor star iconGlassdoor star iconGlassdoor star icon Glassdoor star icon Glassdoor star icon
CEO of Loadsmart
Loadsmart CEO photo
Felipe Capella
Approve of CEO

Average salary estimate

$138500 / YEARLY (est.)
min
max
$127000K
$150000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Digital Enterprise Sales Director, Loadsmart

Are you ready to take your career to new heights with a fast-paced, hyper-growth logistics tech company? Loadsmart, valued at over $1 billion and recognized as a true Tech Unicorn, is seeking a passionate Digital Enterprise Sales Director to join our dynamic team. In this role, you will embark on a thrilling journey, driving complex sales cycles for our innovative logistics SaaS solutions. Your competitive spirit will shine as you skillfully hunt down new opportunities, transforming your prospecting efforts into a robust pipeline of enterprise customers. Using a consultative sales approach, you will build strong relationships, understanding clients' unique business challenges and offering tailored solutions that enhance their operational efficiency. Your expertise will be invaluable as you guide clients through the full sales cycle, from initial contact to successful onboarding. At Loadsmart, you’re not just another employee; you become an integral part of our collaborative sales culture. We encourage continuous learning and value your feedback, sharing insights with our Product and Engineering teams to drive improvement. If you're excited about tackling challenges in the logistics sector and enjoy working in a fun and engaging environment, then this is the perfect opportunity for you. We’re offering competitive salaries, equity options, and unbeatable benefits to ensure you thrive both personally and professionally. Come be part of our mission at Loadsmart and help us shape the future of freight technology!

Frequently Asked Questions (FAQs) for Digital Enterprise Sales Director Role at Loadsmart
What are the primary responsibilities of a Digital Enterprise Sales Director at Loadsmart?

As a Digital Enterprise Sales Director at Loadsmart, your core responsibilities will include managing complex sales cycles for logistics SaaS solutions, building and maintaining a strong pipeline of prospective customers, and collaborating closely with clients to deliver tailored solutions. You will also refine your sales skills, actively participate in our collaborative team, and engage with our Product and Engineering teams to ensure customer feedback improves our offerings.

Join Rise to see the full answer
What qualifications are required for the Digital Enterprise Sales Director position at Loadsmart?

To be considered for the Digital Enterprise Sales Director position at Loadsmart, candidates must have a minimum of 7 years of successful selling experience in complex sales cycles, preferably in the logistics industry. Experience negotiating with decision-makers in enterprise-level customers, particularly within Fortune 1000 accounts, is essential. A hunter mentality for prospecting and familiarity with Freight Tech, especially TMS, will also be crucial for success.

Join Rise to see the full answer
What kind of sales approach is expected from the Digital Enterprise Sales Director at Loadsmart?

At Loadsmart, the Digital Enterprise Sales Director is expected to adopt a consultative sales approach. This means engaging with clients to understand their unique business challenges, actively listening, and providing technical solutions that address their needs. The role requires a strong emphasis on building rapport and trust with prospects as well as existing clients.

Join Rise to see the full answer
What is the expected salary range for the Digital Enterprise Sales Director role at Loadsmart?

The expected salary range for the Digital Enterprise Sales Director role at Loadsmart is between $127,000 and $150,000 annually. The specific compensation offered will depend on various factors such as location, the complexity of the role, and your individual experience and expertise. Additionally, this position offers the potential for an incentive bonus and stock options.

Join Rise to see the full answer
What benefits can a Digital Enterprise Sales Director expect at Loadsmart?

Loadsmart offers a comprehensive benefits package for Digital Enterprise Sales Directors which includes competitive base salaries, stock options, unlimited PTO, medical, dental, and vision insurance, and a 401k match. We believe the well-being of our employees is essential, and we strive to provide a supportive and rewarding work environment.

Join Rise to see the full answer
Common Interview Questions for Digital Enterprise Sales Director
How do you approach building relationships with enterprise clients?

When building relationships with enterprise clients, I prioritize understanding their business needs and challenges through active listening. I engage in meaningful conversations that uncover issues they face, then propose tailored solutions. Establishing trust and showcasing value through my expertise helps me build long-term relationships that can result in successful partnerships.

Join Rise to see the full answer
Can you describe a successful sales cycle you've managed in the logistics industry?

In managing a successful sales cycle in the logistics industry, I focused on identifying a high-potential client whose needs aligned with our solutions. After extensive research and understanding their pain points, I conducted personalized presentations and demo sessions that highlighted how we could solve their specific issues, leading to closing the deal and ultimately ensuring a smooth onboarding process.

Join Rise to see the full answer
What strategies do you use to generate new leads in a competitive market?

In a competitive market, I rely on a combination of networking, digital marketing strategies, and leveraging industry relationships to generate new leads. I actively participate in industry events and webinars, utilize social media platforms, and consistently engage past clients for referrals, creating a multifaceted approach to prospecting that keeps my pipeline full.

Join Rise to see the full answer
How do you stay updated with industry trends and competitors?

To stay updated with industry trends and competitors, I regularly subscribe to industry publications, attend relevant conferences, and participate in professional groups. Additionally, I analyze competitor activities and follow key industry influencers on social media, ensuring I maintain an informed perspective that I can leverage in discussions with clients.

Join Rise to see the full answer
What do you see as the biggest challenge in selling logistics SaaS solutions?

The biggest challenge in selling logistics SaaS solutions is often overcoming resistance to change within organizations. Many companies are accustomed to their existing processes. To tackle this, I emphasize the tangible benefits of adopting our technology by showcasing case studies and ROI analyses that outline the long-term advantages of making the switch.

Join Rise to see the full answer
Describe a time when you had to negotiate a difficult contract.

During a challenging contract negotiation, I focused on understanding the client’s concerns and priorities. Open communication was key; I proposed flexible terms and conditions that met their demands while also safeguarding our interests. This collaborative approach led to a win-win situation, finalizing the agreement and strengthening our working relationship.

Join Rise to see the full answer
How do you manage your time during a complex sales cycle?

Managing time effectively during a complex sales cycle requires meticulous planning and prioritization. I break down the sales process into stages and set specific deadlines for each phase, allowing me to focus my efforts on high-impact activities while maintaining flexibility to adapt to changes or urgent client needs.

Join Rise to see the full answer
What role does feedback play in your sales approach?

Feedback is crucial in shaping my sales approach. I actively seek input from colleagues, mentors, and clients, using it to refine my strategies. Constructive criticism helps me identify areas for improvement while positive feedback reinforces effective tactics, ultimately enhancing my overall sales efficacy.

Join Rise to see the full answer
How do you handle objections from potential clients?

Handling objections effectively requires empathetic listening and understanding the underlying concerns. I acknowledge the client's perspective, provide clarifying information, and present data or testimonials that address their worry. This approach not only mitigates objections but also builds trust by demonstrating my commitment to finding solutions.

Join Rise to see the full answer
Why do you think you would be a good fit for the Digital Enterprise Sales Director role at Loadsmart?

I believe I would be a good fit for the Digital Enterprise Sales Director role at Loadsmart because of my extensive experience in the logistics sector and my proven track record of managing complex sales cycles. I thrive in fast-paced environments, and my consultative approach aligns perfectly with Loadsmart's commitment to providing value to clients while driving innovative solutions.

Join Rise to see the full answer
Similar Jobs
Photo of the Rise User
Loadsmart Remote United States / Remote
Posted 7 hours ago
Photo of the Rise User
Posted yesterday
Photo of the Rise User
Fresh Prints Remote India and The Philippines (Remote)
Posted 12 days ago
Posted 9 days ago
Posted 4 days ago
Photo of the Rise User
Posted 4 days ago

Move more with less!

30 jobs
MATCH
Calculating your matching score...
FUNDING
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
January 15, 2025

Subscribe to Rise newsletter

Risa star 🔮 Hi, I'm Risa! Your AI
Career Copilot
Want to see a list of jobs tailored to
you, just ask me below!