Director of Sales

Trunk Tools; San Francisco (CA); On-site; USD 160,000 - 300,000; Full time

Job summary

A leading AI company in construction, Trunk Tools seeks a Director of Sales to lead and expand their sales team. This role involves strategizing sales initiatives, managing key accounts, and fostering team development within a rapidly growing startup. Ideal candidates have extensive SaaS sales experience, including managing high-value contracts and a background in construction.

Benefits

Competitive salary and stock options

3 Medical Plans including 100% covered option

401K

Unlimited PTO

Learning & Growth stipend

Free lunch provided in select offices

In-person retreats

Qualifications

• 7-8+ years of software sales experience; proven seven-figure contracts.
• 3+ years management experience in a sales environment.
• Experience in enterprise SaaS and construction industry preferred.

Responsibilities

• Lead sales team to drive strategic objectives and quotas.
• Develop internal training and learning opportunities.
• Manage territory with planning and execution.

Skills

Communication

Negotiation

Leadership

Stakeholder Management

Education

Bachelor's Degree or equivalent experience

Job description

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This range is provided by Trunk Tools. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$160,000.00/yr - $300,000.00/yr

At Trunk Tools, we’re the leading AI company revolutionizing construction—the second-largest industry on earth. With deep traction among Fortune 500 general contractors, we have raised $30M from top investors including Redpoint and Innovation Endeavors.

Our mission is to build the future of construction through intelligent automation. Construction is a $13+ trillion industry still operating primarily in analog—and we’re changing that by embedding AI directly into the jobsite.

Founded by builders and technologists (Stanford, MIT), our experienced team has delivered software used by 140,000+ field professionals, impacting millions of users and contributing to $10B+ in built projects. We're deeply rooted in construction, with many of our team coming from the field.

After years of developing the “brain” of construction, we are now deploying AI agents and workflows to automate critical tasks—beginning with intelligent document processing, Q&A capabilities and rapidly expanding across operational processes. We currently have 50+ employees, including 20 engineers, and have doubled our size in the last 12 months. We’re continuing to grow rapidly as we launch and scale multiple AI agents this year.

We’re looking for a Director of Sales to manage, grow, and further develop our sales team. In this role, you’ll work with sales team to drive sales strategy while owning the full sales lifecycle across all segments of our business. As a successful Director of Sales you have outstanding communication, negotiation, leadership, and influencing skills, and can seamlessly build a strong rapport with internal and external stakeholders. You have prior enterprise SaaS sales experience, the ability to maintain C-level relationships, work with a large extended team, and seven-figure deal experience. If you’re interested in helping shape the vision of Sales at Trunk Tools— apply today.

This role will report into our Vice President of Sales.

What you’ll do:

• Lead Trunk Tools’ Sales team to drive sales and achieves strategic objectives and quotas while fostering a culture of inclusion, accountability, and collaboration
• Support the development of Sales team through internal training and learning and development opportunities
• Manage your territory including planning, forecasting, and execution
• Contribute to and drive the GTM strategy
• Identify, engage, and qualify prospects; monitor progress through the sales cycle
• Establish and nurture relationships with key accounts to generate new business and expand revenue with current customers
• Sell to C-suite, solution sales, ability to sell to multiple stakeholders, selling against P/L, negotiating, presenting, closing
• Ensure a formal account engagement plan is developed and continually reviewed
• Work closely with Operations to continually develop tools to aid team to goal
• Structure and negotiate business terms and contracts with line-of-business, procurement, senior management and C-level executives
• Identify product improvements or new products by remaining current on customer needs, industry trends, market activities, and competitors
• Travel (25% - 50%)
  
  

What we’re looking for:

• 7-8+ years of software sales experience; proven experience identifying and closing seven figure contracts
• 3+ years of management experience in a sales environment (ideally SaaS)
• Experience in a sales leadership role with ability to increase sales through the development of high-performance teams and effective sales processes
• Demonstrated experience executing sales leadership methodologies and ownership of all aspects of territory management
• Extensive knowledge of enterprise SaaS models, SaaS metrics, and online sales models
• Ability to thrive in an entrepreneurial environment
• Experience selling licenses or subscriptions to large, complex organizations; experience selling into construction industry
• Construction experience (in any capacity) is a requirement
• A perfect mix of curiosity, empathy and ambition, resilience and optimism, competitive and value added mindset
  
  

What we offer:

• ️ A close-knit and collaborative early-stage startup environment where every voice is heard and every opinion matters.
• Competitive salary and stock option equity packages.
• 3 Medical Plans to choose from including 100% covered option. Plus Dental and Vision Insurance!
• 401K
• Learning & Growth stipend.
• Free lunch provided in NYC and Austin office - you’ll never go hungry with us!
• Unlimited PTO; We truly believe in work-life balance and that hard work should be balanced with time for rest and rejuvenation.
• IRL / In-Person retreats throughout the year.
  
  

Please note: All official communication from Trunk Tools will come from an email address ending in @trunk.tools. If you receive outreach from any other domain, please disregard it or report it to us.

We realize applying for jobs can feel daunting at times. We don’t expect you to check all the qualification boxes and encourage you to apply if you have experience in some of the areas.

At Trunk Tools, we’re working hard to build a more productive and safer environment within the construction industry, and we strive to live by these same values here at Trunk Tools HQ. As an equal-opportunity employer, we are committed to building an inclusive environment where you can be you. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, or any other legally protected class.

Compensation Range: $160K - $300K

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Software Development

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