MidMarket Majors Sales Account Executive

At Trunk Tools, we’re the leading AI company revolutionizing construction—the secondlargest industry on earth. We recently raised a $40M Series B led by Insight Partners, bringing our total funding to $70M from toptier investors including Redpoint and Innovation Endeavors. This new round is fueling our next phase of growth as we scale AI agents across the jobsite.

Our mission is to build the future of construction through intelligent automation. Despite being a $13+ trillion industry, construction still runs largely on analog processes—we’re changing that by embedding AI directly into field operations.

Founded by builders and technologists (Stanford, MIT), our team has delivered software used by over 140,000 field professionals, impacting millions of users and contributing to $10B+ in built projects. Many of us come from the field ourselves, giving us a deep understanding of the industry’s unique challenges.

After years of building the “brain” of construction, we’re now launching productionready AI agents—starting with intelligent document processing and Q&A, and rapidly expanding into core operational workflows. Our team has doubled in the past year, and with 65+ employees (25+ engineers), we’re scaling fast and entering a period of hypergrowth—this is a rare opportunity to join at an inflection point.

Overview

• We’re looking for an Account Executive, MidMarket to join the Trunk Tools Sales Team. In this role, you will be responsible for applying an understanding of Trunk Tools products, sales methodology, processes, prospecting techniques, and customer base while selling to strategic midsize accounts. The primary function of this position is new account acquisition, with an emphasis on growing revenue through new product sales to new and existing customerrs. This includes following up on inbound leads, prospecting, qualifying, solution selling, negotiation, and closing.

• This position reports to the VP of Sales and can be based remotely in the US. We are looking for someone to join us immediately.

• What you will do and achieve

  • Timely followup and qualification of new prospects from inbound leads or customer requests generated by marketing.

  • Develop prospecting plans for territory development to build rapport and create opportunities.

  • Research accounts, identify key players, generate interest, and gather business requirements.

  • Maintain accurate and uptodate forecasts.

  • Provide sales management with reports on sales activities and projects as requested.

  • Increase knowledge of key competitors to effectively communicate our value proposition to customers.

  • Manage and maintain accurate leads, opportunities, and account information within HubSpot.

  • Achieve or exceed monthly and quarterly targets.

  • Obtain repeat business, referrals, and references by understanding the unique requirements of your customers.

  • Engage in networking, relationship building, cold calling, lead followup through emails, product demonstrations, and execution of service agreements.

  • Who you are

    • BABS or equivalent experience preferred.

    • 3+ years of demonstrated successful software sales, preferably B2B.

    • Experience using a consultative, solutionbased sales methodology.

    • Proven record of success in inside andor outside sales.

    • Ability and resilience to work in a fastpaced sales environment.

    • Ability to develop trusted relationships.

    • Proficiency with Google products and online collaboration tools.

    • Experience with CRM and opportunity management systems, preferably HubSpot.

    • Proven ability to develop and manage pipeline and forecasting.

    • What we offer

      🎖️ A closeknit and collaborative earlystage 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!

      🤓 Learning & Growth stipend

      🏠 Flexible longterm work options (remote and hybrid)

      🥨 Free lunch provided in the office in NYC & Austin you’ll never go hungry with us!

      🛫 Unlimited PTO; We truly believe in worklife balance and that hard work should be balanced with time for rest and rejuvenation

      🏝 IRL InPerson 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.

      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 equalopportunity 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.

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