Account Executive (High-Volume, Always Accepting Applications)

This is a high-volume position that we fill often. By applying, you’ll be added to our priority list for upcoming openings. Thank you for your interest in joining Leap - let’s stay in touch!

Hiring Locations: Must be based in either the Chicago, IL or Baltimore, MD markets

Total Compensation: $60k Base ; $172,000 OTE (uncapped commissions)

About Us

At Leap, we’re on a mission to transform the home improvement industry - and we want you to be part of that journey. We’re proud to be recognized on the Inc. 5000 and Inc. Regionals lists for 5 consecutive years, reflecting sustained growth driven by innovation, strong execution, and an incredible team. We build technology that helps contractors work smarter, scale faster, and deliver better experiences to their customers.

When you join Leap, you’ll work alongside curious minds, bold innovators, and thoughtful risk-takers who care deeply about doing great work - and doing it together. Our culture is transparent, supportive, and grounded in approachable leadership. We actively listen to our employees through semi-annual engagement surveys, maintain a strong eNPS score, and consistently act on feedback to improve what’s working and where we can do better. We believe great work happens when people are supported outside of work, which is why we offer comprehensive benefits and wellness resources for you and your family.

Take the Leap today and help shape what’s next.

Position Overview

As an Account Executive, you will be responsible for identifying, prospecting, and closing new business opportunities in the home improvement industry. You will leverage your sales expertise, industry knowledge, and networking skills to build relationships with key decision-makers, promote our services, and achieve sales targets. This role requires a proactive, self-motivated individual with a passion for sales and a deep understanding of the home improvement industry.  

 Responsibilities

• Meets and exceeds sales targets.
• Develop and deliver compelling sales presentations and proposals to prospective clients, effectively communicating the value of our services and solutions.
• Establish and maintain strong relationships with key decision-makers, influencers, and stakeholders in the home improvement industry
• Stay informed about industry trends, competitive landscape, and customer needs to identify new business opportunities and tailor sales strategies accordingly
• Manage and maintain a robust sales pipeline, track progress, and ensure timely follow-ups and closures to meet or exceed sales targets
• Utilizes Sales Stack to track activities, contacts, accounts, leads, and opportunities.
• Engages with Leap internal teams to develop and deliver solutions to meet prospect requirements
• Accepts and implements constructive feedback 
• Proficient in Microsoft Excel, Word, and Outlook
• Performs other duties as assigned

Qualifications

• 2 years of sales experience in a direct sales role within the home improvement with an individual quota assignment 
• Demonstrated success and overachievement of value proposition sales (volume, market share growth, sales quota, competitive rank, awards, etc.)
• Excellent consultative and listening skills with a strong ability to communicate across a range of diverse cultures and corporate levels, including Executive Management (C-Level) teams.
• Ability to communicate complex topics in writing and verbally to users, business, and technical personas.
• Superior analytical skills balanced by an ability to navigate the larger strategic picture.
• Excellent organizational skills to manage multiple, sometimes conflicting priorities.
• Strong business acumen with ability to translate complex business problems and identify workable solutions.
• Ability to manage change and use creative alternatives to solve problems.
• Knowledge of the home improvement/services industry and the technology used within this industry.
• Ability to successfully perform all job responsibilities remotely.
• Experience with technology that may include Salesforce, SalesLoft, Seamless and others
• Excellent written and verbal communication skills, strategic selling skills, skills in analyzing and evaluating territory dynamics to develop and implement a sales plan.
• Ability to initiate and lead projects.
• Ability to travel 1-2 times annually

Benefits

We believe in supporting our employees holistically - your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

• Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date.
• Invest in Your Future – 401(k) company match to help you build financial security.
• Time to Recharge – We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays.
• Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
• Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
• MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
• Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Leap is an Equal Employment Opportunity and Affirmative Action Employer. We are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs.