Business Development Representative - Chicago

Job Description

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!

Total Compensation: $55,000 base / $80,000 OTE Year 1 (uncapped commissions)

About Us

At Leap, we want YOU to be part of our journey as we transform the home improvement industry! We’ve been recognized as a Top Workplace and placed on Inc. 5000’s Fastest Growing Companies for 4+ consecutive years. Our complete platform paves the way for a new era in efficiency and professionalism for contractors. Share our passion for innovation and excellence and allow your creativity to meet craftsmanship.

When you join Leap, you’ll collaborate with curious minds, bold innovators and smart risk-takers. As a member of our team, you’ll be valued, supported, and included. With a transparent culture and approachable leadership, we offer career opportunities that match your ambitions and talents. To help maintain your work-life balance, we offer a range of resources for you and your family, including comprehensive benefits and wellness plans. Take the Leap today!

Position Overview

The Business Development Representative (BDR) identifies and qualifies leads, schedules product demos, and books meetings for our Account Executives through proactive outbound efforts. Using a modern sales tech stack, BDRs are accountable for consistent activity and opportunity generation. In addition to remote outreach, BDRs attend regional trade shows and industry events to generate leads and build brand awareness in person.

Success in this role requires a competitive drive, strong communication skills, and the ability to thrive in a fast-paced environment.

Responsibilities

Qualify inbound and outbound leads through calls, emails, and social selling tactics.

Attend trade shows, conferences, and industry events in your region to generate leads and represent Leap in person (up to 50% of the time)

Deliver quick, impactful demos to showcase Leap’s value proposition.

Coordinate logistics for local event presence including booth setup, teardown, and on-site engagement.

Partner with Account Executives to ensure smooth handoff of qualified opportunities.

Develop a deep understanding of Leap’s product, customer base, and competitive landscape.

Build rapport with contractors and decision-makers across the home improvement industry.

Consistently meet or exceed quarterly KPIs related to outreach and opportunity creation

Qualifications

1-2+ years of SDR/BDR or field sales experience, ideally in B2B SaaS or home service industry.

Experience attending trade shows or working in event-based sales environments.

A proactive, self-starter mindset with strong communication and interpersonal skills.

Confidence handling objections, asking thoughtful questions, and adapting on the fly.

Familiarity with sales tools like HubSpot, Gong, or similar platforms.

Willingness and ability to travel locally for regional events as needed.

Ability to perform light physical tasks like booth setup (lifting boxes, equipment, signage).

Experience in the home improvement, construction, or roofing industry is a plus.

Bilingual (English/Spanish) is a plus.

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 – competitive time-off package including 20 vacation days, 10 sick days, 8 company holidays, 3 floating holidays and 3 volunteer days to give back to causes you care about.

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.

Full-time

Fully remote