Senior Account Executive

At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products.

We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact.

This position is for an existing vacancy.

As an Account Executive, you will be responsible for proactively creating and closing new business with roofing contractors. You’ll own the full sales cycle — from prospecting and cold outreach through discovery, demo, negotiation, and close.

You’ll act as a consultant to contractors, uncovering the challenges they face when running their businesses and showing them how Roofr can help them work more efficiently, win more jobs, and grow their businesses. You’ll build and manage your own pipeline, develop strong relationships with prospects, and create a world-class buying experience from first touch through close.

What you'll get to do:

Own the full sales cycle from prospecting and outbound outreach through discovery, demo, negotiation, and close, while also working qualified inbound leads provided by Roofr to maximize every opportunity

Build and maintain your own pipeline through consistent outbound prospecting across phone, email, and other channels

Research target accounts and identify the right prospects, decision-makers, and business opportunities

Create personalized outreach that speaks to the unique challenges and goals of roofing contractors

Cold call and engage prospects to generate new conversations and qualified opportunities

Qualify prospects through thorough discovery, uncovering their pain points, business needs, priorities, and buying motivations

Conduct tailored demos that connect Roofr’s solutions to each prospect’s specific business challenges

Educate prospects on Roofr’s products and services and clearly communicate the value and ROI of the platform

Effectively manage multiple opportunities across different stages of the sales cycle and consistently follow up to move deals forward

Develop and execute thoughtful closing strategies to convert qualified opportunities into customers

Consistently achieve and exceed revenue and activity targets

Work independently, effectively prioritize your time, and maintain a high level of outbound activity

Maintain accurate CRM records, activity, and pipeline hygiene at all times

Become a champion for Roofr’s products and stay up to date on our evolving solutions

Partner with Customer Success, Partnerships, Operations, Engineering, and leadership to share customer insights and help improve the product and customer experience

What you'll bring to the role:

3+ years of sales experience, with a strong track record in outbound prospecting and new customer acquisition

Proven experience owning a full-cycle sales process, from prospecting through close

Demonstrated success consistently achieving and exceeding quota

A true hunter mentality — you’re energized by creating opportunities, picking up the phone, and turning cold prospects into customers

Strong cold-calling and outbound prospecting skills, with the ability to consistently generate pipeline

Experience selling SaaS technology and conducting consultative product demos

Strong discovery skills and the ability to uncover both stated and unstated customer needs

A thoughtful and effective approach to objection handling, negotiation, and closing

Strong pipeline management skills and a disciplined approach to CRM hygiene

Exceptional communication, organization, and time-management skills

Highly self-motivated and comfortable working independently in a high-activity sales environment

Coachable, curious, and eager to continuously improve your sales craft

Enthusiasm for a fast-paced, adaptable startup environment

Experience working with CRMs and sales tools such as Aircall, Outreach, Salesloft, or similar platforms

Bonus Points:

Experience selling to roofing contractors, construction companies, or other SMB trades

Experience in SaaS, particularly high-velocity, lower-ARPU subscription sales

Experience in a high-volume outbound sales environment

Experience working at an early-stage or high-growth startup

Existing knowledge of the roofing or construction industry

Experience selling into SMB or owner-operated businesses

Compensation Band: Base Salary: $80,000–$90,000 + 45% variable CAD

Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate’s experience, seniority, and demonstrated impact.

🏠 What we offer (US + Canada)

When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career:

🏝️ Vacation/Paid Time Off:

1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2!

1 Friday off per month (we call those our laundry days!)

Company wide paid shutdown for the week between Christmas and New Years

Flexible time off

80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada

RRSP/401k match

Generous Parental Leave policy

🤝 Perks:

We host an annual company retreat with great team building activities

Ample learning and development opportunities to continue growing your career

Home office setup stipend

Internet and phone allowance

Remote first culture

Weekly Friday paydays!

🤖 AI Notice

At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you.

Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users 👀). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too.

And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️

⚠️ Important Notice

We’ve been made aware of an individual impersonating Roofr using a fraudulent domain: roofrr.com (note the extra “r”). Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls.

To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers .

If you receive any suspicious messages or have questions, reach out to us at [email protected] .

Your safety and security are important to us — thank you for your vigilance!

Roofr is proud to be an equal opportunity em