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Field Account Executive (Chicago)

Boulevard

Chicago, IL (Remote - USA) Remote permanent

Posted: April 10, 2026

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Quick Summary

Our Field Account Executive will work closely with our clients to ensure seamless appointment scheduling and manage their self-care business.

Job Description

Who is Boulevard?

Boulevard provides the first and only client experience platform for appointment-based, self-care businesses. We empower our customers to give their clients more of the magical moments that matter most.

Before launching in 2016, our founders spent months interviewing salon managers and working behind front desks to understand their pain points so we could design a modern, user-friendly platform that meets the unique needs of their business. Our roots may be in hair salons, but we are built for the broader self-care industry, including many types of salons, spas, medspa, barbershops, and more. Our technology not only helps our customers survive but thrive. Take a look at how we (and YOU) can make that happen.

We have an insatiable curiosity and embrace experimentation. We believe that simple solutions require the most sophistication, and we design each and every detail to maximize potential, power, and impact. Do our values match? Read through our story and what we value the most.

Our team values and celebrates our diverse backgrounds. Being open about who we are and what we do allows us to do the best work of our lives. We believe in equal opportunity for all, and you should too.

Come do the best work of your life at Boulevard.

This role requires candidates to be based in Chicago, IL.

Our sales team continues to grow, and we’re looking for driven, relationship-oriented professionals who are passionate about helping businesses in the self-care industry thrive.

As a Field Account Executive, you’ll own a high-potential territory in Chicago, working directly with local salons, spas, and medspas to turn prospects into long-lasting partners. You’ll be the face of Boulevard in your territory, building community relationships and delivering value from first touch to close.

What you’ll do here:

You will lead full-cycle, consultative sales efforts within your assigned territory, including:

Territory Ownership and Prospecting

• Develop and refine a target account list grounded in market potential and our ICP

• Spend 80% of your time in the field meeting business owners and uncovering opportunities, including consistent block-by-block prospecting

• Execute multi-channel outreach, combining in-person drop-ins, cold calls, personalized emails, field events, and social outreach to build a strong top-of-funnel pipeline

• Cultivate a referral network by engaging with local customers, partners, and community organizations

Discovery, Demos, and Deal Management

• Conduct thoughtful discovery to understand business needs and challenges

• Deliver polished, tailored in person product demos

• Navigate pricing discussions with clarity and confidence

• Apply consistent qualification frameworks and methodology to keep deals moving

• Close new business with a trusted-advisor mindset

Pipeline, Tools, and Collaboration

• Maintain detailed activity tracking and pipeline hygiene using Salesforce and sales enablement tools

• Hit and exceed monthly activity, pipeline, and revenue targets

• Partner closely with SDRs, marketing, product, and onboarding teams to ensure a smooth handoff and stellar customer experience

• Share market insights and competitive intelligence with sales leadership to inform our GTM strategy

Community Presence

• Represent Boulevard at local events, industry meetups, trade shows, and networking opportunities

• Build a recognizable presence in the Chicago beauty, wellness, and aesthetics community

What you’ll need to thrive:

• At least one year of full-cycle B2B software sales experience, ideally in SaaS

• Background selling to beauty, aesthetics, or self-care businesses is helpful, with Medspa experience a strong plus

• Experience building and managing a target account list and outbound pipeline

• Confidence engaging with prospects in person, over the phone, and online

• Strong organizational skills and comfort working toward activity and conversion metrics

• Skilled negotiation abilities and solid business acumen

• A natural sense of urgency, positivity, and professionalism

• High energy and enthusiasm for working in a fast-paced, high-growth environment

How we’ll take care of you:

*This role is requires candidates to be based in Chicago, IL.* Your starting cash compensation is $90,000 + $60,000 OTC. This cash compensation is subject to change, and there is always room for growth and advancement.

In addition to the wonderful people you’ll get to work with and challenging projects that’ll push you - Boulevard is here to make sure you’re always at the top of your game emotionally, mentally, and physically.


✨ We’ve got you covered with a 401(k) match plus dental, medical, vision, and life insurance.


🏝 Take a break whenever you need with our flexible vacation day policy.


🖥 Fully remote so you can choose where you want to work. You’ll receive a work from home stipend every month.


💚 Family planning resources and specialized support programs.


🔮 Equity: get ahead on the ground floor and grow with Boulevard.


💅 Boulevard Bucks Learning and Development program allows employees to explore businesses in the market we serve.

📲 We recommend following our official LinkedIn page to stay up to date on all things Boulevard life!

Boulevard Labs, Inc. is an Equal Opportunity Employer committed to hiring a diverse workforce and sustaining an inclusive culture. All employment decisions at Boulevard Labs, Inc. are based on business needs, job requirements, and individual qualifications, without regard to race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law.

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