Sales Representative

del Real Tax Group; Lyons (IL); On-site; USD 100,000 - 120,000; Full time

Job summary

Del Real Tax Group is actively seeking a driven Sales Representative to promote our financial and accounting services to small business owners. You will build relationships, identify upsell opportunities, and drive revenue through a true hunter approach.

This role offers uncapped commissions and the potential to earn six figures for top performers in the Chicago area, reflecting a strong emphasis on performance and leadership of the appointment-setting function.

Qualifications

• 3–5 years of successful B2B sales experience.
• Proven ability to prospect, close deals, and exceed targets.
• Strong communication and relationship-building skills.

Responsibilities

• Cold calling and networking with local business owners.
• Visiting client locations and building referral partnerships.
• Leading or coaching appointment setters and driving a high-performance sales culture.

Skills

Sales experience

Prospecting

Cold calling

Relationship building

Team leadership

Job description

Top performers can earn $100,000–$120,000+ annually.

Job Summary

We are seeking an energetic and detail-oriented Sales Representative to join our team. In this role, you will actively promote our financial and accounting services to small business owners, build strong customer relationships, and identify opportunities for upselling. Your enthusiasm and communication skills will drive growth while ensuring clients receive exceptional service.

Are you the type of salesperson who creates opportunities instead of waiting for them?

Do you love the thrill of prospecting, building relationships, coaching others, and closing deals?

Are you driven by the opportunity to earn an exceptional income based on your performance?

If so, Del Real Tax Group is looking for a proven sales professional who wants to build a long-term career with a growing accounting and tax advisory firm.

About Us

At Del Real Tax Group, we help entrepreneurs focus on growing their businesses—not worrying about their books, taxes, and financial systems.

Our purpose is to help entrepreneurial clients save time and money through proactive tax and accounting solutions.

Our mission is to elevate the entrepreneurial tax experience by delivering customized service, strategic guidance, and well-designed systems that create an exceptional client experience.

Our vision is simple: to give entrepreneurs greater peace of mind and financial freedom.

We're building a team of professionals who genuinely care about helping business owners succeed.

Our Culture

Our culture is built around three core values:

• Communication
• Personal Customer Service

We look for people who are:

• Responsible
• Team players
• Hungry to grow
• Committed to continuous improvement
• Driven by integrity and accountability

We believe great people don't need to be micromanaged. They take ownership, communicate well, produce high-quality work, and constantly look for ways to improve themselves and the company.

If you're looking for "just another sales job," this probably isn't it.

If you're looking to build something meaningful while earning an outstanding income, you'll fit right in.

What You'll Do

You’ll introduce business owners to solutions that genuinely improve their businesses, including:

• Monthly bookkeeping services
• Payroll services
• Tax preparation
• Tax planning assessments

This is a true business development role. You’ll be expected to build relationships, solve problems, and become a trusted advisor to entrepreneurs.

This Is a Hunter Position

We’re looking for someone who creates opportunities—not someone who waits for marketing to generate them.

Your Responsibilities Include

• Cold calling
• Networking
• Visiting local businesses
• Building referral relationships
• Following up consistently
• Filling your own pipeline

Marketing will support your efforts, but your success should never depend on marketing alone.

Leadership Responsibilities

In addition to selling, you’ll lead our appointment-setting department by:

• Recruiting appointment setters
• Hiring top talent
• Training new team members
• Coaching performance
• Conducting weekly sales meetings
• Monitoring KPIs
• Improving scripts and conversion rates
• Holding your team accountable

This is a leadership role for someone who enjoys helping others succeed.

Compensation

Base Pay

Unlimited Commission

You’ll earn:

• 100% of the first month's bookkeeping fee for every new monthly bookkeeping client you close
• 5% commission on every paid tax assessment

There is no cap on commissions.

Our compensation plan rewards people who consistently create new business.

Performance Expectations

Successful team members consistently achieve:

• 3 new monthly bookkeeping clients per week
• 2 paid tax assessments per week
• A strong self-generated sales pipeline
• Consistent coaching of the appointment-setting team
• Accurate KPI reporting
• Continuous improvement of sales performance

What We're Looking For

We’re seeking someone who has:

• A proven track record of exceeding sales goals
• At least 3-5 years of successful sales experience
• A history of staying with employers long term
• Experience prospecting and generating their own business
• Experience leading or coaching appointment setters
• Strong communication and relationship-building skills
• High personal accountability
• A competitive mindset and a desire to earn a high income through performance

This Position Is NOT for You If...

• You expect warm leads to be handed to you.
• You dislike prospecting or cold calling.
• You're uncomfortable asking for the sale.
• You've changed jobs every year or two.
• You're looking for guaranteed income rather than performance-based earnings.
• You make excuses instead of taking ownership.

Why Del Real Tax Group?

We're building one of Chicagoland's premier accounting and advisory firms by serving entrepreneurs with excellence.

Our team is committed to helping clients save time, save money, and gain confidence in their financial future. We invest in people who share that commitment and who want to build a long-term career—not just hold another job.

If you're motivated by achievement, energized by helping business owners succeed, and excited by the opportunity to earn well into six figures through your results, we'd love to meet you.