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blue sky

Account Executive (promotional products)

blue sky, Chicago, Illinois, United States

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Account Executive (promotional products) Blue Sky is an established business that values building strong, long‑lasting relationships with our clients. We pride ourselves on doing what’s right, being ambitious, responsive, and always putting the customer first. Over 25 years, we’ve led the industry in product innovation and experiences, and we are proud to be part of the top 1% nationwide in the promotional gifting industry.

Opportunity We’re seeking an accomplished Account Executive who shares our values and thrives in a fast‑paced, high‑pressure environment. You’ll bring proven business development and leadership skills, and a current book of business is strongly desired (we are also open to acquisition of a small distribution business).

Reporting directly to the Sales Operations Manager, this role is more than sales—it’s about shaping client relationships, mentoring Account Managers, and driving significant revenue growth.

What You’ll Do

Drive revenue : Leverage your existing book of business and aggressively pursue new opportunities in the promotional marketing space.

Build lasting relationships : Serve as the strategic partner for key accounts, delivering the responsive, client‑first service that defines Blue Sky.

Lead & train : Mentor Account Managers, sharing best practices and elevating the team’s performance.

Execute with precision : Manage complex, multi‑product orders using Commonsku and HubSpot to ensure flawless execution from quote to delivery.

Sell innovation : Promote and sell online platforms and digital solutions for promotional marketing to modernize client procurement.

Embody our values : Do what’s right, be ambitious, stay responsive, and put the customer first in every interaction.

Partner with leadership : Collaborate directly with management to align strategies and drive team success.

What You Bring

Proven experience in the promotional marketing / branded merchandise industry

– you know this space inside and out.

Active book of business

– this is preferred.

Commonsku expertise

– this is mandatory; we use it intensively and need someone who can hit the ground running.

HubSpot proficiency

– you’re comfortable managing pipelines and client data.

Key Qualities

Passionate, competitive, and driven—you don’t just meet quotas, you crush them.

Thrives under pressure and excels in fast‑paced environments.

Client‑first mentality—their success is your success.

Team player who lifts others up while driving individual results.

Experience training and developing other sales professionals.

Track record selling online platforms/technology solutions in the promo space.

Alignment with our core values: doing what’s right, being ambitious, responsive, and customer‑focused.

What We Offer

Opportunity to join a top 1% performer in the promotional gifting industry.

Family‑owned culture that values long‑term relationships over short‑term wins.

Competitive compensation structure (base + commission).

Collaborative, high‑energy team environment.

Autonomy to manage and grow your accounts.

25+ years of industry leadership and innovation backing your success.

Additional Details Senior‑level position: Mid‑Senior level.

Employment type: Full‑time.

Job function: Sales and Business Development in Advertising Services.

OTE: $90+ (remote‑friendly; hybrid work environment if located in Chicago or San Diego). Benefits include an amazing menu of employee benefits.

We want to hear from you!

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