Business Development Executive

TTSG is a fast-growing Managed Print Services company founded in 2010 by entrepreneur Tim Ward on one belief: technology should make work easier. Starting with print, we've expanded into Managed IT, Cybersecurity, Cloud, and Marketing Solutions — giving our clients a single trusted partner for the technology that runs their business.

Our sales team isn't limited to a single product line. You sell complete business solutions, which means more entry points, deeper client relationships, and significantly higher earning potential than a traditional print or IT sales role.

THE OPPORTUNITY

We're hiring Business Development Executives for two locations:

• Hanover Park, IL — our established suburban headquarters


• Chicago Loop, IL — brand-new downtown office opening July 2026

This is a hunter role built for B2B sales professionals who thrive on prospecting, consultative selling, and closing. Your job is one thing: book the meeting. Once you get a prospect to the table, our dedicated internal team takes it from there — handling quoting, proposals, and solution design so you can stay focused on what you do best.

WE SET YOU UP TO WIN

Most sales jobs hand you a phone and wish you luck. At TTSG, we invest in your success from day one:

• Qualified prospect lists and lead generation support delivered daily — you always have someone to call


• Dedicated internal team handles all quoting, proposals, and solution design — your job is to book the meeting, we do the rest


• Strong operational and technical support so you stay focused on selling, not admin


• Access to multiple revenue streams across print, IT, cloud, cyber, and marketing — more ways to open doors and close deals


• Established customer base ready for expansion and cross-selling opportunities


• Modern technology stack and sales tools designed to keep you efficient and productive


• Direct access to company leadership and decision-makers — no bureaucracy, no red tape


• Entrepreneurial environment where your ideas and contributions directly impact company growth

COMPENSATION & BENEFITS

• Year 1 On-Target Earnings: $120,000


• Uncapped commission structure — no ceiling on what you can earn


• Competitive base salary commensurate with experience


• 401(k) with company match


• Medical, Dental & Vision Insurance


• Paid Time Off


• President's Club and performance incentive programs


• Professional development and real career advancement in a growing company

WHAT YOU'LL DO

• Prospect, outreach, and book meetings with key decision-makers — our team handles the rest


• Build and maintain relationships with C-suite and operational decision-makers


• Generate pipeline through cold outreach, networking, referrals, and strategic prospecting


• Develop and execute territory plans aligned to company growth goals


• Represent TTSG at industry events, trade shows, and professional networking


• Maintain accurate CRM records and collaborate with internal support teams

WHAT YOU BRING

• 1 year of B2B sales experience with a proven track record of hitting or exceeding quota


• Background in managed print, office technology, managed services, SaaS, or telecom preferred


• Hunter mentality — comfortable with cold outreach and building pipeline


• Consultative approach — you ask great questions and connect solutions to business outcomes


• Exceptional communication and executive-level presentation skills


• Experience with CRM and sales enablement tools


• Self-motivated, competitive, and coachable

THE MULTI-SOLUTION ADVANTAGE

Most sales roles lock you into one product. At TTSG, you represent a full portfolio — giving you more reasons to start conversations, more problems to solve, and more ways to grow an account:

• Managed Print Services


• Managed IT Services


• Cybersecurity Solutions


• Cloud Services & Infrastructure


• Office Technology Solutions


• Document Management Solutions


• Marketing & Creative Services