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