Business Development Executive

TTSG; Hanover Park (IL); On-site; USD 100,000 - 140,000; Full time

Benefits offered by this job

401(k) with company match

Paid Time Off

President's Club and performance-based

Professional development and careerAdv

Job summary

TTSG is hiring a Business Development Executive in Chicago Loop, IL to prospect, book meetings with key decision-makers, and drive multi-solution sales across print, IT, cloud, cyber, and marketing. You will work with an internal team handling quoting, proposals, and solution design, allowing you to focus on selling.

Ideal candidates have 1 year of B2B sales with a hunter mentality and strong communication skills, with opportunities for career advancement in a fast-growing MSP-focused company.

Qualifications

• 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.

Responsibilities

• 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

Skills

B2B sales

Quota attainment

Hunter mentality

CRM experience

Executive communication

Tools

CRM tools

Job description

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:

• 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.

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
• 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: