Sales Development Representative — Managed IT — Fort Wayne

Fort Wayne, IN Office + field (downtown, 110 E. Wayne St.) $35K base + uncapped commission $50K Year-1 OTE Defined path to full-cycle sales at $80K+

You'll open the Fort Wayne market for Tomorrow's Technology Today, a managed IT and cybersecurity provider serving Ohio and Indiana businesses since 2002. This is not a cold-start seat: 300 direct mailers a week go out ahead of your calls, a 1,600-contact warm queue is waiting, and our current part-time caller books 5–6 appointments a month on 20 hours a week. You'll run that proven motion full-time from our downtown office.

Prove you can hunt and we train you into qualifying calls, discovery meetings, and proposals - full-cycle sales.

What you'll do

• Book 10–12 sat appointments a month (appointments that actually happen) through daily call blocks and direct-mail follow-up
• Work Fort Wayne in person - chamber events, networking, canvassing - qualifying 10–75 user businesses (manufacturers, municipalities, healthcare, CPAs, banks) with owners and decision-makers
• Keep HubSpot current - every call, contact, and canvass logged same-day

The path

Phase 1, you hunt - $50K on-target. Hit your number 2–3 months running and we layer in the sales process one stage at a time. Full-cycle comp adds one month of MRR on every deal you close plus 7% of projects - $80K+ on target, uncapped. Our current full-cycle rep came up through this same progression; we'll show you the exact comp math in the final interview.

What support you'll have

• Sales coaching: we've retained MSP Sales Partners as our fractional sales coaching engine - playbooks, weekly coaching, call reviews, and a paid training period
• HubSpot training and day-to-day support from our team
• Engineers scope the technical side; service delivery owns the account after close - you sell, you don't service tickets

Compensation and benefits

• Base: $35,000 Commission: $125 per sat appointment, paid from day one - roughly $15,000 at target, uncapped
• Year-1 OTE: $50,000 Full-cycle OTE once promoted: $80,000+
• Health, Dental, and Vision Insurance – Major medical coverage through Aetna Signature Administrators, plus dental and vision plans through Principal. Coverage begins the 1st of the month after a 60-day waiting period for new hires.
• Life Insurance – The company pays 100% of the premium for a Basic Life and AD&D policy ($20,000 for the employee).
• Short-Term and Long-Term Disability Insurance – Provides 60% of weekly earnings (up to $1,500/week) after a 14-day elimination period for injury/sickness.
• Accident Insurance – Employer covers 100% of the employee-only premium.
• 401(k) Retirement Plan – Available to full-time and part-time employees beginning of the quarter after a 90-day probationary period, with a company match of up to 3% dollar-for-dollar plus an additional 2% (up to 6% total).
• Paid Time Off (PTO) – A combined vacation/sick/personal leave bank that accrues weekly after the 90-day probation period, increasing with tenure (from ~40 hours/year up to 156 hours/year at 15+ years of service).
• Paid Holidays – Six paid holidays annually: New Year's Day, Memorial Day, Independence Day, Labor Day, Thanksgiving Day, and Christmas Day.
• Jury Duty, Military Leave, and Bereavement Leave – Paid retention of active payroll status for jury/military duty; up to 3 days of paid bereavement leave for immediate family.

What you bring

Must-have: based in or near Fort Wayne; comfortable on the phone at volume and face-to-face with business owners; a track record of hitting activity or quota goals in any industry; organized enough to run a CRM without being chased.

Preferred: B2B appointment setting or full-cycle sales; experience selling recurring services - managed IT, copiers, telecom, payroll, insurance, merchant services.

Not sure you check every box? If you can out-hustle your resume, apply - don't self-select out.

About Tomorrow's Technology Today

Founded 2002 and woman-owned: a 16-person team on recurring managed IT and cybersecurity contracts across Ohio and Indiana. 4.9 stars on Google; 2025 MSP Titans of the Industry finalist. Our third-shift techs run 4am pre-flight checks every business day - we prevent problems, not just fix them.

Hiring process

A 10-minute application. Interview with Lisa Niekamp-Urwin, CEO and Founder. Meet the sales team. Final interview with our sales leadership partner. We respond to every qualified applicant within one week.

Equal opportunity

Tomorrow's Technology Today is an Equal Opportunity Employer. We make employment decisions based on merit, qualifications, and business needs - without regard to race, color, religion, sex (including pregnancy, gender identity, gender expression, and sexual orientation), national origin, age, disability, genetic information, marital status, protected veteran status, or any other characteristic protected by law. We provide reasonable accommodations to qualified applicants with disabilities - to request one, contact [ACCOMMODATIONS EMAIL]. We consider qualified applicants with criminal histories in a manner consistent with applicable federal, state, and local fair-chance laws.