Inside Sales Representative

ModernIT

1d•$48,000 - $60,000•Remote

About The Position

Modern IT is a new kind of MSP: more intentional, more informed, and more inspired. Founded on the belief that today’s business needs require different, we’ve rewritten the rules of IT against tool sprawl and hardware that creates more headaches than help. Our ideology is simple: IT should put people and business into motion, not stand in the way. By thoughtfully putting services over servers, training and trust over technology, and heartbeats over hardware, we help harmonize people and processes and create IT ecosystems that foster calm, spur confidence, and energize people in the right direction: forward. Modern IT is a platform-centric managed services provider that propels businesses into the digital age through strategic partnerships with Microsoft and ConnectWise. With a global clientele and a distributed team, we are positioned at the forefront of innovation and operational excellence. Why this Role Exists Modern IT is entering a growth phase where pipeline consistency becomes critical. This role exists to build a predictable flow of qualified opportunities — ensuring the sales team can focus on closing, not prospecting. The Inside Sales Representative is the engine behind top-of-funnel execution: turning outbound activity into real, sales-ready conversations. Today, pipeline generation is inconsistent and dependent on leadership bandwidth rather than a dedicated, repeatable motion. This role is critical now because Modern IT is ready to scale its revenue engine and requires a focused outbound function to drive consistent meeting flow. If this role succeeds, the company builds a reliable pipeline that accelerates growth. If it fails, pipeline remains unpredictable and limits revenue scalability. This role is accountable for building and maintaining a consistent pipeline of qualified, sales-ready opportunities for the Modern IT sales team.

Requirements

At least 2 years of outbound B2B sales experience (SDR, ISR, or BDR), with a proven track record of consistently hitting activity and pipeline KPIs.
Demonstrated ability to work independently and manage their own performance — no daily supervision required.
Comfortable with high rejection volume: can sustain energy and discipline across 80+ calls/day without losing quality or attitude.
Proficient in HubSpot, Apollo, and Salesfinity — or equivalent tools with fast ramp-up demonstrated in past roles.
Native-level English proficiency
Based in the U.S. or Canada

Nice To Haves

Experience selling technology services, SaaS, or IT solutions to SMB decision-makers.
Familiarity with the MSP market and managed services value proposition.
Prior experience working in a remote, async, or distributed team environment.
Familiarity with LinkedIn Sales Navigator is a plus.

Responsibilities

Identify, research, and target prospective businesses within Modern IT’s defined market through outbound calls, email, and LinkedIn outreach. Own the top-of-funnel.
Engage prospects in discovery conversations to assess fit based on defined criteria (company size, IT environment, timeline, decision-maker access). Pass qualified leads to the sales team.
Schedule first appointments for qualified leads with the sales team, ensuring every meeting meets the agreed criteria for a sales-qualified lead.
Maintain accurate, real-time records of all outreach, conversations, and lead status in HubSpot. Use Apollo for prospecting and Salesfinity for outbound calling workflows.
Complete TruMethods Sales Training within the first 90 days and apply its methodology to daily sales activity. Stay current on the MSP market and Modern IT’s evolving service offering.
Leverage AI and modern sales tools to increase efficiency, improve targeting, and drive higher conversion — not just to automate activity, but to build a smarter, more effective outbound motion.
Use Apollo and Salesfinity to identify, prioritize, and segment prospect lists based on ICP, intent signals, and engagement data — replacing manual list building with data-driven targeting.
Leverage HubSpot automation to manage outreach sequences and follow-ups, ensuring consistent touchpoints and that no qualified prospect is lost due to manual gaps.
Use AI tools to draft, test, and iterate outreach messaging, enabling personalization at scale while maintaining relevance to each prospect’s context and challenges.
Continuously analyze outbound performance (calls, sequences, conversion to meetings) using data and AI insights to optimize messaging, timing, and targeting.
Apply AI to generate market and account-level insights (industry trends, company signals, potential pain points) to improve the quality of conversations and qualification.
Use AI as a support tool, not a replacement for judgment — especially in live conversations, objection handling, and qualification decisions where context and nuance are critical.
Connect every call and conversation to the business outcomes Modern IT delivers for clients.
Engage prospects with genuine curiosity, not scripted pressure. Every interaction reflects the Modern IT brand.

Benefits

Medical insurance (HMO, PPO, Nationwide, and High-Deductible Plan options)
Coverage effective Day 1
Modern IT contributes toward employee and dependent premiums
Basic Life and AD&D insurance (up to $50,000 provided by Modern IT)
Optional supplemental Life and AD&D insurance (employee, spouse/domestic partner, children)
Long-Term Disability insurance (employer-sponsored; effective after 3 months)
60% of earnings up to $10,000/month
Optional Dental and Vision insurance (effective Day 1 if elected)
Medical Flexible Spending Account (FSA)
Health Savings Account (HSA) for HDHP participants
Health Advocacy Program (24/7 support for claims, billing, scheduling, coordination)
Employee Assistance Program (confidential counseling and resources)
Critical Illness, Accident, and Disability coverage
Perks at Work (discounts on travel, electronics, home goods, etc.)
Adoption Assistance Program (up to $1,500 reimbursement)
Commuter Benefits Program (pre-tax transit/parking)
80 hours of PTO per anniversary year (for new full-time employees)
6 paid sick days per anniversary year
7 paid company holidays
Up to 2 floating holidays per calendar year
401(k) plan with employer match
Eligibility begins the first day of the month following 3 months of employment