Inside Sales Rep (Miami, FL)

First Things First - What We Can Offer You

• Responsible Time Off
• Comprehensive medical, dental, vision package with 100% employer paid options
• 401k/Retirement Plan with 6% employer match
• Generous Parental Leave Program
• Home Office Allowance
• Paid Volunteer Leave Days
• Public Holiday Exchange Scheme
• Enjoy up to 4 weeks a year of flexible 'Work from Anywhere' time!
• Talent Referral Program – get rewarded for referring a friend to join our team!
• Flexible work environment
• Diverse training & internal networking opportunities across all of our product lines
• Opportunities for career progression and development
• For in-office roles in Broomfield, CO we offer a dog friendly environment, happy hours and office games, and free parking
• Check out our website for more about working at Simpro Group https://www.simprogroup.com/company/careers

The Job

The Inside Sales Representative will manage our early growth trade services prospects with a high volume and high velocity sales cycle. The goal is to qualify, demo, and close deals — often within a single call— ensuring quick turnarounds (“speed to paper”). The ISR receives qualified leads from BDRs and builds their own pipeline via outbound. The ISR will uncover customers’ core needs through demo-led discovery and present compelling solutions that could immediately address pain points. This position is an ideal promotion path for BDRs looking to advance their careers into full-cycle sales.

What You’ll Do

High-Velocity Deal Management:

• Manage a large volume of smaller opportunities, guiding them from initial interest to close in a short cycle—often in a single call where possible.
• Prioritize speed to quote and rapid follow-up to maximize conversion rates.

Demo-Led Discovery & Closing:

• Conduct concise, high-impact product demos that double as discovery sessions.
• Uncover key customer needs, pain points, and success criteria within the demo, positioning Simpro’s features to address them immediately.
• Close opportunities on the spot if the solution meets the prospect’s requirements and budget.

Pipeline & Lead Handling

• Collaborate with BDRs to receive, assess, and act on qualified inbound/outbound leads.
• Maintain consistent communication and follow-up cadences, ensuring no lead gets overlooked.

Solution Presentation

• Tailor Simpro’s value proposition to small office prospects (often 1–2 admin staff), highlighting key functionalities (quoting, scheduling, invoicing) relevant to their scale.
• Answer questions confidently and handle objections with ease.

Speed to Paper

• Generate concise, accurate quotes and proposals during or immediately after demo calls.
• Keep the prospect engaged with real-time pricing and solution validation to reduce decision lag.

Sales Metrics & Reporting

• Track all activity in the CRM (e.g., HubSpot or Salesforce): opportunities, stages, discovery notes, and outcomes of demo calls.
• Meet or exceed monthly/quarterly KPIs around deal velocity, close rates, and revenue.

Cross-Functional Collaboration

• Provide the marketing and BDR teams with feedback on lead quality, common objections, and winning pitches.
• Share insights with the Product and Customer Success teams regarding feature requests and typical implementation needs for small-scale customers.

Continuous Improvement

• Refine demo scripts, best practices, and quoting techniques based on customer feedback and personal closing data.
• Stay current on product updates, industry trends, and competitor offerings that may influence the sales narrative.

What You’ll Bring

• Sales Experience: At least 1–2 years in a full-cycle or inside sales role (BDR/SDR to AE path is a plus) within SaaS or a technology-related field.

• Demo & Discovery Expertise: Comfortable running live demos as part of discovery, asking the right questions to uncover needs, and closing deals in a single call where possible.

• High