AI Sales Executive

USA Simpro Software Ltd.; Miami (FL); On-site; USD 90,000 - 150,000; Full time

Job summary

Simpro Group in the United States (Miami) seeks an AI Sales Executive to close deals within our existing customer base. You’ll run high-impact demos, align AI back-office solutions to margin improvement, and move opportunities from first talk to close.

This is a close-focused role; inbound and outbound within current accounts, no cold outreach to new logos. You’ll own pipeline generation and nurture relationships with trade businesses to drive adoption.

Qualifications

• 1–4 years of B2B sales experience with a proven track record of closing in a short sales cycle.
• Bold and technically credible — you earn a customer's respect in the first five minutes.
• Comfortable running a high-volume demo environment with multiple deals at different stages.
• Experience selling SaaS, field service, or trades industries is advantageous.

Responsibilities

• Close — receive warm inbound leads from Account Management and marketing; most pipeline is primed.
• Run several demos per day with existing customers, moving deals from first conversation to close.
• Close consistently and at volume; this role is built for multiple wins per week.
• Connect our AI products to customer's business, translating technology into profit.
• Handle technical questions and objections with confidence as product authority.
• Know how products integrate with each other and with the customer's tech stack.
• Build mastery across the full portfolio including new acquisitions.
• Generate & manage pipeline; self-source a significant portion via outbound into existing accounts.
• Build relationships with trade business owners; trust that turns demos into deals.
• Stay sharp on industry trends to out-position competitors; feed product roadmap insights.

Skills

B2B sales

Closing

Demo delivery

Tools

Salesforce

Job description

Job Context

As an AI Sales Executive, you drive adoption of Simpro Group's AI back-office solutions across our existing customer base. This is a closing role — not a prospecting grind. Most of your pipeline comes to you warm, handed off by Account Managers or triggered through marketing. Your job is to run tight, high-impact demos, connect our AI products to where a customer is losing margin today, and close. You'll also self-generate a significant portion of your pipeline through targeted outbound into our existing customer base. No cold outreach into net-new logos — just deeper penetration into accounts that already know and trust us.

What You’ll Do

• Close — At Volume Receive warm inbound leads from the Account Management team and marketing — the majority of your pipeline is already primed
• Run several demos per day with existing customers, moving deals through a short call cycle from first conversation to closed Carry and crush a defined adoption and expansion quota tied directly to customer margin improvement
• Close consistently and at volume — this role is built for multiple wins per week
• Be the AI Authority Connect our AI products directly to each customer's business — translating technology into the number they care about most: profit
• Handle every technical question and objection with confidence — you are the product authority in every conversation
• Know how our products integrate with each other and with the customer's existing technology stack
• Build and maintain deep mastery across the full portfolio — including new products and acquisitions the day they land
• Generate & Manage Pipeline Self-source a significant proportion of your pipeline through outbound into existing, non-managed accounts
• Build real relationships with trade business owners through the sales process — trust that turns a demo into a done deal
• Stay sharp on industry trends and competition so you can out-position anyone in the market
• Bring the voice of the customer back to product, shaping the roadmap with frontline insight

This job description is not an exhaustive list of duties and may be modified at the discretion of Simpro Group.

What You’ll Bring

• 1–4 years of B2B sales experience with a proven track record of closing in a short sales cycle
• Bold and technically credible — you earn a customer's respect in the first five minutes
• Comfortable running a high-volume demo environment with multiple deals at different stages
• Fired up by the idea of taking a business from surviving to thriving — you sell transformation, not software
• Strong command of Salesforce or equivalent CRM
• Experience in SaaS, field service, or trades industries is advantageous

Our Core Values

• We Are One Team
• We Are Customer Centric
• We Are Growth Minded
• We Are Accountable
• We Celebrate Success

Simpro, AroFlo, BigChange & ClockShark are equal opportunity employers with a best-of-class onboarding program and supportive team environments. This means that we want everyone to feel welcome with us and to provide equal opportunities for everyone, regardless of age, disability, gender reassignment, marriage and civil partnership, pregnancy and maternity, race, religion or belief, sex or sexual orientation, or any other non-performance factor.

*Please note, no agencies will be accepted in the recruitment of this role.

Welcome to Simpro! Together with AroFlo, BigChange and ClockShark we are one team made up of many nationalities. We are customer-centric, always putting our customers and teammates first. We take accountability, owning both our innovations and our mistakes. We're growth-minded, constantly learning and evolving. And most of all, we celebrate our successes together!

Simpro Group provides best-in-class SaaS field service management solutions to trade and field service businesses worldwide. The group comprises four industry-leading companies, Simpro, AroFlo, BigChange and ClockShark, with offices across North America, Australia, New Zealand and the UK. Simpro, AroFlo & BigChange provide comprehensive field service management software for growth-minded trade and field service businesses, while ClockShark specializes in time-tracking and scheduling software solutions. Together, these companies seek to drive businesses forward with solutions that empower teams to work smarter, provide foundations for business scaling, and offer data-driven insights to fuel decision-making. Simpro Group serves over 22,000 businesses and over 400,000 users worldwide and has a global workforce of more than 600 employees.

Ready to transform your business? Explore products at simprogroup.com, aroflo.com, bigchange.com and clockshark.com.