Account Executive Role - ICDI
Account Executive (Field Sales Representative)
Location: Western Jamaica (Westmoreland, Hanover, St. James, St. Elizabeth, Clarendon, St. Catherine, Kingston)
Employment Type: Full-Time, Performance-Based
Company: Caribbean Closers
Let's Talk Money First
Top performers in this role earn JMD $350K-$450K monthly. That's real money - JMD $4-5 million annually. We're talking about consistent closers who execute the playbook.
How?
Pure performance-based compensation:
Aggressive commission structure that rewards NEW business 8x more than servicing existing accounts
Monthly performance bonuses up to JMD $145,000 for hitting specific targets
Quarterly product mix incentives for selling high-margin solutions
No earnings cap, no politics, no favoritism - just close deals and get paid
Bottom line: If you can close, you'll get PAID. If you can't, this isn't your role.
Still reading? Good. Let's talk about what you'll actually do.
What This Role Really Is
You're not an "account manager" babysitting reorders. You're not a delivery coordinator playing phone tag with customers about where their shipment is. You're not a collections agent chasing down payments.
You're a CLOSER.
Your job is singular and clear: Build relationships with commercial buyers, present solutions, negotiate deals, and close business.
Your Territory & Focus
You own 100+ commercial accounts across Jamaica in these sectors:
Hospitality (hotels, resorts, villas)
Property management and real estate development
Commercial contractors and builders
Restaurants and commercial kitchens
Retail and institutional buyers
Your product focus: High-ticket capital equipment & solutions, and lower-ticket volume items:
Commercial HVAC and air conditioning systems
Solar and energy solutions
Water heating systems (commercial and residential)
Volume wholesale products
Deal sizes: JMD $150K - $3M+ (avg JMD $500K-$750K)
Your Day-to-Day (The Real Work)
Week 1 Might Look Like This:
Monday Morning:
Pipeline review meeting with sales leadership
3 pre-qualified opportunities handed to you by Telesales team
Review dormant account list (20 former customers to reactivate this month)
Monday-Thursday:
3-4 on-site meetings daily with prospects and customers
Discovery conversations, site assessments, needs analysis
Quote development and proposal presentations
Negotiation calls and follow-ups
CRM updates and deal progression
Friday:
2 morning meetings
Afternoon: Quote refinement, contract prep, next week planning
Weekly team scorecard review (public - everyone sees who's winning)
Weekend:
Occasional customer call or urgent quote (this is B2B sales, deals don't stop at 5pm)
Usually 1-2 hours max
What You're Actually Measured On
Activity Metrics:
Face-to-face meetings per week (target: 12-15)
Orders & Quotes submitted and proposals presented
Follow-up discipline (did you do what you said you'd do?)
Performance Metrics:
Close rate on qualified opportunities (target: 35-45%)
Average deal size (higher = better, but quality matters)
Sales cycle length (faster = better)
New accounts added monthly (target: 5-8)
Revenue Metrics:
Monthly and quarterly revenue targets
Product mix (are you selling high-margin solutions or just easy reorders?)
Territory growth (is your book of business expanding or stagnant?)
You'll have full visibility into these metrics through your CRM dashboard. No surprises. No "we'll tell you at year-end review" nonsense.
Why This Role Is Different From Every Other Field Sales Job in Jamaica
1. You Focus on SELLING, Not Everything Else
In this role, you're actually doing SALES:
✅ Pre-qualified opportunities handed to you by dedicated Telesales team
✅ Operations team handles order entry, delivery coordination, and logistics
✅ Finance team manages collections and credit issues
✅ Sales leadership provides daily coaching and strategic support
✅ Modern CRM gives you real-time visibility into order status so you can actually manage customer expectations
Your job is to CLOSE. Period.
2. Commission Structure That Makes Sense
Most companies pay flat commission regardless of what you sell. So you get the same percentage whether you close a high-margin strategic deal or a low-margin volume reorder.
That's broken. We've fixed it.
Our tiered commission structure rewards you for the RIGHT behavior:
NEW business and dormant reactivations: HIGHEST commission rate
Account expansion and growth: HIGH commission rate
Maintenance reorders (servicing existing): MINIMAL commission rate
Translation: Bringing in a JMD $500K new customer pays you 8x more than servicing a JMD $500K reorder from existing client.
We WANT you chasing new business. We WANT you building relationships with new accounts. We WANT you reactivating dormant customers. And we'll pay you accordingly.
3. Massive Performance Bonuses (Stack These)
On top of commission, you can earn monthly performance bonuses for hitting specific targets:
💰 Close Rate Bonus
💰 New Account Bonus
💰 Revenue Target Bonus
💰 Conversion Excellence Bonus
These stack. Hit all four in a month? That's extra $$$ on top of your commission.
Who You Are (Real Requirements)
Non-Negotiables
Experience:
3-5+ years in B2B field sales, account management, or territory sales
Proven track record of consistently hitting or exceeding quota (we'll verify)
Experience managing accounts in wholesale, distribution, construction, hospitality, or commercial sectors
Valid driver's license and reliable transportation
Skills:
Strong consultative selling and discovery abilities
Excellent presentation and negotiation skills
Can manage complex sales cycles (30-90 days)
Comfortable with CRM and sales technology
Can work independently without constant supervision
Mindset:
Closer mentality: You LOVE the hunt and the close
Relationship builder: You create trust and maintain it over time
Competitive drive: You want to win and you'll work for it
Organized & disciplined: You manage territory, pipeline, and time like a business owner
Resilient: You handle objections and rejection professionally
Coachable: You implement feedback immediately, no ego
Nice-to-Haves
Existing relationships with property managers, contractors, hotels, or commercial buyers in Jamaica
Experience selling high-ticket capital equipment (HVAC, solar, building materials, commercial kitchen as well as volume items)
Knowledge of project-based sales cycles
Track record in commission-heavy or performance-based roles
What We're NOT Looking For (Save Us Both Time)
❌ This ISN'T a Good Fit If:
You need guaranteed salary and can't handle performance-based comp
You want to "coast" on existing account maintenance
You're looking for 9-5 with zero weekend or after-hours contact
You need constant hand-holding and can't work independently
You're not comfortable with daily performance tracking
You're sensitive to public scoreboard and competition
You're not willing to prioritize NEW business over easy reorders
If any of these describe you, this role will make you miserable. And that's okay - just not a fit.
Application to offer: 1-2 weeks for strong candidates.
What You Get (The Full Package)
Earning Potential
Performance-based commission structure (details shared in interview)
Monthly bonuses up to JMD $145,000
Quarterly product mix incentives
Realistic top performer earnings: JMD $4-5M annually
Professional Development
Weekly one-on-one coaching with experienced sales leadership
Training in consultative selling frameworks
Product knowledge training and technical certifications
Clear career progression to Territory Manager or Team Lead
Sales Enablement
Pre-qualified opportunities from dedicated Telesales team
Modern CRM with mobile access and real-time visibility
Proven scripts, templates, battle cards, and playbooks
Product collateral and customer success stories
Operational Support
Mileage/fuel reimbursement for territory coverage
Phone credit and data plan
Client entertainment budget (within guidelines)
Sample and demo equipment as needed
Work Environment
Autonomy with accountability (manage your territory your way)
Transparent performance tracking (always know where you stand)
Collaborative team culture (weekly huddles, shared best practices)
No toxic micromanagement (we care about results, not hours in office)
How to Apply
Ready to close? We want to meet you.
Click here to send your application
Include:
Your resume/CV highlighting your sales track record and key wins
In your video submission, share:
What's the largest deal you've closed in your career, and how did you do it?
Describe a time you turned around a difficult customer situation
Why are you interested in a performance-based role vs. guaranteed salary?
How do you approach managing a territory with 100+ accounts?
Questions?
Email: [email protected]
Website: www.caribbeanclosers.com
About Caribbean Closers
Caribbean Closers is an outsourced sales agency transforming how Caribbean businesses approach sales operations. We partner with wholesale distributors, B2B service providers, and growth-focused companies to build systematic, data-driven sales engines that deliver predictable revenue growth.
We are an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive, high-performance environment for all team members.
