Top 14 Head of sales Jobs in Puerto Rico

Director, Sales
BOLD LLC —Puerto Rico
- Analysis skills
- Organizational skills
- Senior level
- Disability insurance
- Health insurance
12d
National Account Director
Hyatt Regency Grand Reserve Puerto Rico —Río Grande, PR
- Full-time
- Microsoft Word
- Microsoft Excel
- Microsoft Outlook
- Health insurance
- Paid time off
Quick Apply
Director, Sales
BOLD —Guaynabo, PR
- Hybrid work
- Analysis skills
- Organizational skills
- Fair chance
- Disability insurance
- Health insurance
Quick Apply
12d
Director of Sales and Marketing
Hampton by Hilton Ponce —Ponce, PR
- Full-time
- Spanish
- Marketing
- English
Quick Apply
Director(a) de Ventas y Mercadeo
Hampton by Hilton Ponce —Ponce, PR
Quick Apply
Sales Director- Rio Grande Valley, TX
Agile People and Payroll LLC —Río Grande Municipio, PR
- $85,000 a year
- Weekends as needed
- Background check
- Spanish
- Microsoft Excel
- Health insurance
- Dental insurance
Quick Apply
Director de ventas
Smart Option Search —Caguas, PR
Area Sales Director - CO, WA, CA or AZ
Solera —United States
- Full-time
- Business development
- Presentation skills
- Bachelor's degree
- Health insurance
- Dental insurance
Quick Apply
12d

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National Account Director
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head of sales jobs near puerto rico

Director, Sales

BOLD LLC -
Puerto Rico

Apply Now

Job Details

12 days ago

Benefits

Disability insurance
Health insurance
Dental insurance
Flexible spending account
Paid time off
Vision insurance
401(k) matching
Life insurance
Pet insurance

Qualifications

Business development management
Technology industry sales team management experience
Managing customer accounts
Customer retention strategy
Managing sales strategy or development teams
Account development
Portfolio performance measurement
Sales team management
ROI
Team development
B2B business model
Sales performance monitoring (sales process improvement strategies)
Client base expansion
Sales experience within tech
New customer acquisition
Sales management systems proficiency
Time-based sales targets
Business development within technology
Improving sales forecasting accuracy
Corporate sales environment
Client growth strategy
CRM system proficiency
Account management
Financial acumen
Senior leadership
Analytics

Full Job Description

Puerto Rico

Business Development

Pay range:

We are seeking a Director of Sales who will lead our new business and account management organizations to accelerate revenue growth, strengthen customer retention, and expand existing accounts across the BOLD portfolio based in Puerto Rico. You will directly manage two Sales Managers and provide leadership to a broader team of Account Managers, Senior Account Executives, and Account Executives.

You will be responsible for establishing a consistent sales operating model, improving team quota attainment, and overseeing the performance of the customer portfolio. You will also partner with cross-functional leaders to strengthen pipeline health, improve the customer experience, and translate market insights into effective go-to-market strategies.

Job Description

About this team

We are an evolving sales organization with the energy and pace of a startup, supported by the global recognition of Monster and CareerBuilder. Our team operates both remotely across various geographies and in a hybrid model out of our Guaynabo headquarters.

Our organization brings together outbound sales professionals focused on new customer acquisition and consultative account managers responsible for retention, renewals, and expansion. We are highly accountable, results-oriented, and committed to reclaiming market share through disciplined execution and exceptional customer partnership.

What you'll do

Sales and Account Management Leadership:Lead and coach 2 Sales Managers responsible for new business acquisition and customer retention, renewal, and expansion across SMB, Mid-Market, and Enterprise segments.
New Business Growth:Oversee the full sales cycle for net-new customer acquisition and ensure Account Executives and Senior Account Executives consistently achieve monthly and quarterly performance goals.
Retention and Expansion:Drive the strategies and operating rhythms needed to protect recurring revenue, improve customer retention, and identify expansion opportunities within existing accounts.
Sales Execution:Develop and continuously improve sales playbooks, messaging, scripts, discovery practices, and consultative objection-handling strategies.
Performance Management:Establish clear expectations and reinforce accountability through data-driven scorecards, pipeline reviews, forecasting, coaching, and structured performance discussions.
Portfolio Oversight:Monitor the health and performance of the aggregate customer portfolio, including revenue attainment, retention, expansion, customer concentration, and account risk.
Pipeline and Forecast Management:Maintain strong pipeline discipline and data integrity in Salesforce while improving forecast accuracy, conversion rates, sales velocity, and coverage.
Cross-Functional Partnership:Collaborate with Product, Marketing, Customer Success, Operations, and Engineering to share customer and market insights and shape go-to-market priorities.
Business Planning:Develop and present sales plans, revenue forecasts, resource recommendations, and performance updates to senior and executive leaders.

What you'll need

B2B Sales Experience: Experience balancing high-volume, high-activity sales execution with Mid-Market or Enterprise deal complexity.
Sales Leadership:10 or more years of progressive B2B sales experience, including significant experience leading sales teams.
People Leadership:Demonstrated success leading managers and building high-performing teams across both new business acquisition and account management.
Quota Attainment:A track record of achieving multi-million-dollar team revenue targets and improving performance in complex or evolving sales environments.
Retention and Growth Expertise:Experience developing strategies that improve customer retention, renewals, account expansion, and overall portfolio performance.
Financial and Commercial Acumen:Strong analytical skills and the ability to connect customer acquisition metrics, including CPA and CPC, with customer ROI, revenue performance, and profitability.
Sales Operations Discipline:Deep experience using CRM platforms, preferably Salesforce, to manage pipelines, forecasts, activity metrics, and structured sales KPIs.
Leadership and Communication:Strong executive presence, sound judgment, and the ability to communicate business plans, performance results, and recommendations to senior stakeholders.

What's good to have

Industry Experience:Experience in job boards, recruitment advertising, ATS platforms, staffing, digital marketplaces, or other technology-enabled business services.
B2B SaaS Environment:Experience working in B2B SaaS Sales.
Operating Frameworks:Familiarity with structured decision-making and accountability frameworks such as RACI, DACI, or RAPID.
Scaling Experience:Experience launching a new regional sales operation, integrating sales teams, or establishing foundational processes in a growing organization.
Compensation Design:Experience partnering with HR, Finance, and Sales Operations to develop or scale sales incentive and compensation plans.
Organizational Transformation:Experience improving the performance of an established sales organization through stronger leadership routines, process discipline, coaching, and accountability.

Benefits

Outstanding Compensation

Competitive salary
Bi-annual bonus
401(k) plan with match
Equity in company
Flexible spending accounts (health, dependent care)
Internet and home office reimbursement
In-office catered breakfast and lunches

100% Full Health Benefits

Medical, dental, and vision (optional plans for your family)
Life & long-term disability insurance (optional)
Mental health support and resources
Wellness reimbursement (gym, health apps, etc.)
Pet Insurance (optional)

Flexible time away

Flexible PTO
Sick time policy
Observed holidays

Certain group health plans are required to disclose on a public website information regarding in-network provider rates and historical out-of-network allowed amounts and billed charges for covered items and services in two separate machine-readable files (MRFs). The MRFs for the Triple S Salud medical benefit plans are linked below as of July 1, 2022:

https://salud.grupotriples.com/en/transparency-in-coverage-machine-readable-files/

About BOLD

We Transform Work Lives

As an established global organization, BOLD helps people find jobs. Our story is one of growth, success, and professional fulfillment. We create digital products that have empowered millions of people in 180 countries to build stronger resumes, cover letters, and CVs. The result of our work helps people interview confidently, finding the right job in less time. Our employees are experts, learners, contributors, and creatives.

We Celebrate and Promote Diversity and Inclusion

We value our position as an Equal Opportunity Employer. We hire based on qualifications, merit, and our business needs. We don't discriminate regarding race, color, religion, gender, pregnancy, national origin or citizenship, ancestry, age, physical or mental disability, veteran status, sexual orientation, gender identity or expression, marital status, genetic information, or any other applicable characteristic protected by law.

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head of sales jobs in puerto rico

Director, Sales

National Account Director

Director, Sales

Director of Sales and Marketing

Director(a) de Ventas y Mercadeo

Sales Director- Rio Grande Valley, TX

Director de ventas

Area Sales Director - CO, WA, CA or AZ

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