H-1B Visa Sales Director Jobs
Sales Director roles qualify for H-1B visa sponsorship as specialty occupations requiring a bachelor's degree in business, marketing, or a related field. Employers in enterprise software, financial services, and healthcare tech file LCAs with the DOL before sponsoring. The 85,000-cap lottery runs each April for October 1 start dates.
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Get Access To All JobsINTRODUCTION
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.
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.
- 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.
- 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/
ELIGIBILITY
LOCATION
This position is open to residents of Puerto Rico and US citizens willing to relocate to Puerto Rico.
LI-Hybrid
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.
Under San Francisco's Fair Chance Ordinance, qualified applicants with arrest and conviction records will be considered for the position.
INTRODUCTION
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.
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.
- 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.
- 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/
ELIGIBILITY
LOCATION
This position is open to residents of Puerto Rico and US citizens willing to relocate to Puerto Rico.
LI-Hybrid
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.
Under San Francisco's Fair Chance Ordinance, qualified applicants with arrest and conviction records will be considered for the position.
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Get Access To All JobsTips for Finding H-1B Visa Sponsorship in Sales Director
Frame your degree against the role
Sales Director is a specialty occupation only when your degree field directly relates to the role. A marketing, business, or economics degree strengthens the petition. A general arts degree with unrelated coursework creates RFE risk, so document every course-to-role connection before you apply.
Target cap-exempt employers first
Universities, nonprofit research organizations, and government-affiliated entities are cap-exempt, meaning they can file your H-1B outside the April lottery window. Sales Director roles exist at these institutions in development, partnerships, and commercialization functions, and they can sponsor year-round.
Use Migrate Mate to find active LCA filers
Search Migrate Mate to filter Sales Director roles by employers with verified DOL Labor Condition Application filing history. This surfaces companies that have already cleared the LCA process for this occupation code, not just those that claim they sponsor.
Verify prevailing wage before negotiating
Your employer must pay at least the DOL prevailing wage for your job zone and location. Pull the current wage floor using the OFLC Wage Search before you enter salary negotiations so you know the minimum the employer is legally required to offer under your LCA.
Confirm the employer files before the offer stage
Ask HR whether the company has a designated immigration counsel and has filed H-1B petitions in the past three fiscal years. Employers new to sponsorship often underestimate lead times, and a Sales Director role with a Q1 start date may miss the April registration window entirely.
Request premium processing at the offer stage
USCIS premium processing upgrades adjudication to 15 business days. For a Sales Director hire with a defined onboarding date, build premium processing into your offer negotiation so the employer commits to it before filing, not after a standard-processing delay creates a problem.
H-1B Visa Sales Director: Frequently Asked Questions
Does a Sales Director role qualify as an H-1B specialty occupation?
Yes, if the position requires a bachelor's degree or higher in a specific field like business administration, marketing, or a related discipline. The employer must document that the role normally requires this level of education. Generic sales management positions where any degree qualifies are more vulnerable to USCIS RFEs, so the job description needs to tie specific duties to a defined field.
How do I find employers who actually sponsor H-1B visas for Sales Director roles?
Search Migrate Mate to filter Sales Director openings by employers with verified DOL LCA filing history in this occupation. DOL LCA records are public, so you can confirm an employer has filed for this role type before investing time in the application process. Companies in enterprise software, financial services, and life sciences tend to have established H-1B sponsorship programs for senior commercial roles.
What happens to my H-1B status if my Sales Director role is restructured or eliminated?
Your H-1B is tied to the specific employer and job duties on your approved petition. If your role changes materially, a new or amended petition may be required. If your employment ends, you have a 60-day grace period to find a new sponsoring employer, transfer your H-1B, or leave the U.S. USCIS must receive the new employer's transfer petition before that window closes.
Can my H-1B employer change my territory or reporting structure without refiling?
Minor changes like a new manager or expanded territory within the same metro area typically don't require an amended petition. Moving to a new worksite in a different metropolitan statistical area does require a new LCA and potentially an amended I-129 petition before the change takes effect. If you're being relocated, confirm with your employer's immigration counsel whether an amendment is needed before your start date at the new location.
How does the H-1B lottery affect Sales Director hiring timelines?
USCIS opens H-1B registration each March for petitions that take effect October 1. If you're selected, your employer has roughly six months to file the full petition. This means most Sales Director roles with H-1B sponsorship have an October 1 start date unless the employer is cap-exempt or you're transferring from an existing H-1B. Discuss this timeline with hiring managers early so it's factored into the offer.