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Costa Rica Jobs in Pickering, ON (NOW HIRING)

Simeio

Managing Director - Canada

Toronto, ON · On-site

About Simeio Simeio is a global leader in Identity and Access Management (IAM), with over 650 employees across offices in the USA (Atlanta HQ and Texas), India, Canada, Costa Rica, and the UK.

Trivium

Appointment Setter

Toronto, ON

CA$2.0K - CA$4.0K/mo

Colombia, Argentina, Costa Rica, Mexico, and similar). US-based candidates considered. Type: Independent Contractor, full-time Compensation: Base $2,000 to $4,000 USD/month depending on experience ...

Trivium

Appointment Setter

Toronto, ON · Remote

CA$2.0K - CA$4.0K/mo

Colombia, Argentina, Costa Rica, Mexico, and similar). US-based candidates considered. Type: Independent Contractor, full-time Compensation: Base $2,000 to $4,000 USD/month depending on experience ...

All JobsCosta Rica JobsCosta Rica Jobs in Pickering, ON

Costa Rica information

See Pickering, ON salary details

$12.3K

$49K

$147.3K

How much do costa rica jobs pay per year?

As of Aug 2, 2026, the average yearly pay for costa rica in Pickering, ON is $48,988.00, according to ZipRecruiter salary data. Most workers in this role earn between $22,183.00 and $62,301.00 per year, depending on experience, location, and employer.

What are some common challenges faced when working in Costa Rica's tourism industry?

Professionals in Costa Rica's tourism industry often navigate challenges such as adapting to seasonal fluctuations in visitor numbers, staying updated on eco-friendly practices, and providing multilingual customer service. The work environment is typically fast-paced, especially during peak travel seasons, requiring flexibility and excellent interpersonal skills. Team collaboration is crucial, as staff regularly coordinate with local guides, hospitality teams, and transportation providers to ensure a seamless guest experience.

What are Costa Rica jobs?

Costa Rica jobs refer to employment opportunities available within the country of Costa Rica, which spans a variety of sectors such as tourism, agriculture, technology, education, and customer service. Many foreigners are attracted to Costa Rica for teaching English, working in ecotourism, or joining multinational companies in free trade zones. The job market for locals and expats typically requires Spanish fluency, though some roles, especially in tourism or international companies, may only require English. Legal employment for foreigners generally requires a work permit or residency status. The country's growing economy and focus on sustainability also foster jobs in renewable energy and conservation.

What is the difference between Costa Rica vs Customer Service Representative?

AspectCosta RicaCustomer Service Representative
Required CredentialsHigh school diploma or equivalent; some roles may require additional language or technical skillsHigh school diploma; communication skills; sometimes bilingual abilities
Work EnvironmentCall centers, remote work, corporate officesCall centers, retail, corporate offices, remote
Industry UsageCustomer support, tech support, salesCustomer support, sales, technical support
Common Search/ComparisonYesYes

Both Costa Rica and Customer Service Representative roles often involve customer support in call centers or remote settings. While Costa Rica refers to a location or country, Customer Service Representative is a job title. When comparing, it's important to note that Costa Rica is a popular destination for outsourcing customer service jobs, whereas Customer Service Representative is a common role within many industries worldwide.

What is a Costa Rica job?

A Costa Rica job refers to employment opportunities available in Costa Rica, a country known for its strong tourism, technology, and service industries. Many international companies have offices in Costa Rica, providing jobs in customer service, IT, and finance. Additionally, the country offers opportunities in ecotourism, agriculture, and education. Expats may need a work visa, while locals benefit from a growing job market.

Can a US citizen get a job in Costa Rica?

US citizens can work in Costa Rica by obtaining a work visa, which requires a job offer from a Costa Rican employer and approval from immigration authorities. Employers often need to demonstrate that the position cannot be filled locally, and applicants may need to provide proof of qualifications and background checks.

What jobs are in demand?

In demand jobs include tourism and hospitality roles such as hotel staff and tour guides, as well as agriculture, manufacturing, and technology sectors. Skills in customer service, language proficiency, and technical expertise are highly valued in these fields.

Is it easy to get a job in Costa Rica?

Securing a job in Costa Rica depends on the industry, your skills, and work visa requirements. English-speaking jobs and positions in tourism, teaching, or technology may have more opportunities, but obtaining a work permit can involve a formal application process. Fluency in Spanish and relevant certifications can improve chances of employment.

Can I live on $1500 a month?

Living on $1500 a month in Costa Rica as a remote worker or expatriate is possible, especially in less expensive areas with affordable housing and local markets. However, expenses such as rent, utilities, food, and healthcare vary by location and lifestyle, so careful budgeting is essential to maintain comfort and meet basic needs.
What cities near Pickering, ON are hiring for Costa Rica jobs? Cities near Pickering, ON with the most Costa Rica job openings:
Costa Rica jobs near you
Infographic showing various Costa Rica job openings in Pickering, ON as of July 2026, with employment types broken down into 6% Internship, 88% Full Time, and 6% Contract. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $48,988 per year, or $23.6 per hour.

Managing Director - Canada

Simeio

Toronto, ON • On-site

Full-time

Re-posted 11 days ago

Job description

A Managing Director (MD) at Simeio is a senior leadership role responsible for the strategy, operations, and growth of a regional set of large strategic accounts in Canada (Preferably Toronto area)
In this role, you will provide direction and guidance for teams, ensure successful project delivery and cultivate high-level client relationships. This role reports to executive leadership.
Key responsibilities
  • Provide IAM thought leadership to both Simeio in-house colleagues and senior stakeholders within Simeio clients
  • Business development: Identify new opportunities, develop proposals, and participate in high-stakes client presentations to secure new business and expand the firm's client portfolio.
  • Client relationship management: Foster and maintain strong relationships with senior client leadership, acting as a long-term trusted advisor. Responsible for client satisfaction.
  • Deliver both growth and new business revenue and profit numbers for a defined region within Simeio
  • Be a leader in the end-to-end business/deal cycle with Simeio customers. This can encompass everything from initial opportunity gathering sessions, complex negotiations, stakeholder management, scoping/pricing and advisory related projects.
Project oversight
  • Provide senior leadership on consulting projects to ensure high-quality outcomes, timely delivery, and client satisfaction. This includes setting strategic direction and overseeing execution.
Operational leadership
  • Oversee the day-to-day operations of the practice, including resource allocation, financial management, and setting performance targets. This will be done in collaboration with global delivery service leaders in North America, Canda and offshore in India
Team leadership and mentorship
  • Work closely with the delivery teams within defined accounts to further develop best practices, roadmaps and overall account plans.
  • In collaboration with your project teams, organizational peers, talent acquisition and resource management team – work to make sure we have the right resources, at the right time, at the right price, readily deployable.
Organizational leadership
  • Participate in strategic decisions and represent Simeio in high-level negotiations, stakeholder meetings, public events and showcase thought leadership to the market of Simeio’s expertise.
Key Skills -
  • Managing Director needs to have extensive deep Identity Management (IAM) and security expertise. 
  • You should have working knowledge of multiple facets of the IAM landscape which can include IGA, AM, PAM, CIAM etc.
    You should be able to demonstrate where you have led both project teams and growth/revenue streams in your day-to-day accountabilities
  • At least 15 years’ professional experience.
  • Ideally you will have advanced down a path from roles like business analyst to consultant, manager, and senior manager before reaching the director level.

Additional necessary skills:
  • This role requires strong business acumen, excellent communication, and exceptional leadership skills.
  • You must be an independent, creative problem-solver who can motivate teams and manage multiple priorities.
About Simeio

Simeio is a global leader in Identity and Access Management (IAM), with over 650 employees across offices in the USA (Atlanta HQ and Texas), India, Canada, Costa Rica, and the UK. Founded in 2007 and backed by private equity firm ZMC, Simeio is recognized by industry analysts as a top IAM provider.

We deliver services across access management, identity governance and administration, privileged access management, and risk intelligence—partnering with leading IAM software vendors to support on-premise, cloud, and hybrid environments.

Our clients include Fortune 1000 companies across industries such as financial services, technology, healthcare, media, retail, public sector, utilities, and education.

Diversity & Inclusion

Simeio is an equal opportunity employer. If you require assistance with completing this application, interviewing, or participating in the selection process, please let us know.

Simeio is an equal opportunity employer. If you require assistance with completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please direct your inquiries to any of the recruitment team at recruitment@simeio.com or +1 404-882-3700.

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