Outbound Sales Development Representative

Fliplet; Canada; On-site; CAD 60,000 - 90,000; Full time

Benefits offered by this job

20 days annual holiday

Professional development budget

Health & home working equipment budget

Share options scheme

Flexible working hours

Remote working

Regular socials and company events

Job summary

Fliplet in Canada is seeking an experienced Outbound Sales Development Representative focused on proactive outreach. You will spend the majority of your time making calls, sending emails, and engaging prospects to create early opportunities.

Success is measured by pipeline opportunities you generate, relationships you build, and the quality of your outreach—not closing deals. You will collaborate with our senior sales team to hand off qualified meetings and keep a clean, up-to-date CRM.

Qualifications

• 5+ years’ experience in outbound sales, business development, lead generation or related outreach.
• Experience selling software or B2B services is helpful but not essential.
• Confident speaking with stakeholders at all levels, including C-suite.
• Strong verbal and written communication and ability to tailor to different audiences.
• Highly organized, detail-oriented with disciplined follow-up.
• Able to work independently in a remote environment.

Responsibilities

• Conduct outbound prospecting through phone, email and LinkedIn to engage prospects.
• Build early-stage relationships through consultative conversations and timely follow-up.
• Qualify early interest and create demand for Fliplet’s products and services.
• Book qualified meetings for the sales team and maintain accurate HubSpot records.

Skills

Outbound sales experience

CRM proficiency

Communication skills

Organisational skills

Remote work independence

Tools

HubSpot CRM

Job description

Who are Fliplet?

Fliplet is an AI-led software creation platform that helps organizations build secure mobile and web software faster, without the delays and complexity of traditional development.

With 15 years of experience in no-code and low-code software delivery, Fliplet is now helping enterprise teams move from idea to production-ready software using AI prompts, while keeping the governance, security, publishing control and long-term maintainability required for real business use.

Our platform is trusted by global law firms, professional services firms, financial services, healthcare organizations, corporate enterprises and many more. We help business and IT teams create, manage and publish software across web, mobile, app stores and private enterprise channels.

This is an exciting time to join Fliplet. We are building on a strong foundation, a trusted global client base and a proven reputation in enterprise no-code/low-code software delivery, while shaping the next generation of secure AI-led software creation.

Who We’re Looking For

We're looking for a highly organized, resilient and proactive Outbound Sales Development Representative who enjoys outbound sales activity and building relationships with prospective clients.

This role is focused almost entirely on outbound prospecting. You'll spend the majority of your time making calls, sending emails, engaging prospects, and building relationships with decision‑makers at target organizations.

Success in this role is not measured by closing deals. Instead, you'll be responsible for consistently creating opportunities and introducing interested prospects to our senior sales team at the appropriate time.

This role is ideal for someone who enjoys the challenge of outbound sales and prospecting and takes satisfaction from opening doors and creating opportunities rather than managing the full sales cycle.

Key Responsibilities

• Conduct consistent, high‑quality outbound prospecting through phone, email and LinkedIn to engage prospects within target accounts
• Build early‑stage relationships through consultative conversations, timely follow‑up and professional prospect engagement
• Qualify early interest and create demand for Fliplet’s products and services
• Book qualified meetings for the sales team and maintain accurate HubSpot records

What Success Looks Like

Success in this role will primarily be measured by:

• Consistent outbound activity levels across calls, emails and LinkedIn outreach
• Building and maintaining positive relationships with target prospects
• Number of qualified meetings booked for the sales team
• Conversion of prospects from initial contact to sales conversations
• CRM accuracy and completeness
• Responsiveness and quality of follow‑up activity
• Contribution to pipeline generation

The primary objective of this role is to create opportunities and introductions for the sales team through focused and consistent outbound prospecting.

Personal Attributes & Experience

Experience

• 5+ years’ experience in outbound sales, business development, lead generation, recruitment or another role involving proactive outreach
• Comfortable making outbound calls, starting conversations with new prospects and following a structured outreach process
• Experience working towards activity, quality or performance targets and maintaining accurate records in a CRM system
• Confident speaking with stakeholders at all levels, including C‑suite, senior management and department leads across areas such as IT, marketing and events
• Able to understand different industries, organizational structures and buying groups in order to identify relevant decision‑makers
• Experience selling software, technology or B2B services is helpful, but not essential

Attributes & Skills

• Confident, proactive and resilient, with the ability to handle rejection and keep momentum
• Naturally personable and conversational, with the ability to create warmth, trust and interest quickly over the phone
• Strong verbal and written communication skills, with the ability to adapt their style to different audiences, from IT and marketing teams to senior decision‑makers
• Able to hold consultative conversations, identify relevant needs and create interest in a follow‑up meeting
• Highly organized, detail‑oriented and disciplined in follow‑up activity
• Self‑motivated, coachable and comfortable working independently in a remote environment
• Curious and eager to learn, with a genuine interest in outbound prospecting, relationship‑building and creating new commercial opportunities

Bonus if you have:

• Experience selling into legal, professional services or enterprise organizations
• Familiarity with HubSpot CRM
• Experience with SaaS or technology businesses
• Experience conducting high‑volume outbound prospecting

Perks & Benefits

At Fliplet our team is our best asset. We are surrounded by smart and talented people who value hard work and who always want to improve. So we want to create the best environment we can to empower them. Some of the benefits that help us do this include:

• 20 days annual holiday for full time employees, rising with service, plus 8 bank holidays per year
• Annual budget for your professional development
• Annual budget towards your health, wellness & home working equipment
• Fundraising budget to support your charity endeavors
• Eligibility for enrolment into our Share options scheme so all employees can be part of the company’s success
• A fast paced, start‑up culture where your actions have a significant impact on the business.
• Ongoing training and development, and the chance to build a career in a growing company
• Great culture: A warm and friendly team, regular socials and company events, both in person and virtual
• Flexible working hours, remote working

Diversity

We believe innovation thrives in teams that bring diverse perspectives. We welcome applicants from all backgrounds and experiences. If you think you’d be a great fit but don’t meet every requirement - we still encourage you to apply.