SailPoint is the leading AI-driven security platform, providing autonomous governance built for the modern enterprise. By leveraging AI and machine learning, SailPoint simplifies and automates identity security—delivering the right access to the right resources at the right time, at the scale our enterprise customer’s demand. We take pride in our award-winning culture, recognized by our employees as a "Best Place to Work" for 15 consecutive years.
We are seeking a driven and proactive Digital Sales Representative to accelerate pipeline and revenue growth. In this role, you will leverage your SaaS sales experience to engage prospective customers, build strong relationships, and drive new opportunities using the SailPoint sales model. You will collaborate closely with field teams—including Outside Account Executives, Sales Engineers, and Channel Partners—to acquire new logos and expand existing accounts.
The ideal candidate is an organized, dynamic communicator with strong persuasive skills and a deep understanding of modern digital sales methodologies. You bring proven experience closing transactional deals or managing upsells, specifically within the software/SaaS industry.
Qualifications:
- Current experience in Enterprise Software Sales in an ISR type of role.
- Proven ability to close deals successfully is preferred.
- 1-5 years experience in SaaS Sales in an ISR/SDR/BDR role.
- Bachelor's degree preferred
- Must live in Canada
OTE: $120,000 CAD ($84,000 Base / $36,000 Uncapped Commission)
The Path to Success
Our most successful DSR’s achieve these milestones to achieve early productivity & success. Within the first month your goals will include:
- Complete Getting started Checklist, including Pre/Post Revenue Onboarding Coursework, attending HR onboarding Sessions, Access Identity University, and complete role specific suggested courses.
- Familiarize yourself with the High-level Function Org Chart; a high-level understanding of our main 5 business functions and the teams that compose them.
- Make use of all video collateral to augment onboarding training.
- Learn the SailPoint pitch.
- Meet the team – Digital Sales, your AE’s, Marketing, Channel, Sales Leadership. (Schedule intro meetings with key stakeholders as identified by your manager)
- Meet your buddy and set up Bi-weekly meetings & 1 to 1’s with your manager.
- Listen in and shadow your first discovery call.
- Ensure access to and familiarity with all tools in your digital tech stack.
- Walk your manager through prospecting efforts with LinkedIn, 6Sense, Outreach, ZoomInfo. Demonstrate knowledge in how to uncover corporate insights and persona-based imperatives.
- Demonstrate how to sequence prospects, both outbound and inbound, effectively action all leads within time bound SLAs, and convert to opportunities within Salesforce.
By the time you have been with SailPoint for 3 months you will have:
- Completed Revenue Onboarding.
- Completed mock discovery call and refined SailPoint Pitch.
- Created a development plan for yourself and reviewed with your manager for alignment.
- Continued to have periodic meetings with your buddy.
- Shadowed 4 Discovery Calls.
- Aligned and mapped your top 4 accounts.
- Made your first 10 calls in Outreach.
- Booked your first discovery call.
- Created a minimum of one opportunity in Salesforce.
- Delivered against Core KPI’s as documented in KPI Dashboard.
By the end of your first 6 months, along with the previous milestones you will have:
- Achieved funnel & pipeline targets and all critical activities managed through the KPI dashboard.
- Closed a deal, as marked by DSR Closer, with support from AE (Account Executive).
By the end of your first 12 months at SailPoint, along with the content in the previous milestones you will have:
- Delivered against yearly target for funnel and pipeline.
- Maintained KPI results on track with targets.
- Closed deals independently without support of AE.
SailPoint is an equal opportunity employer and we welcome all qualified candidates to apply to join our team. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, protected veteran status, or any other category protected by applicable law.
Alternative methods of applying for employment are available to individuals unable to submit an application through this site because of a disability. Contact [email protected] or mail to 11120 Four Points Dr, Suite 100, Austin, TX 78726, to discuss reasonable accommodations. NOTE: Any unsolicited resumes sent by candidates or agencies to this email will not be considered for current openings at SailPoint.
Skills Required
- Current experience in enterprise software sales in an ISR-type role
- 1-5 years of SaaS sales experience in an ISR, SDR, or BDR role
- Must live in Canada
- Proven ability to close deals successfully
- Bachelor's degree
SailPoint Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about SailPoint and has not been reviewed or approved by SailPoint.
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Healthcare Strength — Coverage spans medical, dental, vision, and mental health, with FSA/HSA options and even pet insurance. The breadth and inclusion of wellness resources indicate a robust core health package.
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Leave & Time Off Breadth — Time off is generous, including flexible or unlimited vacation, paid holidays, sick leave, and volunteer time off. Generous parental leave and family medical leave further expand the time-away options.
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Retirement Support — A 401(k) plan with company matching is offered, complemented by income‑protection benefits such as disability and life insurance. These elements strengthen long‑term financial security for employees.
SailPoint Insights
What We Do
At SailPoint, we believe enterprise security must start with identity at the foundation. Today’s enterprise runs on a diverse workforce of not just human but also digital identities—and securing them all is critical. Through the lens of identity, SailPoint empowers organizations to seamlessly manage and secure access to applications and data at speed and scale. Our unified, intelligent, and extensible platform delivers identity-first security, helping enterprises defend against dynamic threats while driving productivity and transformation. Trusted by many of the world’s most complex organizations, SailPoint secures the modern enterprise.
Why Work With Us
Together, we’re redefining identity’s place in the security ecosystem. We love taking on new challenges that seem daunting to others. We hold ourselves to the highest standards and deliver upon our promises to our customers. We bring out the best in each other, and we’re having a lot of fun doing it.
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