Digital Sales Representative- Canada

SailPoint; Toronto; On-site; CAD 84,000 - 120,000; Full time

Job summary

A leading software company in Toronto is seeking a skilled Digital Sales Representative to drive sales growth through outreach and strategic tactics. The ideal candidate will have experience in Enterprise Software Sales, a proven track record of closing deals, and must reside in Canada. This role combines pipeline generation with ownership of smaller deals, making it an exciting opportunity for career transition into a full-cycle Account Executive position.

Benefits

Health and wellness coverage

401(k) Savings and Investment Plan

Flexible vacation policy

Paid parental leave

Employee Assistance Program (EAP)

Qualifications

• Current experience in Enterprise Software Sales in an ISR type of role.
• Proven ability to close deals successfully (upselling and smaller deals).
• Must live in Canada and be a permanent resident.
• Fluency in French is preferred.

Responsibilities

• Drive sales growth through proactive outreach and relationship building.
• Deliver a positive customer experience while maximizing revenue.
• Collaborate with the team to penetrate new accounts and cross-sell.

Skills

Enterprise Software Sales experience

Deal closing

Proactive outreach

Relationship building

Fluency in French

Education

Bachelor's degree

Job description

Overview

SailPoint is looking for a talented, enthusiastic, and motivated Digital Sales Representative who will be responsible for driving sales growth through proactive outreach, relationship building, and strategic sales tactics. Using your experience in SaaS opportunity creation & sales, you will deliver a positive customer experience using the SailPoint sales model while maximizing revenue in target accounts. You will be linked with a team of field sales counterparts (Outside Account Executive, SEs, Channel Partners, etc.) to penetrate new accounts and cross-sell into existing SailPoint accounts.

This is a closing role that combines pipeline generation with ownership of smaller deals. Ideal for candidates looking to transition from inside sales into full-cycle Account Executive positions.

Qualifications

• Current experience in Enterprise Software Sales in an ISR type of role.
• Proven ability to close deals successfully (upselling and smaller deals).
• Must live in Canada and be a permanent resident — this is a requirement.
• A bachelor’s degree is strongly preferred.
• Fluency in French is preferred.

Compensation

On-target Earnings (OTE): 120,000 CAD annually (Base Salary: 84,000 CAD / Uncapped Commission: 36,000 CAD).

The Path to Success

Our most successful DSRs achieve milestones to achieve early productivity & success. Within the first month your goals will include:

• Complete Getting started Checklist, including Pre / Post Revenue Onboarding Coursework, HR onboarding sessions, Access Identity University, and role-specific suggested courses.
• Familiarize yourself with the High-level Function Org Chart and the main 5 business functions and teams.
• Utilize 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 & 1:1s 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 uncovering corporate insights and persona-based imperatives.
• Demonstrate how to sequence prospects, outbound and inbound, effectively act on 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 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.

Benefits and Compensation listed vary based on the location of your employment and the nature of your employment with SailPoint.

As part of the total compensation package, this role may be eligible for the SailPoint Corporate Bonus Plan or a role-specific commission, along with potential eligibility for equity participation. SailPoint maintains broad salary ranges for its roles to account for variations in knowledge, skills, experience, market conditions and locations. Candidates are typically placed into the range based on these factors as well as internal peer equity. We estimate the base salary for US-based employees will be in the range from (min-mid-max, USD):

$55,230 - $78,890 - $102,550

Base salaries for employees based in other locations are competitive for the employee’s home location.

Benefits Overview

1. Health and wellness coverage: Medical, dental, and vision insurance

2. Disability coverage: Short-term and long-term disability

3. Life protection: Life insurance and Accidental Death & Dismemberment (AD&D)

4. Additional life coverage options: Supplemental life insurance for employees, spouses, and children

5. Flexible spending accounts for health care and dependent care; limited purpose flexible spending account

6. Financial security: 401(k) Savings and Investment Plan with company matching

7. Time off benefits: Flexible vacation policy

8. Holidays: 8 paid holidays annually

9. Sick leave

10. Parental support: Paid parental leave

11. Employee Assistance Program (EAP) and Care Counselors

12. Voluntary benefits: Legal Assistance, Critical Illness, Accident, Hospital Indemnity and Pet Insurance options

13. Health Savings Account (HSA) with employer contribution

SailPoint is an equal opportunity employer and we welcome all qualified candidates to apply. 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 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.