Sales Director
Datarails
Date: 1 day ago
City: Toronto, ON
Contract type: Full time

Description
Datarails is the financial planning and analysis platform that automates data consolidation, reporting, and planning while enabling finance teams to use their own Excel spreadsheets and financial models. Datarails integrates with the most popular accounting software, ERPs, and CRMs so all your data can be consolidated. Reduce risk, make informed decisions, and ensure stakeholders have the most reliable data at their fingertips. Transform your Excel into a lean, mean, FP&A machine!
We are a leading FinTech company with over $100 million in funding and have been awarded #1 most promising global startup by Globes and 65+ leading VCs, as well as best paying & mid-sized companies to work for in NYC by Built-In.
As a Director of Sales at Datarails, you will hire, coach, lead, and manage a team of 7-8 AEs to exceed their sales targets and moonshot their career. You will need to demonstrate modern business leadership, be ‘others-oriented’, practice empathy, and motivate others to achieve new professional heights while coaching them on their sales skills, value creation, and sales playbook methods. If you have a proven track record of thriving within an early-stage, rapidly growing SaaS startup, possess the secret sauce of people leadership skills, analytical / data-driven capabilities, together with knowledge of modern sales methodologies & processes, and are keen to roll your sleeves and learn how to become a future VP sales, your place is with us.
What You'll Do
Datarails is the financial planning and analysis platform that automates data consolidation, reporting, and planning while enabling finance teams to use their own Excel spreadsheets and financial models. Datarails integrates with the most popular accounting software, ERPs, and CRMs so all your data can be consolidated. Reduce risk, make informed decisions, and ensure stakeholders have the most reliable data at their fingertips. Transform your Excel into a lean, mean, FP&A machine!
We are a leading FinTech company with over $100 million in funding and have been awarded #1 most promising global startup by Globes and 65+ leading VCs, as well as best paying & mid-sized companies to work for in NYC by Built-In.
As a Director of Sales at Datarails, you will hire, coach, lead, and manage a team of 7-8 AEs to exceed their sales targets and moonshot their career. You will need to demonstrate modern business leadership, be ‘others-oriented’, practice empathy, and motivate others to achieve new professional heights while coaching them on their sales skills, value creation, and sales playbook methods. If you have a proven track record of thriving within an early-stage, rapidly growing SaaS startup, possess the secret sauce of people leadership skills, analytical / data-driven capabilities, together with knowledge of modern sales methodologies & processes, and are keen to roll your sleeves and learn how to become a future VP sales, your place is with us.
What You'll Do
- Exercise leadership capabilities, including coaching & managing a team of account executives to run their book of business effectively and exceed their sales targets.
- You will personally be involved in some sales cycles and act as the exec on the line, influencing and negotiating with our customers while demonstrating deal strategy and closing abilities.
- Hire account executives, develop and execute the training and onboarding of new sales executives, as well as ongoing training for your tenured account executives.
- Identify opportunities to rebuild and/or improve processes of the entire sales department. Execute multiple projects simultaneously while demonstrating a combination of data analytics capabilities and sales management skills. In doing so, you’ll collaborate with multiple stakeholders across the company.
- Act as a partner to the VP of sales during an important growth stage in the company’s life cycle.
- 2-4 years of proven track record of success in managing a SaaS sales team to exceed their sales targets.
- Previous knowledge of FP&A processes and/or selling to finance teams/CFO's office.
- Ability to be very supportive and hands-on with individuals and your team to drive results.
- Proven track record of success in selling a complex solution such as CPM, ERP, CPM (or any other data-related Saas product to SMBs & Mid-market accounts in high velocity of dozens of wins/month (across your team).
- Proven knowledge of modern SaaS selling methodologies such as “Challenger sale,”/ Sandler / Force Management and value selling methodologies. Practical knowledge of negotiation.
- Proven expertise in an “up & comer” company, not only in pre-established brands.
- A bachelor's degree in finance, accounting, economics, or other fields is a plus.
- The base salary range for this role is USD 125-145k. Multiple factors, including prior experience, skill set, and location, determine final offer amounts.
- Top-of-the-line healthcare (medical, vision, and dental), with 100% paid coverage for you and 80-100% paid coverage for your dependents
- Flexible/unlimited paid time off, and a flexible remote WFH workplace
- Generous, meaningful equity
- 401k with up to 4% match
- Perks include: mental health & wellness services, HSA + FSA, commuter benefits for hybrid employees, and more!
- We help our team build their career and unleash their potential - we foster top talent and build distinct tailored growth plans that elevate both skills and income.
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