Sales Enablement Specialist

Datarails is the financial planning and analysis platform that automates data consolidation, reporting and planning, while enabling finance teams to continue using 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 headquartered in NYC and Tel Aviv 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.

We’re looking for a strategic and detail-oriented Sales Enablement Specialist to elevate our sales team’s performance. Reporting to the VP of Sales, this role will equip our reps with the content, tools, and training they need to close deals faster and more effectively.

Ideal candidates are hungry self-starters with strong attention to detail and a creative streak. This is a fast-paced, high-demand, high-volume sales environment and you’ll need to know how to prioritize multiple projects simultaneously. 

This is a 100% remote position based in the Eastern time Zone in US or Canada. No sponsorship is available at this time.

• Develop compelling, high-quality sales content in Google Slides or PowerPoint to support various stages of the sales funnel.
• Review and refine content for grammar, formatting, and thoroughness.
• Partner with Sales leadership to align on key initiatives, messaging, and enablement priorities.
• Collaborate cross-functionally with Marketing, Product, and Customer Success to create persuasive, customized sales collateral and training materials.
• Own and optimize the use of tools like Salesforce, Notion, and Aligned to manage internal resources, track performance, and streamline sales processes.
• Keep the sales team informed and equipped with the latest sales collateral, messaging frameworks, and best practices.
• Build and maintain a dynamic onboarding program, including a comprehensive library of resources and live training sessions.

• 2–4 years of experience in Sales Enablement, Revenue Enablement, or a related role within a SaaS company.
• Strong written and verbal communication skills with an eye for detail.
• Excellent presentation design skills (Google Slides/PowerPoint).
• Familiarity with sales tools like Salesforce, Notion, Aligned, and others.
• Highly collaborative with a track record of working cross-functionally.
• Organized, proactive, and comfortable managing multiple projects at once.
• Experience with sales training and onboarding program design.
• Familiarity with enablement platforms (e.g., Highspot, Showpad, or Seismic).
• Understanding of SaaS sales cycles and methodologies.
• FP&A industry experience

• Competitive salary
• Meaningful equity 
• US: 401(k) plan with up to 4% match 
• Canada: 4% RRSP contributions 
• US: Top-of-the-line healthcare (medical, vision, and dental), with 100% paid coverage for employees + generous coverage for dependents 
• Canada: Extended healthcare coverage 
• Parental leave
• Flexible PTO + 12 paid company holidays 
• Life insurance And more!

We want to make sure everyone has an equal chance to participate and make a difference. Datarails is an equal opportunity employer and prioritizes building a diverse and inclusive workplace. We provide equal employment opportunities to all employees and applicants of any type and do not discriminate based on race, color, religion, national origin, gender, age, sexual orientation, physical or mental disability, genetic information or characteristic, gender identity and expression, veteran status, or other non-job related characteristics or other prohibited grounds specified in applicable federal, state, and local laws. Datarails’ policy is to comply with all applicable laws related to nondiscrimination and equal opportunity and will not tolerate discrimination or harassment based on any of these characteristics. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.