---
title: 'Lead, Sales & Revenue Enablement (New Hire Programs) at OpenTable'
canonical: 'https://feeny.ai/job/lead-sales-revenue-enablement-new-hire-programs-opentable-toronto-2d1947c4byzj'
type: 'job'
last_seen: '2026-09-05'
---

# Lead, Sales & Revenue Enablement (New Hire Programs) at OpenTable

- **Company:** OpenTable
- **Location:** Toronto, Canada
- **Work type:** remote
- **Posted:** 2026-08-06
- **Last confirmed live:** 2026-09-05
- **Apply:** https://job-boards.greenhouse.io/opentable/jobs/8687995002

## Job description

With millions of diners, 70,000+ restaurant partners and 25+ years of experience, OpenTable, part of Booking Holdings, Inc. (NASDAQ: BKNG), is an industry leader with a passion for helping restaurants thrive. Our world-class technology empowers restaurants to focus on what matters most – their team, their guests, and their bottom line – while enabling diners to discover and book the perfect restaurant for every occasion.

Every employee at OpenTable has a tangible impact on what we do and how we do it. You’ll also be part of a global team and its portfolio of metasearch brands. Hospitality is all about taking care of others, and it defines our culture.

## About the job

The Lead, Sales & Revenue Enablement will lead a high-performing team of New Hire Trainers and drive the strategic vision for how OpenTable ramps go-to-market talent across the Restaurant Sales and Services organization. This role owns the end-to-end strategy for building scalable, role-specific onboarding architecture designed to accelerate time-to-value, instill high-performing sales behaviors, and drive repeatable revenue outcomes. As a key strategic partner to Revenue Operations and GTM leadership, you will define the intersection of enablement-led training, certification, and frontline manager coaching while leveraging data-driven insights and AI-enabled technologies to modernize sales enablement at scale.

## Key Responsibilities

- People Leadership & Coaching: Direct, coach, and develop a team of New Hire Trainers, fostering a high-performance culture, setting clear priorities, and driving operational excellence across all onboarding programs.
- Program Strategy & Architecture: Own the multi-track onboarding strategy and end-to-end program design, establishing standardized graduation milestones, skill certifications, and readiness criteria aligned with GTM business priorities.
- Building Scalable Programs: Design and scale role-specific ramp frameworks across sales, account management, and customer success, balancing central enablement delivery with structured frontline manager reinforcement and accountability.
- Data-Driven Enablement & Impact: Establish comprehensive enablement metrics—moving beyond completion rates to track ramp velocity, skill adoption, behavioral changes, quota attainment, and revenue impact.
- AI & Modern Enablement Modernization: Evaluate and deploy AI-enabled tools and automated workflows to personalize learning paths, enhance role-play coaching, optimize trainer efficiency, and provide just-in-time performance support.
- Cross-Functional Strategic Partnership: Collaborate with Revenue Operations, Sales Leadership, Product Marketing, and GTM teams to ensure ramp strategies continuously reflect evolving field realities and market conditions.

## Minimum Qualifications

- 5+ years of experience in Sales/Revenue Enablement, GTM program management, or commercial learning and development.
- 2+ years of direct people management experience, leading team members such as trainers, enablement specialists, or program managers.
- Proven track record of designing, scaling, and executing role-based onboarding programs tied to measurable revenue and performance milestones.
- Demonstrated capability in data-driven enablement, using performance analytics to connect learning initiatives directly to pipeline generation and ramp metrics.
- Practical experience implementing AI tools or AI-assisted workflows within learning, coaching, content generation, or sales execution tools.

## Preferred Qualifications

- 7+ years of revenue enablement experience within a fast-paced SaaS, B2B, or multi-channel GTM organization.
- Hands-on experience supporting multi-track teams across field sales, inside sales, account management, and customer success.
- Expertise in defining the operating model between central Revenue Enablement and frontline sales leadership to drive co-ownership of onboarding success.
- Strong cross-functional leadership presence with experience partnering directly with VP- and C-level revenue executives.

## Benefits and Perks

- Work from (almost) anywhere for up to 20 days per year
- Focus on mental health and well-being:
- Company-paid therapy sessions through SpringHealth
- Company-paid subscription to Headspace
- Annual company-wide week off a year - the whole team fully recharges (and returns without a pile-up of work!)
- Paid parental leave
- Generous paid vacation + time off for your birthday
- Paid volunteer time
- Focus on your career growth:
- Development Dollars
- Leadership development
- Access to thousands of on-demand e-learnings
- Travel Discounts
- Employee Resource Groups
- 20 days of paid time off
- Private health and dental insurance
- Life and Disability insurance

The best connections happen face-to-face, whether you’re sitting down to dinner or having coffee with a coworker. That’s why OpenTable has adopted a hybrid workplace model. This role aligns with that approach, with an expectation of coming into the office two days a week—giving employees the best of both worlds: in-person collaboration and flexibility.

The expected range of compensation for this position based in Toronto, Canada, including commission and/or bonuses, is $155,000 - $165,000 CAD. There are a variety of factors that go into determining a compensation range, including but not limited to external market benchmark data, geographic location, and years of experience sought/required.

We offer a competitive base salary and benefits including: health benefits; flexible spending account; retirement benefits; life insurance; paid time off (including PTO, paid sick leave, medical leave, bereavement leave, floating holidays and paid holidays); and parental leave benefits. This role is eligible to be considered for an annual bonus.

Work Environment & Flexibility

At OpenTable, we pride ourselves on fostering a global and dynamic work environment. As a team member with us, you will benefit from a schedule tailored to accommodate a global workforce operating across multiple time zones. While the majority of your responsibilities may align with conventional business hours, there will be instances where you are expected to manage communications - via calls, Slack messages, or emails - outside of regular working hours to effectively collaborate with international colleagues, respond to restaurant partners, and/or address urgent matters. OpenTable will always abide by and consider local laws and regulations.

Inclusion

We’re committed to creating a workplace where everyone feels they belong and can thrive. We know the best ideas come when we bring different voices to the table, so we're building a team as dynamic as the diners and restaurants we serve—and fostering a culture where everyone feels welcome to be themselves.

If you need accommodations during the application or interview process, or on the job, we’re here to support you. Please reach out to your recruiter to request any accommodations.

#LI-Hybrid

## #LI-CW2

## About OpenTable

## Company Overview
- **One-liner**: OpenTable is the world’s leading provider of online restaurant reservation and dining technology, connecting diners with over 65,000 restaurants, bars, and wineries worldwide.
- **Entity Type**: Public (NASDAQ: BKNG, as part of Booking Holdings Inc.)
- **Headquarters**: San Francisco, California, United States
- **Founded**: 1998
- **Founders**: Chuck Templeton

## Core Business
- **Primary industry/industries**: Hospitality Technology, Restaurant Reservation Software, Online Dining
- **Target customers**: B2B (restaurants, bars, wineries of all sizes – from independent to large chains) and B2C (dining consumers)
- **Mission or purpose statement**: "We serve restaurants so they can serve the world." Also: "We love what can happen around the restaurant table."

## Products & Services
- **OpenTable for Restaurants**: An all-in-one SaaS platform for front-of-house and back-of-house operations, including reservation management, guest management, table management, online ordering, and marketing tools. Integrated with hundreds of technology partners.
- **OpenTable for Diners**: A mobile app and website that allows consumers to discover new restaurants via personalized recommendations, curated guides, and data-backed lists, and to book and manage reservations seamlessly.
- **OpenTable GuestCenter**: A suite of tools for restaurants to manage guest relationships, loyalty programs, and marketing campaigns.
- **OpenTable Payment & POS Integration**: Payment processing solutions tightly integrated with the reservation and management platform.

## Market Standing
- **Valuation/Market Cap**: OpenTable is a wholly owned subsidiary of Booking Holdings Inc. (BKNG). Booking Holdings' market cap is not broken out for OpenTable alone, but the parent company is valued at over $100 billion.
- **Key Metric**: Annual Revenue is not publicly disclosed as a separate entity. However, OpenTable helps restaurants fill over 1.9 billion seats annually (over 150 million seats per month) and processes an average of 8 reservations every second.
- **Notable Investors/Partners**: Part of Booking Holdings Inc. (the world leader in online travel & related services, which also owns Booking.com, KAYAK, Priceline, Agoda, and Rentalcars.com).
- **Growth Signals**: OpenTable serves 65,000+ venues worldwide, operates in 36 countries, has a global team of ~1,249 employees (+1.3% YoY), and recently launched its inaugural U.S. Restaurant Ambassador Council (April 2026) to shape strategy and innovation. The company continues to expand its international footprint with offices in the UK, Mexico, Australia, India, Germany, and more.

## Competitive Advantages
- **Network Effects**: The largest global network of diners and restaurants creates a powerful two-sided marketplace. More diners attract more restaurants, and vice versa.
- **Data Moat**: Over 136 million restaurant reviews and decades of reservation data provide unique insights into dining trends, consumer behavior, and restaurant performance.
- **Parent Company Backing**: As part of Booking Holdings, OpenTable has access to immense resources, global reach, and cross-platform synergies (e.g., with KAYAK’s travel portfolio).
- **Brand Trust & Longevity**: Operating since 1998, OpenTable is the most recognized and trusted brand in restaurant reservations.

## Strategic Focus
- **Global Expansion**: Growing its international presence, particularly in APAC and LATAM, with offices in India, Mexico, and Australia.
- **Product Innovation**: Continuously developing new tools for restaurants (e.g., AI-driven recommendations, enhanced operations software) and for diners (personalized discovery, seamless booking).
- **Integration & Partnerships**: Deepening integrations with hundreds of tech partners to create a unified restaurant tech stack.
- **Community Building**: The new Ambassador Council demonstrates a focus on collaborative innovation with the restaurant industry.

## Why Work Here
- **Hybrid & Flexible Work**: OpenTable offers a hybrid work environment with "Work From Almost Anywhere" days, generous holidays, dedicated Recharge Days, and company-wide weeks off.
- **Culture & Mission**: Employees work on technology that directly helps small businesses and culinary icons thrive, fostering a sense of purpose and community impact. The culture is described as "relentless hospitality."
- **Career Growth**: Opportunities for rapid career development in a global company that is part of the Booking Holdings family. The company has a strong track record of employees moving on to top tech companies (Google, Amazon, Salesforce, Uber).
- **Global & Diverse Team**: With 10 offices worldwide and employees from 36 countries, the work environment is international and collaborative.
- **Engineering & Product Focus**: Strong emphasis on product design, machine learning, and data engineering, with a tech stack that includes modern tools and frameworks.

## Sources
1. [OpenTable About Us](https://www.opentable.com/about/)
2. [OpenTable Careers](https://www.opentable.com/c/careers/)
3. [OpenTable LinkedIn Company Profile](https://www.linkedin.com/company/opentable)
4. [Built In OpenTable Profile](https://builtin.com/company/opentable)
5. [OpenTable Careers by Location](https://www.opentable.com/c/careers-by-location/)

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