Full-Time

Sales Enablement Manager

Multiple Teams

Posted on 10/7/2025

Chegg

Chegg

5,001-10,000 employees

Education platform offering textbooks and tutoring

No salary listed

London, UK

Hybrid

Hybrid model of working.

Category
Sales & Account Management (1)
Required Skills
Data Analysis
Requirements
  • At least 3+ years in B2B SaaS across sales enablement, sales training, or quota-carrying sales with a track record of improving productivity and attainment.
  • Strong facilitator and communicator; comfortable leading workshops and manager enablement.
  • Program owner who can scope, launch, and land multi-stakeholder projects in a fast-paced environment.
  • Methodology fluency (e.g., MEDDICC, Challenger, SPIN/Value Selling) and practical deal coaching skills.
  • Very familiar with a range of sales tools and quick to navigate and leverage new ones.
  • Data-driven mindset; able to build simple reports and tell a story from the numbers.
Responsibilities
  • Own the enablement plan: design and run the quarterly enablement roadmap across onboarding, continuous training, certifications, and SKO/QBR enablement - anchored to measurable outcomes (ramp time, win rate, stage conversion, average deal size).
  • Onboard at scale: build 30/60/90-day curricula for SDRs, BDMs and Customer Success.
  • Coach for impact: deliver workshops and 1:1 coaching; enable frontline managers with call coaching rubrics and deal/forecast reviews.
  • Content & playbooks: create and curate playbooks from prospecting to close (talk tracks, battlecards, ROI calculators) and keep them current with Product Marketing.
  • Tools & workflow: drive adoption and ROI of our sales stack (HubSpot CRM, Outreach, plus enablement/LMS tools). Work with Sales Ops to build simple dashboards for usage and outcomes.
  • Program management: Run cross-functional projects with Sales leadership, Product Marketing, Customer Success, Legal, and Finance; define timelines, owners, and success criteria.
  • Evidence & iterate: track participation, proficiency, and business impact; report monthly to Sales Leadership and iterate based on data.
Desired Qualifications
  • Ideally experience enabling multi-region teams; EdTech or language learning interest.

Chegg is a student-focused learning platform that provides affordable textbooks through rental and sale, plus a suite of study and career services. Its products include Chegg Study for step-by-step solutions and Q&A, Chegg Tutors for 24/7 online tutoring, Chegg Math Solver for instant math problem solutions, and a internships and career services marketplace. Chegg earns revenue from subscriptions, rental/sales fees, tutoring commissions, and advertising. Its goal is to help students save money, understand coursework, and prepare for the job market by offering an integrated set of tools in one place.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Santa Clara, California

Founded

2007

Simplify Jobs

Simplify's Take

What believers are saying

  • Skilling targets $40B market with double-digit 2026 growth expected.
  • Galloway Capital's 5.44% stake pushes for value-unlocking separations.
  • Q1 2026 yields first profit in years, $15.5M adjusted EBITDA.

What critics are saying

  • ChatGPT erodes Chegg Study subscribers, causing 48% Q1 revenue drop.
  • NYSE delists CHGG by August 2026 if shares stay below $1.
  • Q2 2026 $49-50M guidance misses estimates by 15.6%, crashing stock.

What makes Chegg unique

  • Chegg Skilling generates $17.6M Q1 2026 revenue, up 9% YoY.
  • Chegg partners with Cornerstone and launches AI master's via Woolf.
  • CheggMate AI delivers real-time in-workflow coaching for skilling.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Mental Health Support

Unlimited Paid Time Off

Flexible Work Hours

Remote Work Options

Paid Vacation

Paid Sick Leave

Paid Holidays

Hybrid Work Options

401(k) Company Match

Employee Stock Purchase Plan

Parental Leave

Enhanced Maternity Leave

Enhanced Paternity Leave

Tuition Reimbursement

Private Health Insurance

Social Activities

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

0%

2 year growth

1%
Business Wire
Apr 9th, 2026
Galloway Capital Partners Announces 5.44% Ownership in Chegg, Inc. and Highlights Significant Value Opportunity

Galloway Capital Partners, LLC (“Galloway”) today announced that it has acquired an ownership position of approximately 5.44% in Chegg, Inc. (NYSE: CHGG) (“C...

Intellectia.AI
Apr 8th, 2026
Galloway Capital acquires 5.44% stake in Chegg, citing market disconnect from intrinsic value

Galloway Capital has acquired a 5.44% stake in Chegg, citing a disconnect between the company's share price and intrinsic value. The investment firm believes the market has mischaracterised Chegg's financial health. Galloway supports management's restructuring efforts, suggesting that separating business units could unlock shareholder value and achieve a higher growth-oriented valuation. The firm highlighted Chegg's Skilling segment, which generates approximately $72 million in annualised revenue, noting potential for sustained double-digit growth within a $40 billion addressable market. The investor also emphasised that Chegg's legacy Academic Services business is positioned to generate meaningful cash flow over coming years, value not currently reflected in the company's valuation.

Stock Titan
Mar 31st, 2026
Chegg (NYSE: CHGG) reshapes board, moves Renee Budig to Class III.

Chegg (NYSE: CHGG) reshapes board, moves Renee Budig to Class III. Filing Impact (Moderate) Filing Sentiment Rhea-AI Filing summary. Chegg, Inc. adjusted the structure of its Board of Directors to rebalance the three director classes. On March 25, 2026, the Board moved director Renee Budig from Class I, which had a term expiring at the 2026 Annual Meeting of Stockholders, to Class III with a term expiring at the 2028 Annual Meeting of Stockholders. To accomplish this, Ms. Budig resigned and was immediately re-elected as a Class III director, with her service deemed uninterrupted. After this rebalance, the Board consists of two Class I directors, one Class II director, and two Class III directors. Ms. Budig will stand for election as a Class III director at the 2026 Annual Meeting to serve a term ending at the 2028 Annual Meeting. 8-K event classification. Item 5.02 - Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers Key figures. Board composition after rebalance: 2 Class I, 1 Class II, 2 Class III directors Previous term endpoint for Budig: 2026 Annual Meeting of Stockholders New term endpoint for Budig: 2028 Annual Meeting of Stockholders Key terms. Class I, Class III, Annual Meeting of Stockholders, Board of Directors 03/31/2026 - 04:02 PM

Yahoo Finance
Mar 6th, 2026
Chegg reports 49% revenue drop despite beating Q4 estimates as consumer subscription stocks rise 3.4%

Consumer subscription stocks delivered satisfactory Q4 results, with the seven companies tracked beating revenue estimates by 1.8% on average. Share prices have risen 3.4% on average since earnings announcements. Chegg reported revenues of $72.66 million, down 49.4% year-on-year but exceeding expectations by 2.3%. The education platform delivered the slowest revenue growth in the group, with shares falling 14.1% since reporting to $0.64. Roku posted the strongest performance, with revenues of $1.39 billion, up 16.1% year-on-year and beating estimates by 3%. The streaming platform achieved the biggest analyst beat among peers, with shares rising 18.5% since reporting to $98.28. The results reflect continued strength in subscription-based consumer services despite varying performance across individual companies.

Business Wire
Feb 9th, 2026
Chegg appoints Karine Allouche to lead language learning and European skills integration

Chegg has appointed Karine Allouche as General Manager of Language Learning, Worldwide, and Skills Integration, Europe, effective 9 February 2026. She will lead Busuu, Chegg's language learning business, whilst overseeing the company's European commercial operations and integrating language and skills offerings. Allouche joins from Coursera, where she served as Vice President and General Manager of Enterprise, leading the turnaround of the company's $239 million enterprise business. Previously, she was Vice President of Cloud and Data Services at NetApp and CEO of GlobalEnglish, where she led a management buyout and subsequent strategic sale. In her new role, Allouche will focus on accelerating growth and strengthening collaboration across Chegg's global operations as the company expands in the language learning and skilling market.

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