Leland logo

Sales Coach

Leland

United StatesRemoteFull-time$40–160K/yrPosted 1mo agoVerified open 5 days ago

Most applications go out cold — see where you stand first. No sign-up to start.

At a glance

Compensation
$40–160K/yr
Location
United StatesRemote
Schedule
Full-time
Work Authorization
Not specified

Job overview

Leland is hiring a Sales Coach. Leland seeks an experienced sales coach to work with students and professionals building careers in sales, teaching core B2B sales skills, guiding them through CRM and AI automation, and supporting resume, interview, and career development activities.

Key focus areas include Teach core B2B sales skills and strategies, Guide students through CRM automation and AI‑enabled sales workflows, and Support career development with resume, cover letter, LinkedIn, interview, and salary negotiation assistance.

Preferred (not required): B2B Sales, Sales Strategy, Closing Techniques, and Negotiation Skills.

Skills & qualifications

RequiredNice to have

Skills

B2B SalesSales StrategyClosing TechniquesNegotiation SkillsPresentation SkillsCRM AutomationOutbound AutomationAI AgentsAI FundamentalsResume ReviewCover LettersLinkedIn ReviewInterview PrepSalary NegotiationPromotion StrategyNetworking StrategyFreelancingStructured Approach to Sales Concepts

Qualifications

Professional Sales ExperienceCoaching or Mentoring Experience

Full job description

Leland is building the home for ambition in the age of AI. We connect people with the experts, programs, and communities they need to land the job, get into the school, or upskill for a world being rewritten by AI. We help businesses become AI-native through training, hiring, and infrastructure. Since our founding in 2021, we've helped tens of thousands of people reach their most ambitious goals and raised $19M from world-class investors. Ambition is sacred to us, and we've built a product that takes that seriously.

We're seeking an experienced sales coach to work with students and professionals building careers in sales. This role includes teaching core skills in B2B sales, sales strategy, closing techniques, negotiation skills, and presentation skills, as well as guiding students through CRM automation, outbound automation, and applying AI agents and AI fundamentals to modern sales workflows. Coaches also support the career side of the journey, including resume review, cover letters, LinkedIn review, interview prep, and salary negotiation, as well as promotion strategy, networking strategy, and freelancing for those pursuing independent work. Ideal candidates have professional experience in sales, prior coaching or mentoring experience, and a clear, structured approach to breaking down tactical and strategic sales concepts. Coaches set their own hours and rates, host sessions virtually, and partner with our team to deliver a high-quality, supportive experience for every student.

Why Leland?

  • The chance to join a world-class team helping people achieve their career and educational dreams

  • Work in a collaborative, high-energy environment where your contributions have a direct impact

  • Operate in a fast-paced, AI-native environment

  • We don't hire people who merely want to work for a great company; we hire people who want to make a great company

Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.

You've read the whole posting — now see how you match it.