About PowerSchoolAt PowerSchool, we power education for students around the world. As the global leader in cloud-based K-12 software, we support the full education ecosystem—from the central office to the classroom to the home. Joining PowerSchool means being part of a mission-driven team that is transforming K-12 education by helping schools operate more effectively and deliver better outcomes for educators, students, and families.
Position Overview
The Lead Sales Readiness & Execution is the enablement owner for the Field/Inside SDR, Inside Sales Account Managers, and Sales Manager readiness and execution transformation.
This role influences and operationalizes Field/Inside SDR, Inside Sales Account Managers, and Sales Managers readiness strategies, sales capability frameworks, and execution standards that support successful commercial transformation. The role influences organizational, role and territory readiness decisions while establishing scalable approaches to leader effectiveness, seller proficiency, manager reinforcement, and measurable business outcomes.
ResponsibilitiesEssential Responsibilities
- Define and govern Field/Inside SDR, Inside Sales Account Managers, and Sales Manager readiness frameworks, capability models, certification methodologies, and proficiency standards across Field/Inside SDR, Inside Sales Account Managers, and Sales Managers.
- Define readiness strategies and capability requirements in response to evolving go-to-market priorities, organizational changes, territory models, and sales processes, ensuring alignment across sales functions.
- Serve as the enablement lead for the sales organization, absorb daily change in leadership, territory and process, and adjust readiness and onboarding support quickly.
- Across the Inside and SDR organization, readiness criteria, certification frameworks, and proficiency standards that govern role preparedness across sales functions.
- Design extended ramp and coaching support for new and transitioning Field/Inside SDR, Inside Sales Account Managers, and Sales Managers; including manager tools, coaching standards, inspection routines and reinforcement plans.
- Operationalize prospecting for both teams — sequences, call blocks, messaging, objection handling — so onboarding produces pipeline, not just completed training.
- Cross-pollinate the two disciplines: SDR prospecting rigor into Inside Sales, Inside Sales closing and forecasting discipline into SDR.
- Design and coach sales methodology and forecast accuracy and hold managers to the reinforcement and inspection routines that make it stick.
- Direct and govern the network of facilitators, coaches, subject matter experts, and enablement partners responsible for program execution through defined standards, success measures, and quality controls.
- Bring outside expertise on modern selling practices and customer expectations to define what readiness should look like for the sales teams going forward.
- Advise leadership on organizational capability gaps, readiness risks, sales effectiveness priorities, and strategic investments that impact revenue growth and commercial transformation.
Measures of Success
- Improved time to readiness for new and transitioning Inside sellers and leaders.
- Observed seller-skill proficiency and manager validation against defined role expectations.
- Manager coaching and inspection routines operate consistently in the field.
- Improved pipeline quality and conversion, including qualified pipeline, stage progression and opportunity-to-close conversion.
- Across the Inside and SDR organization, adoption of readiness frameworks, methodologies, and operating standards.
- Measurable improvements in organizational productivity, sales effectiveness, and business performance are attributable to readiness initiatives.
- Successful implementation of future-state capability models and transformation priorities.
Required Qualifications
- 8+ years of relevant experience in sales, sales leadership, sales enablement, or a related field.
- Proven experience leading sales readiness or enablement in complex B2B software, education technology, recurring revenue, renewals, expansion, or multi-role GTM environments.
- Strong knowledge of seller development, manager coaching, sales methodology, practice, certification, and behavior change.
- Ability to turn GTM, role, territory, or operating model changes into clear readiness and reinforcement plans.
- Ability to influence senior leaders, shape direction, and drive outcomes through expertise and indirect influence.
- Excellent facilitation, communication, design judgment, and influence skills.
- Success defining future-state capability strategies, operating models, or sales-effectiveness frameworks with broad impact.
- A bachelor’s degree is required.
Preferred Qualifications
- Experience supporting a major sales-location, leadership or organizational transition.
Along with our highly market competitive base compensation, PowerSchool offers the following benefits:
Comprehensive Insurance Coverage (including Medical, Dental, Vision, Pharmacy benefits, Life Insurance and AD&D)
Flexible Spending Accounts and Health Savings Accounts
Short-Term Disability and Long-Term Disability
Comprehensive 401(k) plan
Generous Parental Leave
Unrestricted paid time off (known as Discretionary Time Off - DTO)
Wellness Program, including ClassPass & Employee Assistance Program
Tuition Reimbursement
Optional Benefits: Pet Insurance, Identity Theft Protection, Student Debt Repayment Program and Prepaid Legal coverage
EEO CommitmentEEO Commitment
PowerSchool is committed to a diverse and inclusive workplace. PowerSchool is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status. Our inclusive culture empowers PowerSchoolers to deliver the best results for our customers. We not only celebrate the diversity of our workforce, we celebrate the diverse ways we work. If you have a disability and need an accommodation regarding our recruiting process, please let us know by emailing [email protected].
Skills Required
- 8+ years of relevant experience in sales, sales leadership, sales enablement, or a related field
- Experience leading sales readiness or enablement in complex B2B software, education technology, recurring revenue, renewals, expansion, or multi-role go-to-market environments
- Strong knowledge of seller development, manager coaching, sales methodology, practice, certification, and behavior change
- Ability to translate go-to-market, role, territory, or operating model changes into readiness and reinforcement plans
- Ability to influence senior leaders, shape direction, and drive outcomes through expertise and indirect influence
- Excellent facilitation, communication, design judgment, and influence skills
- Experience defining future-state capability strategies, operating models, or sales-effectiveness frameworks with broad impact
- Bachelor's degree
- Experience supporting a major sales-location, leadership, or organizational transition
Powerschool Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Powerschool and has not been reviewed or approved by Powerschool.
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Healthcare Strength — Health coverage includes medical, dental, and vision with an HSA option and company HSA match, plus life insurance and short/long‑term disability. Wellness resources such as an Employee Assistance Program and ClassPass are also part of the package.
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Retirement Support — A 401(k) with company match is offered and highlighted across company materials and job postings. Vesting on the match is described as not immediate.
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Leave & Time Off Breadth — Discretionary Time Off (unlimited PTO) for many U.S. roles and paid holidays are emphasized, with recent postings confirming the DTO approach. Paid parental leave is also cited in company materials.
Powerschool Insights
What We Do
PowerSchool is a leading provider of cloud-based software for K-12 education in North America. Its mission is to empower educators, administrators, and families to ensure personalized education for every student journey. PowerSchool offers end-to-end product clouds that connect the central office to the classroom to the home with award-winning products including Schoology Learning and Naviance CCLR, so school districts can securely manage student data, enrollment, attendance, grades, instruction, assessments, human resources, talent, professional development, special education, data analytics and insights, communications, and college and career readiness. PowerSchool supports over 60 million students in more than 90 countries and over 18,000 customers, including more than 90 of the top 100 districts by student enrollment in the United States.
