Toolmill Briefswhat companies are building, read from their hiring

Company brief · updated 2026-10-19

Skillsoft

skillsoft.com · software industry · Skillsoft helps organizations see capability, close gaps, and apply skills where they drive workforce readiness and outcomes.

11open roles
5new in 30 days
2closed in 30 days
9remote-eligible
acceleratinghiring velocity

What they're building

Integrated commercial function (pricing, deal desk, contract negotiation, renewals pricing and discount governance) strong signal

Today: Enterprise subscriptions to its skills management platform; the Renewals posting cites a ~$250M Enterprise ARR base

Roles: Senior Director, Commercial Operations · Sr. Director, Renewals Operations

Requirements mention: "deal desk" · "pricing systems" · "Configure, Price, Quote (CPQ)" · "pricing and discount governance" · "approval workflows" · "contract lifecycle"

Both postings state that pricing, deal desk and contract negotiation are being unified into one commercial function. Inference: the Commercial Operations posting names "redesigned end-to-end commercial processes, analytics, and systems", so expect changes to CPQ and approval workflows. The postings do not state a timeline.

Regional solutions and services leadership for North America and EMEA strong signal

Today: "Skillsoft helps organizations see capability, close gaps, and apply skills where they drive workforce readiness and outcomes" (company site description)

Roles: North America Solutions & Services Leader · EMEA Solutions & Services Leader · Sr Solutions Partner

Requirements mention: "MEDDPICC" · "executive discovery and problem framing" · "value-based selling" · "enterprise PaaS" · "AI-enabled workflows" · "workforce transformation"

Inference: a go-to-market push in North America and EMEA aimed at selling skills-based transformation to enterprises. The EMEA posting ties its role to "ARR growth, retention, and customer outcomes" in the region. The postings do not state targets.

Compliance training sales weak signal

Today: Corporate legal/ethics and Safety/OSHA compliance training (per the Compliance Account Executive posting)

Roles: Compliance Account Executive

Requirements mention: "solution-selling" · "land-and-expand" · "upsell opportunities"

Inference: none; this is a single role. It shows compliance training is sold as its own solution.

Endpoint and network security for the global workforce weak signal

Today: "Turn Your Workforce Into A Skillforce™" (company site heading)

Roles: Sr Infrastructure Engineer · Network and Security Engineer

Requirements mention: "endpoint security controls" · "zero trust networking" · "Microsoft Intune" · "Jamf Pro"

Inference: none beyond the postings. Both roles are based in India - Hyderabad and describe internal infrastructure, not a product.

Where the headcount is going

DepartmentOpen
Sales & Customer Success5
Digital and IT2
Legal1
Finance1
Marketing1
Sales Operations1

Of 12 open roles at a company of about 2,400 employees, 6 sit in Sales & Customer Success or Sales Operations, so current hiring is weighted to selling and commercial operations, with single roles in Legal, Finance, Human Resources and Marketing and 2 internal IT roles in Hyderabad.

Who they need

Seniority: Director 5, senior 4, principal 1, mid 2 (of 12 open roles)

Skills named most: MEDDPICC, executive discovery and problem framing, solution architecture and design, enterprise PaaS, deal desk, pricing systems, CPQ, approval workflows, contract lifecycle, SaaS, AI-enabled workflows, Salesforce.com

Locations: US - Remote (9), India - Hyderabad (2), United Kingdom - Remote (1). 10 of 12 roles are marked remote. The two Hyderabad roles have no remote flag in the postings.

How to use this

If you're applying: Start with the regional Solutions & Services leader roles (North America is US - Remote, EMEA is United Kingdom - Remote) and the two commercial director roles (both US - Remote). Check the quoted requirements against your background before applying. The two Hyderabad engineering roles are the only India openings and have no remote flag; check the named tools (Intune, Jamf Pro, zero trust networking) against your experience.

If you're selling or recruiting: Call the Sales & Customer Success group first. It has 5 open roles: the North America and EMEA Solutions & Services leaders, a Sr Solutions Partner, a Compliance Account Executive and a Sr. Director, Renewals Operations. Across the company, 9 of 12 roles opened in the last 30 days and none closed. Commercial operations (pricing, deal desk, CPQ, approval workflows) is a separate conversation. It covers the Commercial Operations and Renewals Operations directors, and the Renewals posting cites a ~$250M Enterprise ARR base.

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Open roles (11)

TitleDepartmentLocationPosted
Sr. Growth Account ExecutiveSales & Customer SuccessUS - Remote (remote)2026-10-19
Compliance Account Executive Sales & Customer SuccessUS - Remote (remote)2026-10-06
Principal, Employment CounselLegalUS - Remote (remote)2026-10-01
Sr Solutions PartnerSales & Customer SuccessUS - Remote (remote)2026-09-30
Revenue AccountantFinanceUS - Remote (remote)2026-09-28
Analyst Relations DirectorMarketingUS - Remote (remote)2026-09-23
North America Services LeaderSales & Customer SuccessUS - Remote (remote)2026-09-22
Senior Director, Commercial OperationsSales OperationsUS - Remote (remote)2026-09-21
Sr. Director, Renewals OperationsSales & Customer SuccessUS - Remote (remote)2026-09-21
Sr Infrastructure EngineerDigital and ITIndia - Hyderabad2026-09-18
Network and Security EngineerDigital and ITIndia - Hyderabad2026-09-18