Microsoft Solution Sales Executive

World Wide Technology; Chicago (IL); On-site; USD 95,000 - 120,000; Full time

Benefits offered by this job

Commission incentives

Benefits plan

Job summary

Softchoice Corporation, a World Wide Technology company, seeks a Microsoft Solution Sales Executive - Microsoft Workplace in Chicago to guide executives through a transformative Microsoft solutions roadmap with a services-led approach.

You will lead cross-functional pursuit teams, articulate business value, and drive adoption metrics across security, collaboration, and cloud platforms. Travel up to 25% may be required.

Qualifications

• 7+ years of demonstrated success in solutions sales, including enterprise / upper commercial RFPs, proposals, and executive presentations.
• Experience selling multi-vendor integrated solutions and professional services.
• Familiarity with Microsoft platforms (M365, Copilot, Azure) and related security/productivity tools.
• Willingness to travel up to 25% within the sales district.

Responsibilities

• Generate demand and build sales pipeline for Microsoft-specific solutions in a defined territory, owning Revenue and Gross Profit attainment.
• Own the executive sales cycle from discovery to close: map business problems to offers, orchestrate virtual teams, shape proposals/SOWs, negotiate to signature.
• Lead with value/ROI, building business cases, success metrics, and adoption plans.
• Advise clients on architecture related to collaboration, productivity, security, and AI solution platforms.
• Help customers define best practices and processes for Microsoft initiatives.
• Facilitate C-level conversations to align on Microsoft initiatives.
• Partner co-sell and funding: align with Microsoft to unlock workshops and funding motions.
• Maintain Salesforce hygiene and weekly funnel cadence.

Skills

Solutions sales

Microsoft platforms

Executive engagement

Tools

Salesforce

M365 Copilot Azure

Job description

This is a position reporting directly into Softchoice Corporation, which is a World Wide Technology company.

Why you’ll love Softchoice:

We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology.

By doing these things we help them create success for their customers and their people.

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities.

As a Microsoft Solution Sales Executive - Microsoft Workplace, you will be the trusted advisor who brings clarity to complex challenges, guiding senior executives to align on a transformative Microsoft solutions roadmap. You’ll be instrumental in shaping business cases that deliver reduced operational costs, improved security posture, improved productivity and collaboration—while mapping out the tangible roadmap milestones that drive executive buy-in and long-term adoption.

In this role, you’ll quarterback a high-performing team of account executives, solution architects, licensing and technical experts, orchestrating seamless collaboration to deliver solutions tailored precisely to each customer’s unique needs. You’ll facilitate boardroom-level discussions, influence strategic decision-making, and see your recommendations come to life in ways that redefine what’s possible for your clients.

If you’re passionate about making a lasting impact, eager to champion Microsoft solution adoption, and thrive on building relationships that fuel innovation—this is your chance to be the catalyst for real change, helping organizations across industries shape their futures with confidence and clarity.

What you will do:

• Generate demand and build sales pipeline for Microsoft-specific solutions in a defined territory including ownership of the Revenue and Gross Profit attainment.
• Own the executive sales cycle from discovery to close: map business problems to offers, orchestrate virtual teams (pre‑sales architects, delivery, partners), shape proposals/SOWs, and negotiate to signature.
• Lead with value/ROI: you will build business cases, success metrics, and adoption plans for measurable impact.
• Take a services-led approach to help clients architect and design architecture as it relates to collaboration, productivity, security, and AI solution platforms
• Help customers define best practices and key processes and systems to provide guidance on Microsoft best practices and efficiencies
• Facilitate C-level conversations to enhance understanding of Microsoft and bring alignment at customers to specific Microsoft initiatives
• Partner co‑sell & funding: align with Microsoft to unlock workshops, customer incentives, and POC funding motions that accelerate deals.
• Pipeline discipline: maintain accurate Salesforce hygiene and weekly cadence on funnel adds and sufficiency; leverage Sales Ops dashboards.

What you bring to the table:

Professional Experience

• The ideal candidate will bring 7+ years of demonstrated success in solutions sales, specifically focused on Microsoft platforms. This experience should include a proven track record in selling multi-vendor integrated solutions and professional services, as well as supporting enterprise / upper commercial RFPs, proposals, and executive presentations.

Platform Expertise

• The ideal candidate combines technical fluency with strategic sales acumen, capable of aligning client business outcomes with leading technologies:
• Proficiency with M365 (Security and Collaboration), Copilot (AI Business Solutions) and Public Cloud (Azure Solutions)
• Proficiency with Teams, Intune/Autopilot, Entra ID, Defender, and Zero Trust concepts
• Proficiency with Microsoft Cloud Solution Provider (CSP) program and associated services to drive adoption across Modern Work, Security, and Cloud technologies

Business Acumen

• The candidate should possess the ability to translate executive-level objectives into a well-structured roadmap and adoption plan. They must be able to present a clear narrative connecting multiple solution areas to desired business outcomes, and have the ability to communicate business value to executive stakeholders.

Team Leadership and Orchestration

• Proven capability in leading virtual pursuit teams and coordinating partner co-selling and funding efforts is essential.

Technical Familiarity

• The candidate should be familiar with Microsoft platforms and how to advocate for Professional and Managed Services that help customers deploy, adopt, and manage those platforms. Relevant certifications will be rewarded.
• Willingness and ability to travel frequently within a designated Sales District, up to 25% of the time.

Why you’ll love Softchoice:

We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology.

By doing these things we help them create success for their customers and their people.

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities.

Pay Range:

The typical pay range for this role is $95,00 - $120,000, plus 40% commission incentives.

Each individual offer will take into consideration a range of factors, including prior experience and geographic location.

In addition to the base salary, this role is eligible for additional elements of compensation including (cell allowances, other bonus/commissions etc.), as well as a comprehensive benefits plan.