AI Sales Specialist

Simpro

onsitePosted Jul 7, 2026
Posting intelligenceActively listedReposted 6×, possible evergreen/ghost posting

About the role

Job Context

The Specialist drives product adoption and expansion within the existing Simpro Group customer base by combining technical product expertise, customer engagement, and cross-functional collaboration. The role generates cross-sell opportunities, supports Account Managers in expansion deals and helps customers realise additional value across the Simpro Group product portfolio.

Location: Reading (RG1), on-site.

What You’ll Do

Help drive the successful adoption and expansion of Simpro Group products within our customer base, working across teams to provide technical knowledge, product demonstrations, and direct outbound engagement to accelerate cross-sell revenue.

Serve as a product expert, bridging the gap between Simpro Group product offerings and the specific needs of our clients to adopt and scale additional solutions.

Work directly with leadership and cross-functional teams to drive customer adoption through direct outbound activity into non-managed accounts and deal support for Account Managers pursuing expansion opportunities.

Conduct consistent outbound engagement into non-managed customer accounts to generate cross-sell pipeline opportunities and drive adoption of additional Simpro Group products.

Carry and achieve a defined expansion revenue or pipeline quota through cross-sell and product adoption within the existing customer base.

Demonstrate and present Simpro Group products to customers, translating technical features into business benefits aligned with customer needs.

Support Account Managers by handling product demonstrations and technical conversations once an expansion opportunity has been created.

Understand and articulate how Simpro Group products integrate with each other and with the customer’s existing platform to deliver additional value.

Address technical questions and concerns raised by customers as they evaluate adding new Simpro Group products or features.

Gain and maintain deep product knowledge across Simpro Group’s portfolio, including new products and acquisitions as they are released.

Gather feedback from customers and share insights with the product development team to influence product enhancements and roadmap priorities.

Stay current with industry trends and competitive offerings to effectively position Simpro Group products in customer conversations.

What You’ll Bring

Proven experience in a technical sales-support or sales engineering role within the SaaS industry.

Experience in Field Service Management, Payments, or adjacent vertical software markets required.

Strong understanding of SaaS products, cloud computing, and enterprise software solutions.

Demonstrated ability to conduct high-volume outbound activity and manage a structured daily dial cadence.

Excellent communication skills with the ability to understand and articulate complex technical concepts to non-technical

audiences – internally and externally.

Demonstrated ability to engage and maintain strong customer relationships, leveraged to drive action and solve customer

problems.

Agile mindset, capable of delivering value incrementally and fostering a culture of continuous improvement.

Proven ability to work cross-functionally and drive alignment across diverse stakeholders

What We Can Offer You

A generous annual leave entitlement plus a personal leave entitlement

Private Health Insurance

Employee Assistance Programme (24/7 confidential support on relationships, bereavement, finances)

Life Insurance

Company pension scheme, with an uncapped 5% employer contribution

Generous Parental Leave Program

Paid Volunteer Leave Days

Public Holiday Exchange Scheme

Talent Referral Programme – get rewarded for referring a friend to join our team!

Cyclescheme, a salary sacrifice to treat yourself to a bike & equipment

Home & Tech Scheme, a salary sacrifice to treat yourself to some new tech

A discounts and cash back scheme

Casual dress and relaxed office environment

Opportunities for career progression and development

Diverse training & internal networking opportunities across all of our product lines

Service recognition awards

Click here to find out more about working at Simpro Group!

Our Core Values

We Are One Team

We Are Customer Centric

We Are Growth Minded

We Are Accountable

We Celebrate Success

Please note: no agencies will be accepted in the recruitment of this role. Any CVs provided to Simpro Software by agencies will be treated as a gift.

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