Mid-Market Account Executive - Retail SaaS
Are you a high-performing SaaS sales professional with a passion for retail and a track record of exceeding quotas?
Reporting to the General Manager - DIDOS Business Unit and partnering with the Managing Director, you’ll deliver revenue growth by selling our DIDOS automated invoice matching software to mid-market retailers in the UK & Ireland. This quota-carrying role blends Hunter (new logo wins) and Farmer (account expansion) responsibilities, owning the full sales cycle.
If you thrive on nurturing clients, closing deals and transforming retail, we want to hear from you.
What You’ll Deliver
In this remote Hunter/Farmer role, exceed revenue targets by:
Prospecting & Closing: Generate leads via inbound/outbound and networking; target mid-market retailers with invoice challenges.
Owning the Sales Cycle: Lead discovery, demos, proposals, negotiations, and closes.
Hitting Quotas: Negotiate, overcome objections, and forecast accurately.
Expanding Accounts: Build consultative relationships with AP, Finance, IT, Procurement, and C-Suite; identify upsell/cross-sell ops like ERP integrations and analytics.
Product Mastery: Become the expert on DIDOS features, integrations, and efficiency gains.
Pipeline Management: Maintain robust pipelines and report to leadership.
Collaborating: Partner with product, engineering, and teams for seamless client success.
What You’ll Bring
Proven SaaS Sales Success: 5+ years in quota-carrying B2B SaaS roles, exceeding targets in new business and expansions. Accounts Payable, invoice matching, or retail fintech experience a plus.
Sales Mastery: Skilled in mid-market cycles, from lead gen to closing; MEDDIC knowledge preferred.
Retail Expertise: Deep understanding of UK/Ireland retail operations; invoice/ERP/finance workflows a strong plus.
Technical Know-How: Strong grasp of SaaS, ideally retail solutions.
Impactful Communication: Deliver compelling demos and proposals to technical and C-Suite audiences.
Relationship Building: Build trust and spot growth opportunities with stakeholders.
Problem-Solving: Tailor solutions to client needs with measurable impact.
Personal Drive: Self-motivated, resilient, organized, and collaborative in remote settings.
Why Join itim?
Competitive Pay: £60k–£66k base + uncapped commission (OTE £91k–£110k for top performers).
Real Impact: Retail partnerships with solutions that streamline operations and cut costs.
Great Culture: Collaborative, innovative team with autonomy, work-life balance, remote work, enhanced parental leave, private medical, birthday off, and casual vibe.
Growth Opportunities: Clear path to Division General Manager; shape strategy as we scale UK/Ireland and globally.
Comprehensive Onboarding: Robust training to master retail SaaS solutions.
Location: Remote, with 25 days of in-person product training in Hull over the first 3 months (expenses covered).
About itim
itim transforms retail with a Unified Retailing platform, optimizing sales, stock, pricing, and supply. Our DIDOS solution automates invoice matching; learn more: https://www.itim.com/products/didos.html.
As Retail Engineers, we deliver retail excellence for 65+ clients in 11 countries, including Sainsbury's, Coles, John Lewis, and WH Smith.
itim is an equal opportunities employer, welcoming all qualified applicants.
Skills Required
- 5+ years quota-carrying B2B SaaS sales experience
- Proven track record exceeding targets in new business and expansions
- Experience managing full mid-market sales cycles from lead generation to close
- Deep understanding of UK & Ireland retail operations and invoice/ERP/finance workflows
- Strong technical grasp of SaaS solutions, integrations, and ERP integrations
- Ability to deliver compelling demos and proposals to technical and C‑Suite audiences
- Self-motivated, organized, resilient, and effective in remote collaboration
- MEDDIC sales methodology knowledge
- Experience with Accounts Payable, invoice matching, or retail fintech
- Willingness/ability to attend 25 days in-person product training in Hull (expenses covered)
What We Do
Itim Group plc is a specialist software provider for multi-channel retailers, delivering omni-channel technology solutions to improve financial and operational performance. The company offers a range of retail software, including point-of-sale, enterprise order management, price and stock optimization, and supplier management solutions, supporting retailers across the United Kingdom, Europe, and internationally.









