insightsoftware on cord

insightsoftware

Senior Sales Enablement Specialist

External position
London, UK
Hiring internally for insightsoftware?
Software Development
Posted
a month ago
Checked
cord regularly checks that external positions are still open
2 days ago

Skills & Experience

Job roles: Business Development Manager
Experience level: Senior
Core skills considered: Business development, Salesforce, Data Analysis, Customer profiling, Copywriting
Other skills considered: Content marketing, CRM, Sales automation tools, Sales forecasting, Stakeholder Management

Logistics

Base salary: £50K - £65K
Employment type: Permanent
Remote working: Hybrid
Visa sponsorship: Not available

Job Description

We're seeking a Senior Sales Enablement Specialist who is fundamentally a master facilitator with extreme ownership of field team success. Reporting to the Sr. Manager, Sales Enablement & Programs, you'll design and personally deliver world-class enablement experiences-both in-person and virtual-directly supporting enterprise and mid-market sales teams selling EPM and equity services solutions. Beyond training delivery, you'll architect and build all go-to-market collateral (battle cards, playbooks, demo flows, discovery guides, use case narratives, competitive positioning)-and own the sales lift these assets generate. You'll be data-obsessed about what works, ruthlessly measure enablement ROI, and take personal accountability for your sellers' productivity and quota attainment.

Key Responsibilities

  • Partner with the Sr. Manager on enablement strategy; execute the vision across all field-facing initiatives including training design, collateral development, and ongoing coaching
  • Design and personally deliver exceptional facilitated training experiences-in-person workshops, Microsoft Teams virtual bootcamps and coaching sessions, and ongoing field support-for enterprise and mid-market sales teams; adapt delivery style and pacing to audience in real-time
  • Build all go-to-market collateral from scratch: MEDDPICC and Value Selling-aligned discovery guides, EPM/equity services battle cards, competitive positioning frameworks, playbooks, demo flows, use case narratives, ROI calculators, and value justification templates-and maintain them as the market evolves
  • Own field enablement end-to-end: support sellers before deals (training, collateral access), during deals (coaching, objection handling, complex scenario guidance), and after deals (win/loss analysis, continuous improvement insights)
  • Measure enablement effectiveness obsessively: track ramp time, time-to-first-deal, average deal size, win rates, and quota attainment by rep and cohort; correlate training/collateral usage to outcomes and iterate based on data
  • Serve as a subject matter expert on EPM platforms (planning, budgeting, analytics, forecasting) and equity services solutions; translate technical features into business impact sellers can articulate to buyers
  • Partner with sales managers and reps to diagnose capability gaps; coach underperforming reps individually and guide the team through behavioral change
  • Lead new hire onboarding programs; design and deliver bootcamps, field ride-alongs, and progression frameworks that accelerate ramp and set new reps up to hit quota in year one
  • Own major sales moments: lead or personally deliver Sales Kickoffs, product launch training, competitive response programs, and regional training events
  • Leverage Claude AI strategically to automate collateral drafts, personalize coaching feedback, analyze win/loss data at scale, and generate dynamic sales scenarios-but own quality and appropriateness of every output
  • Track and present enablement metrics to the Sr. Manager and sales leadership: ramp time, quota attainment by cohort, win rate correlation to training, and collateral usage-with clear business impact and recommendations
  • Collaborate with the Sr. Manager on enablement platform maintenance (LMS, collateral management, Salesforce reporting, Claude integration) and ensure sellers can access resources when they need them

Required Qualifications

  • 5+ years of progressive Sales Enablement, Sales Training, Sales Operations, or Sales Coaching experience in enterprise software or B2B SaaS; experience supporting both enterprise and mid-market sales teams required
  • Proven expertise in Enterprise Performance Management (EPM) platforms (Anaplan, Jedox, Vena, Adaptive Insights, Oracle EPM Cloud, Planful, Prevedere, etc.)-deep enough to explain planning, budgeting, analytics, and forecasting functionality to sellers and buyers
  • Experience selling or supporting sales of equity services, employee ownership solutions, or related financial services; strong understanding of buy-side finance personas and their pain points
  • Exceptional facilitation and training delivery skills: natural presence, ability to command virtual and in-person rooms, adapt content on the fly, handle difficult questions with poise, and inspire behavioral change
  • Track record building comprehensive GTM collateral from scratch: sales playbooks, battle cards, discovery guides, competitive positioning documents, case studies, demo flows, and ROI/value calculators
  • Demonstrated mastery of MEDDPICC and Value Selling frameworks; proven ability to teach both methodologies and coach reps through complex, multi-stakeholder deals; ability to integrate both frameworks into collateral and coaching
  • Data-driven mindset: comfortable with analytics, SQL, dashboards, or Salesforce reporting; ability to establish KPIs, measure program ROI, and communicate findings to leadership
  • Extreme ownership mentality: take personal accountability for field team productivity; celebrate reps' wins as your wins; measure yourself by their quota attainment and deal velocity, not training completion
  • Practical experience with Claude AI or similar LLMs for content generation, win/loss analysis, scenario simulation, or workflow automation; ability to evaluate AI outputs critically
  • Excellent written communication: ability to create clear, persuasive sales collateral and distill complex topics into simple, buyer-friendly narratives

What We're Looking For

  • You are fundamentally a facilitator-someone who lights up in front of a room or on a Microsoft Teams call. You know how to read an audience, adapt your delivery, handle curveballs with grace, and leave people inspired and equipped. You're skilled at making Teams calls engaging (not just talking heads), and you're equally confident running in-person workshops. You've spent 5+ years doing this, and you're genuinely excellent at it.
  • You are fluent in both MEDDPICC and Value Selling frameworks. You don't just know them-you can teach them, coach reps through them, and integrate them into battle cards and playbooks. You understand how to help reps move from discovery (MEDDPICC) into value articulation and justification (Value Selling) seamlessly within complex deals.
  • You have deep expertise in EPM platforms and/or equity services. You've either sold them, supported sellers who sell them, or worked at a vendor. You understand the buyer-CFOs, VPs of Finance, Controllers-and their pain points. You can explain why an EPM platform matters in a way that resonates with business leaders.
  • You've built comprehensive GTM collateral-not borrowed from competitors, but crafted thoughtfully for your market. Battle cards, playbooks, discovery guides, ROI models. You own the quality and continuity of these assets and update them as the market changes.
  • You are obsessed with data. You know your sellers' ramp times, win rates, and average deal sizes-and you track how enablement moves these needles. You present quarterly insights to leadership and iterate your programs based on evidence, not opinion.
  • You take extreme ownership of your sellers' success. You don't just run training and hand off-you know your team, their gaps, their wins. You're in the field regularly, coaching reps one-on-one, riding deals, and solving problems. You celebrate their quota attainment as your success.
  • You're already using Claude AI to scale your work-drafting collateral, analyzing data, coaching. You think strategically about where AI makes you faster without compromising quality.
  • You're resourceful, resilient, and driven. You thrive in dynamic environments and bring positive energy to your team.
Senior Sales Enablement Specialist at insightsoftware
Position posted a month ago

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Starling Bank on cord

Starling Bank

Full Stack Engineer (ML Ops)

London, UK
FinTech · Banking · Finance
A better bank for everyone
Active
over 6 months ago
Responds to
0% of requests
Responds in
1h 55m
Requests
7 pending

Skills & Experience

Job roles: Full Stack
Experience level: Mid, Senior
Core skills considered: Java, React, Redux, AWS, JavaScript

Logistics

Base salary: £70K - £110K
Employment type: Permanent
Remote working: Hybrid (up to 2 remote days p/w)
Visa sponsorship: Not available

Job Description

Starling is the UK’s first and leading digital bank on a mission to fix banking! Our vision is fast technology, fair service, and honest values. All at the tap of a phone, all the time.

Starling is the UK’s first and leading digital bank on a mission to fix banking! We built a new kind of bank because we knew technology had the power to help people save, spend and manage their money in a new and transformative way.

We’re a fully licensed UK bank with the culture and spirit of a fast-moving, disruptive tech company. We’re a bank, but better: fairer, easier to use and designed to demystify money for everyone. We employ more than 3,000 people across our London, Southampton, Cardiff and Manchester offices.

Our technologists are at the very heart of Starling and enjoy working in a fast-paced environment that is all about building things, creating new stuff, and disruptive technology that keeps us on the cutting edge of fintech. We operate a flat structure to empower you to make decisions regardless of what your primary responsibilities may be, innovation and collaboration will be at the core of everything you do. Help is never far away in our open culture, you will find support in your team and from across the business, we are in this together!

The way to thrive and shine within Starling is to be a self-driven individual and be able to take full ownership of everything around you: From building things, designing, discovering, to sharing knowledge with your colleagues and making sure all processes are efficient and productive to deliver the best possible results for our customers. Our purpose is underpinned by five Starling values: Listen, Keep It Simple, Do The Right Thing, Own It, and Aim For Greatness.

Hybrid Working

We have a Hybrid approach to working here at Starling - our preference is that you're located within a commutable distance of one of our offices so that we're able to interact and collaborate in person. We don't like to mandate how much you visit the office and work from home, that's to be agreed upon between you and your manager.

Our Data Environment

Our Data teams are excited about the value of data within the business, powers our product decisions to improve things for our customers and enhance effective and agile decision making, regardless of what their primary tech stack may be. Hear from the team in our latest blogs or our case studies with Women in Tech.

We are looking for talented data professionals at all levels to join the team. We value people being engaged and caring about customers, caring about the code they write and the contribution they make to Starling. People with a broad ability to apply themselves to a multitude of problems and challenges, who can work across teams do great things here at Starling, to continue changing banking for good.

Requirements

We have built our entire banking platform in house and mostly in Java. We are looking for people who want to work on building the tooling that is used by our engineers on a daily basis.

We are looking for people who are truly full stack, and are as comfortable polishing their javascript front end as they are debugging the innards of their java applications database interactions, or standing up infrastructure with terraform. We are looking for people who can:

  • Design REST apis.
  • Code backend services, ideally using Java, or another other server side compiled language.
  • Develop modern front ends, ideally using React and Redux.
  • Get their code into the cloud and support it there, ideally on AWS.
  • Believe in clean coding, simple solutions, automated testing and continuous deployment.
  • Like to take ownership of a feature from the original idea through to live.
  • Think (like us) that a small number of empowered developers is the right way to deliver software.

Company Benefits

  • 33 days holiday (including flexible bank holidays)
  • An extra day’s holiday for your birthday
  • 16 hours paid volunteering time a year
  • Part-time and/or flexible hours available for most roles
  • Salary sacrifice, company enhanced pension scheme
  • Life insurance at 4x your salary
  • Hybrid/remote working
  • Private Medical Insurance with VitalityHealth including mental health support and cancer care. Partner benefits include discounts with Waitrose, Mr&Mrs Smith and Peloton
  • Generous family-friendly policies
  • Varied social groups set up and run by our employees
  • Perkbox membership giving access to retail discounts, a wellness platform for physical and mental health, and weekly free and boosted perks
  • Access to initiatives like Cycle to Work, Salary Sacrificed Gym partnerships and Electric Vehicle (EV) leasing

Full details are available on our careers site

Interview Process

Interviewing is a two way process and we want you to have the time and opportunity to get to know us, as much as we are getting to know you! Our interviews are conversational and we want to get the best from you, so come with questions and be curious. In general you can expect the below, following a chat with one of our Talent Team:

  • Stage 1 - 30 mins with one of the team
  • Stage 2 - Take home challenge
  • Stage 3 - 90 mins technical interview with two team members
  • Stage 3 - 45 min final with an executive and a member of the people team
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