Upselling and Cross-Selling Training Course

Duration 10 days 20 modules · 65 contact hours
Level Intermediate Certificate on completion
Who attends Key Account Managers, Account Executives and others
Fee from USD 2,200 KSh 190,000 for Kenyan organisations
Where 52 cities + online See dates by city
Next start 16 Nov 2026 Course code SD-S-067

Before you join: Participants should have experience selling products, services or solutions to business, institutional or consumer customers.

Dates & prices

Two start dates a month in every city, and live online on weekdays or weekends. Fees are per participant; classroom fees include tuition, materials, lunch and refreshments, and the certificate.

Suggest a date or city

Showing the next six months. Later dates, other cities and private deliveries for your team are available on request.

Course overview

Upselling and cross-selling are often treated as product-promotion activities, resulting in poorly timed offers, low conversion rates and damaged customer trust. Strong account growth depends on identifying genuine customer needs, matching relevant solutions to those needs, and making a commercially sound recommendation at the right point in the relationship. Sales teams also need disciplined account data, clear offer rules and practical follow-up methods to turn occasional expansion wins into repeatable revenue.

This course teaches participants how to find, qualify and progress upsell and cross-sell opportunities across existing accounts. Participants use customer segmentation, account mapping, Jobs to Be Done, value-based selling, SPIN questioning and opportunity prioritisation to identify where additional products, services, support packages or contract extensions create measurable value. They learn to build account growth plans, prepare credible business cases, manage objections, coordinate with customer success and service teams, and track expansion performance through CRM data and sales metrics.

Teaching combines short instructor briefings with sector-based cases, account analysis, role-played customer conversations, peer reviews and sales simulations. Participants apply each method to a real account portfolio or realistic case from banking, B2B services, technology, retail, public sector procurement or industrial sales. They leave with a completed account expansion plan containing opportunity priorities, customer hypotheses, stakeholder maps, value messages, conversation plans, offer recommendations and performance measures.

The course suits sales professionals and account-facing managers who already sell established products or services and need a more systematic method for growing existing customer relationships without relying on discounting or unfocused product promotion.

What you will be able to do

  • Identify upsell and cross-sell opportunities using account data, customer signals and segmentation
  • Prioritise account expansion opportunities using revenue, margin, propensity and relationship criteria
  • Apply Jobs to Be Done and SPIN questioning to uncover additional customer requirements
  • Construct value-based upsell and cross-sell propositions linked to measurable customer outcomes
  • Prepare account maps and stakeholder engagement plans for complex buying groups
  • Conduct expansion conversations that handle objections without damaging customer trust
  • Build CRM-based account growth plans with pipeline stages, actions and performance measures
  • Present a complete account expansion plan for a selected customer portfolio

Benefits of attending

For you

  • A repeatable method for finding credible expansion opportunities within existing accounts
  • Stronger discovery conversations that reveal customer priorities beyond the initial purchase
  • Greater confidence recommending additional solutions without appearing product-driven
  • Practical account plans that support more focused weekly sales activity
  • Clearer evidence for promotion into senior account management or sales leadership roles

For your organisation

  • Higher revenue per customer through better-qualified upsell and cross-sell opportunities
  • Improved customer retention through recommendations linked to demonstrated customer value
  • Reduced discount dependency through stronger value cases and commercial justification
  • More reliable expansion forecasts through defined pipeline stages and account actions
  • Better coordination between sales, customer success, service and product teams

Course modules

20 modules over 10 days

Participants can distinguish ethical upselling and cross-selling from unfocused product promotion.

  • Incremental revenue, margin and retention roles in account growth
  • Distinguishing upselling, cross-selling, bundling and renewal expansion offers
  • Customer-value ethics and suitability boundaries for recommended solutions
  • Revenue waterfall linking opportunity conversion, average order value and retention
  • Baseline account metrics extracted from CRM, invoices and service records
  • Growth hypotheses stated as customer outcomes, not product pushes

Participants can segment an account portfolio to target expansion effort effectively.

  • RFM segmentation using recency, frequency and monetary customer value
  • Tiering accounts by revenue potential, strategic value and relationship strength
  • Whitespaces identified between current purchases and eligible product categories
  • Customer lifecycle stages linked to relevant expansion conversations
  • Propensity indicators drawn from usage, service and transaction patterns
  • Segment-specific contact strategies matched to account growth potential

Participants can use account evidence to recognise credible buying signals.

  • CRM fields that reveal product adoption, renewal risk and expansion potential
  • Usage trends compared against contract entitlements and customer objectives
  • Service tickets interpreted as needs signals rather than isolated complaints
  • Trigger events including growth, regulation, leadership change and contract renewal
  • Purchase history analysed for gaps, patterns and underused services
  • Data-quality checks before acting on account expansion assumptions

Participants can identify additional customer jobs that current solutions do not address.

  • Jobs to Be Done interviews focused on progress customers seek
  • Functional, emotional and social jobs separated during account discovery
  • Current-workaround analysis exposing unmet needs and process friction
  • Desired outcomes translated into measurable customer success criteria
  • Switching forces assessed through push, pull, anxiety and habit
  • Expansion opportunities linked to unresolved customer jobs

Participants can conduct structured discovery conversations for account expansion.

  • SPIN Selling questions sequenced from situation through need-payoff
  • Open questions that surface operational constraints and changing priorities
  • Implication questions quantifying cost, risk and lost performance
  • Need-payoff questions connecting additional capability with customer outcomes
  • Active listening techniques: paraphrasing, probing, labelling and summarising
  • Discovery notes separated into facts, assumptions, risks and commitments

Participants can design expansion propositions based on customer value rather than features.

  • Value Proposition Canvas linking customer pains, gains and solution benefits
  • Feature-advantage-benefit statements converted into customer outcome claims
  • Financial value quantified through revenue, cost, risk and productivity measures
  • Proof points selected from evidence, references, pilots and service data
  • Offer scope matched to customer maturity, budget and implementation capacity
  • Value messages tailored for operational, financial and executive stakeholders

Participants can shape offers that meet customer needs and protect commercial value.

  • Product bundles designed around related needs and purchase occasions
  • Good-better-best options structured without confusing customer decision-making
  • Eligibility rules preventing unsuitable product or service recommendations
  • Pricing fences used to differentiate service levels and customer commitments
  • Margin checks completed before proposing discounts, bundles or concessions
  • Implementation dependencies identified before confirming expanded solution scope

Participants can rank expansion opportunities using transparent qualification criteria.

  • Ideal customer profile criteria applied to expansion opportunity screening
  • BANT adapted for budget, authority, need and timing assessment
  • MEDDICC elements used for complex account expansion opportunities
  • Opportunity scores combining customer need, access, value and probability
  • Next-step quality tested through dates, owners and customer commitments
  • Low-probability opportunities removed from active account growth plans

Participants can map buying groups and plan stakeholder engagement for expansion sales.

  • Stakeholder maps identifying users, influencers, buyers, blockers and sponsors
  • Power-interest matrix applied to account relationship planning
  • Economic buyer priorities separated from end-user operational concerns
  • Relationship strength assessed through access, trust and information quality
  • Multi-threading plans reduce dependence on a single customer contact
  • Stakeholder engagement sequences aligned with decision-making milestones

Participants can create a practical account plan for priority growth opportunities.

  • Account objectives defined through revenue, margin, retention and adoption targets
  • Whitespace map connecting customer units with relevant solution categories
  • Opportunity backlog organised by priority, owner, stage and next action
  • Account risks recorded with mitigation actions and escalation triggers
  • Ninety-day action plans scheduled around customer business events
  • Account-plan assumptions tested against available customer evidence

Participants can time recommendations around customer events and readiness signals.

  • Buying triggers mapped across customer lifecycle and contract milestones
  • Renewal conversations prepared before commercial and procurement deadlines
  • Customer success milestones used to introduce relevant next-stage solutions
  • Trigger-based outreach linked to evidence rather than generic campaigns
  • Readiness indicators distinguish active interest from casual product curiosity
  • Contact cadence balances persistence, relevance and customer preference

Participants can plan customer conversations that create interest in relevant additional solutions.

  • Conversation objectives defined around discovery, validation, proposal or commitment
  • Meeting agendas framed around customer priorities and mutual decisions
  • Opening statements establish relevance without premature product pitching
  • Question paths adapted for operational users, sponsors and procurement teams
  • Transition language introduces additional solutions from stated customer needs
  • Close plans secure agreed actions, owners, dates and success measures

Participants can present expansion recommendations with clarity and commercial credibility.

  • Recommendation structure: customer situation, evidence, proposal, value and next step
  • Executive summaries written for decision-makers with limited meeting time
  • Business cases quantify expected benefits, costs, risks and assumptions
  • Options compared using customer priorities rather than internal product categories
  • Visual evidence selected to support adoption, savings and performance claims
  • Recommendation language avoids unsupported promises and exaggerated claims

Participants can respond constructively to objections while maintaining offer value.

  • Objection categories separated into need, value, timing, risk and price
  • Feel-felt-found replaced with evidence-based objection response methods
  • Clarifying questions isolate the real concern behind initial resistance
  • Value recaps reconnect commercial discussions with agreed customer priorities
  • Conditional concessions exchanged for scope, term or commitment changes
  • Negotiation records capture agreements, trade-offs and unresolved issues

Participants can coordinate internal teams around customer expansion opportunities.

  • Sales and customer success roles aligned through shared account objectives
  • Service delivery feedback converted into account growth intelligence
  • Product specialists engaged when technical credibility affects customer confidence
  • Internal deal reviews test feasibility, margin and implementation readiness
  • Customer handovers planned to protect continuity after expanded sales
  • Escalation paths defined for delivery risks and sensitive customer issues

Participants can manage expansion opportunities through defined CRM stages and actions.

  • Expansion pipeline stages defined from signal identification through closed-won
  • Required CRM fields support forecast quality and manager coaching
  • Next actions recorded with customer relevance, owner and due date
  • Probability estimates calibrated against evidence and stage-exit criteria
  • Stalled opportunities reviewed through diagnosis, action or disqualification
  • Pipeline hygiene routines prevent duplicate, outdated and unsupported opportunities

Participants can measure account growth performance using leading and lagging indicators.

  • Expansion revenue measured separately from new-logo and renewal revenue
  • Attach rate tracks related products sold with primary customer purchases
  • Average revenue per account monitored by segment and account tier
  • Conversion rates analysed from identified signal through closed opportunity
  • Gross margin protects profitable growth from excessive discounting
  • Leading indicators include stakeholder access, meetings and validated needs

Participants can use coaching methods to improve expansion opportunity quality.

  • Deal coaching questions test evidence, customer value and next-step clarity
  • Call reviews assess discovery quality, listening and recommendation relevance
  • Opportunity inspections identify gaps before forecasts reach management reviews
  • Feedback models separate observable behaviour from assumptions about intent
  • Coaching plans assign specific practice goals and follow-up checkpoints
  • Win-loss reviews identify repeatable account expansion lessons

Participants can establish practical routines for sustained account expansion activity.

  • Weekly account reviews structured around priorities, actions and customer commitments
  • Monthly portfolio reviews compare pipeline health, conversion and margin
  • Opportunity governance defines approval thresholds for pricing and scope changes
  • Data ownership assigned for account records, forecasts and performance reports
  • Sales plays documented for recurring customer triggers and solution combinations
  • Implementation plans assign milestones, owners, dependencies and review dates

Participants can build, review and present a complete account expansion plan for a selected customer or portfolio.

  • Customer profile synthesised from account data, interviews and service evidence
  • Priority opportunities ranked using value, fit, access and probability criteria
  • Stakeholder map identifies engagement routes, supporters and potential blockers
  • Value proposition links recommended offers with measurable customer outcomes
  • Ninety-day action plan specifies conversations, owners, dates and milestones
  • Peer review tests commercial logic, customer relevance and implementation feasibility

Exercises and examples are adapted to each cohort's sectors and roles.

What you take back to work

  1. Account expansion plan template
  2. Customer whitespace analysis
  3. Opportunity qualification scorecard
  4. Stakeholder mapping template
  5. Value-based recommendation template
  6. Ninety-day account growth action plan

Who should attend

  • Key Account Managers — need structured methods for growing strategic customer relationships
  • Account Executives — need to increase revenue from existing assigned accounts
  • Sales Managers — need repeatable coaching methods for expansion sales teams
  • Customer Success Managers — need to identify value-creating growth opportunities after implementation
  • Business Development Managers — need to convert customer insight into qualified expansion opportunities
  • Relationship Managers — need relevant product recommendations for established client portfolios

Skills and tools covered

Account expansion planningOpportunity prioritisationValue-based sellingCustomer needs discoveryStakeholder mappingExpansion pipeline management

Tools and standards

SPIN Selling, Jobs to Be Done, Value Proposition Canvas, MEDDICC

How the course runs

Training methodology

The course uses short instructor briefings to introduce methods, followed by account-based case work, group analysis, sales simulations and structured peer feedback. Participants assess customer data, identify expansion signals, prepare stakeholder maps and test value messages in realistic conversations. Cases can be adapted for financial services, technology, professional services, retail, manufacturing, public sector or nonprofit settings. Each participant develops an account expansion plan progressively, receiving instructor guidance on opportunity quality, customer relevance, commercial logic and implementation actions.

Requirements and prerequisites

Participants should have experience selling products, services or solutions to business, institutional or consumer customers. They should understand their organisation’s core offer, typical customer buying process and basic sales terminology such as pipeline, conversion rate and account management. Familiarity with a CRM system is useful because the course uses account and opportunity data, but advanced CRM reporting skills are not required. No prior formal sales qualification, financial modelling expertise or marketing qualification is required. Participants benefit most when they can bring one active account, customer segment or realistic portfolio case.

A typical training day

08:30 – 10:30First session
10:30 – 10:45Refreshment break
10:45 – 12:30Second session
12:30 – 13:30Lunch and networking
13:30 – 15:00Third session
15:00 – 15:15Refreshment break
15:15 – 16:30Workshop and daily review

Live online deliveries follow the same structure in East Africa Time, with shorter screen blocks and longer breaks.

What the fee includes

  • Instruction by a practitioner facilitator
  • Full course workbook and materials
  • Exercise files, templates and case studies
  • Refreshments and lunch on classroom deliveries
  • Certificate of completion
  • Post-course application plan

Frequently asked questions

Participants should have practical experience in sales, account management, customer success or relationship management. They do not need a formal sales qualification, but they should understand their organisation's products, customers and typical sales process.

Participants should bring information about one active customer account, customer segment or realistic portfolio case where possible. Useful materials include account plans, CRM extracts, product information, sales reports and examples of common customer objections.

The course is designed for people responsible for revenue growth from existing customers, particularly key account managers, account executives, relationship managers and customer success professionals. It also supports sales managers who coach teams on account growth.

General sales training often focuses on prospecting and winning new customers, while negotiation training focuses on reaching commercial agreement. This course concentrates on identifying, qualifying and progressing relevant growth opportunities within established customer relationships.

Participants build an account expansion plan during the programme and can apply it immediately to a live account or portfolio. The plan includes opportunity priorities, stakeholder actions, value messages, CRM actions and measurable account growth targets.

Each training day runs from 08:30 to 16:30 and provides approximately 6.5 contact hours. The first part develops account insight, customer discovery and value propositions; the later part focuses on conversations, pipeline management, measurement, coaching and the capstone account expansion plan.

Questions about this course?

Ask about dates, fees, group bookings or running it for your team. Our training team replies by email.