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5 Advertising Sales Representative Interview Questions and Answers

Advertising Sales Representatives are responsible for selling advertising space to businesses and individuals. They work with clients to understand their advertising needs and develop effective campaigns to reach target audiences. Junior representatives focus on building client relationships and learning sales techniques, while senior representatives and managers are involved in strategic planning, team leadership, and achieving sales targets. Need to practice for an interview? Try our AI interview practice for free then unlock unlimited access for just $9/month.

1. Junior Advertising Sales Representative Interview Questions and Answers

1.1. Can you describe a successful sales pitch you made and what made it effective?

Introduction

This question assesses your communication skills and understanding of effective sales techniques, which are crucial for a Junior Advertising Sales Representative.

How to answer

  • Start with a brief overview of the product or service you were selling.
  • Explain your target audience and how you identified their needs.
  • Highlight the key points of your pitch and any techniques you used to engage the client.
  • Discuss the outcome of the pitch, including any metrics that demonstrate its success.
  • Reflect on what you learned from the experience and how it shaped your approach to sales.

What not to say

  • Providing a vague or generic example that lacks specific details.
  • Failing to mention the importance of understanding the client's needs.
  • Not discussing the outcome or impact of the pitch.
  • Taking sole credit without acknowledging teamwork or collaboration.

Example answer

At my previous internship with an advertising agency in Milan, I pitched a digital marketing campaign to a local retail client. I identified that they struggled with online engagement. I tailored my presentation to showcase how our strategy could increase their social media presence by 30%. The pitch was well-received, and we secured a contract that led to a 25% increase in their online sales over three months. This experience taught me the importance of aligning the pitch with client needs and demonstrating measurable outcomes.

Skills tested

Communication
Sales Techniques
Customer Understanding
Persuasion

Question type

Behavioral

1.2. How would you approach a potential client who has previously rejected your advertising proposal?

Introduction

This question evaluates your resilience and ability to handle objections, which are vital in sales roles.

How to answer

  • Discuss the importance of understanding the client's reasons for rejection.
  • Explain how you would prepare for a follow-up conversation, including researching their current needs.
  • Describe how you would tailor your approach to address their concerns and propose new solutions.
  • Emphasize the importance of building a relationship and trust with the client.
  • Mention any techniques or strategies you would use to re-engage the client.

What not to say

  • Suggesting that you would pressure the client without understanding their concerns.
  • Failing to acknowledge the importance of feedback from previous interactions.
  • Indicating a lack of persistence or unwillingness to adapt your approach.
  • Not demonstrating an understanding of the sales cycle and relationship building.

Example answer

If I were to approach a potential client who previously rejected my proposal, I would first reach out to understand their concerns. For instance, I would ask for feedback on my previous proposal to identify any gaps. Based on that, I would research their current advertising needs and tailor a new proposal that addresses their specific challenges. Building a relationship through consistent follow-ups and offering valuable insights would be key to regaining their interest. In my experience, this approach has often turned rejections into future opportunities.

Skills tested

Resilience
Relationship Building
Adaptability
Customer Engagement

Question type

Situational

2. Advertising Sales Representative Interview Questions and Answers

2.1. Describe a time when you closed a large, multi-channel advertising deal in Singapore. What was your approach and outcome?

Introduction

Closing big, multi-channel deals is central to an advertising sales representative's quota attainment and long-term client relationships in a market like Singapore, where buyers expect integrated solutions across digital, OOH, and broadcast.

How to answer

  • Use the STAR structure: Situation, Task, Action, Result.
  • Briefly describe the client (industry, size) and why the deal mattered (strategic revenue, long-term partnership).
  • Explain how you mapped the client's business goals to advertising objectives and selected channels (e.g., programmatic display, social, OOH, sponsored content).
  • Detail stakeholder management: how you coordinated internal teams (creative, analytics, operations) and engaged client decision-makers in Singapore (marketing, procurement, agencies).
  • Share negotiation and pricing strategy, including value propositions and concessions you made.
  • Quantify outcomes: revenue, ROAS, lead indicators (reach, impressions, engagement), and any renewal or up-sell that followed.
  • Reflect on lessons learned and how you improved process for future large deals.

What not to say

  • Focusing only on product features without tying them to the client's business goals.
  • Taking full credit and ignoring team contributions (creative, campaign ops, analytics).
  • Failing to provide concrete results or metrics.
  • Describing a theoretical approach without a real example or outcome.

Example answer

At Mediacorp, I led negotiations with a regional F&B chain looking for a Singapore launch campaign. The challenge was reaching families across devices while staying within a tight budget. I started by aligning with the client's KPIs—store visits and app installs—then proposed a three-week integrated package: targeted programmatic display, sponsored native content in Singapore Press Holdings' lifestyle vertical, and prime-time radio spots. I coordinated creative adaptation with our studio and secured guaranteed viewability and a first-party data activation with our audience segments. After negotiating a tiered pricing model tied to performance, the campaign delivered a 28% lift in store visits, a 3.8x ROAS against the media spend, and the client signed a six-month follow-on campaign. The deal taught me the value of aligning pricing to outcomes and formalizing SLAs with ops early in the process.

Skills tested

Sales
Negotiation
Stakeholder Management
Cross-channel Strategy
Results Orientation

Question type

Behavioral

2.2. You have a monthly quota to hit but your pipeline looks light halfway through the month. What do you do to still meet target?

Introduction

Quota attainment and pipeline management under time pressure test a rep's prioritization, prospecting, and execution skills. In Singapore's fast-paced ad market, quick, strategic action can salvage a month.

How to answer

  • Start by assessing current pipeline quality: identify high-probability deals and repairable opportunities.
  • Prioritize quick-win tactics: accelerate existing proposals, offer short-term promotional packages, or convert trials/pilots into paid campaigns.
  • Describe proactive lead-generation actions: targeted outreach to in-market advertisers (e.g., seasonal campaigns), leveraging agency relationships, and internal demand-gen resources.
  • Explain how you'd mobilize internal support (creative, analytics, campaign ops) to shorten sales cycles and remove deployment blockers.
  • Include contingency steps: trade media for marketing credits, bundle inventory, or propose performance-based pricing to reduce client hesitation.
  • Explain how you track progress daily and update managers/stakeholders on revised forecasts.

What not to say

  • Relying only on cold calling without a strategic plan.
  • Suggesting discounting as the first or only tactic.
  • Avoiding communication with managers about forecast changes.
  • Overpromising results that operations can't deliver within the month.

Example answer

Mid-month at an ad tech firm in Singapore, my pipeline was light due to delayed procurement approvals from two large prospects. I first triaged open opportunities and identified a local retail client that had paused a campaign due to creative concerns. I offered a limited-time bundled package (display + in-app takeover) with expedited creative support from our studio and performance-based pricing on the first week. Simultaneously, I re-engaged agency partners with an exclusive short-term inventory window tied to an upcoming holiday, which generated two late-stage opportunities. By focusing on deal acceleration and leveraging partner relationships, I closed enough business to exceed my monthly quota by 7%. I tracked progress daily and coordinated ops to ensure fast launch and measurement, which also improved client satisfaction.

Skills tested

Pipeline Management
Prioritization
Prospecting
Cross-functional Coordination
Problem Solving

Question type

Situational

2.3. How do you explain the value of programmatic inventory and measurement options to a traditional advertiser who prefers direct buys?

Introduction

Ad sellers must translate technical ad-buying concepts into business terms. In Singapore, many legacy advertisers still favor direct buys; persuading them to adopt programmatic requires clear ROI and measurement narratives.

How to answer

  • Begin by acknowledging the client's current approach and concerns (control, brand safety, transparency).
  • Explain programmatic benefits in business terms: audience targeting, frequency control, real-time optimization, and often better CPM efficiency.
  • Differentiate programmatic tiers (preferred deals, private marketplaces, open exchange) and when each is appropriate for brand vs performance goals.
  • Discuss measurement options: viewability, third-party verification, deterministic first-party data activation, and incrementality testing (holdouts, A/B tests).
  • Tie measurement to KPIs the client cares about (brand lift, conversions, footfall) and propose an initial hybrid approach (mix of direct guaranteed for premium placements and programmatic for audience scale) to mitigate risk.
  • Offer a phased plan with clear success metrics and reporting cadence to build trust.
  • Be prepared to address compliance and data privacy in Singapore (PDPA) and brand safety controls.

What not to say

  • Using only technical jargon without business translation.
  • Claiming programmatic is always cheaper or better without context.
  • Ignoring client concerns about transparency or data privacy.
  • Offering measurement guarantees you can't operationally deliver.

Example answer

For a conservative FMCG client in Singapore used to direct buys, I first validated their need for premium placements and brand control. I proposed a hybrid solution: reserve high-impact placements directly (homepage takeovers on local portals) for core brand moments, and complement with programmatic private marketplace buys using our verified brand-safe supply for audience reach and retargeting. I explained programmatic's business benefits—targeting precise customer segments, optimizing bids in real time to improve conversion rates, and lowering wasted impressions—and recommended measurement via both viewability/brand-lift surveys and a conversion lift test using a holdout group. I also outlined PDPA-compliant data handling and third-party verification with DoubleVerify. The pilot delivered a 15% improvement in conversion efficiency versus previous campaigns and convinced the client to increase programmatic allocation for future launches.

Skills tested

Product Knowledge
Client Education
Measurement And Analytics
Compliance Awareness
Consultative Selling

Question type

Technical

3. Senior Advertising Sales Representative Interview Questions and Answers

3.1. Tell me about a time you closed a high-value advertising deal with a major Canadian client (e.g., Rogers, Bell Media, or a national retailer). What was your approach and what were the results?

Introduction

Closing large, strategic accounts is core to a senior advertising sales role. This question assesses ability to manage complex sales cycles, build C-suite relationships, and negotiate contracts that align client goals with company inventory and revenue targets.

How to answer

  • Use the STAR structure: briefly set the Situation and Task, then focus on the Actions you took and measurable Results.
  • Describe how you identified the opportunity and qualified the client’s needs and KPIs (brand awareness, foot traffic, conversions, etc.).
  • Explain your executive-level engagement approach — how you built trust with stakeholders (CMO, media buyers, procurement).
  • Detail the solution you designed (mix of linear TV/digital/audio/custom content/OOH) and why it matched their objectives.
  • Highlight negotiation tactics: concessions you offered, value-added proposals (data insights, targeting, measurement), timeline and contractual compromises.
  • Quantify outcomes: revenue closed, share of wallet, campaign performance vs. KPIs, and any long-term benefits (renewal, upsell).
  • Finish with lessons learned and how you institutionalized improvements for future deals.

What not to say

  • Giving a vague narrative without clear metrics or timeline.
  • Taking full credit and ignoring contributions from internal teams (ad ops, analytics, legal).
  • Focusing only on product features rather than business impact for the client.
  • Admitting you used unethical pressure tactics or misrepresented performance expectations.

Example answer

At Bell Media, I led a cross-functional pursuit for a national retailer seeking to drive holiday weekend sales. After qualifying that their primary KPI was in-store conversion and secondary KPI was online lift, I assembled a multimedia plan combining primetime TV, targeted digital audio, and geo-fenced mobile. I engaged the retailer’s CMO and procurement early to align KPIs and negotiated a phased guarantee with a performance-based bonus tied to incremental sales. The deal closed at CAD 1.2M, the campaign exceeded the incremental sales target by 18%, and we secured a 12-month exclusivity agreement for their category. I documented the playbook with our analytics team so it could be replicated for similar retail partners.

Skills tested

Enterprise Sales
Stakeholder Management
Negotiation
Media Strategy
Cross-functional Collaboration
Results Orientation

Question type

Behavioral

3.2. A long-standing mid-market client in Ontario reports that their recent campaign underperformed against agreed KPIs. They’re considering reallocating their budget elsewhere. How would you handle this situation to retain the client and address performance issues?

Introduction

Retaining revenue and trust after a campaign miss is critical for quota attainment and long-term relationships. This situational question evaluates problem-solving, client communication, analytical troubleshooting, and the ability to propose corrective actions and retain budget.

How to answer

  • Start by acknowledging the client’s concerns and committing to a rapid, transparent review.
  • Outline immediate steps: pull campaign delivery and measurement data, involve ad ops/analytics, and check for tracking or targeting errors.
  • Explain how you would run a root-cause analysis differentiating between creative, targeting, inventory quality, attribution, or external market factors.
  • Describe communication cadence: set a clear timeline for findings, present data-driven insights, and propose specific corrective measures (creative refresh, dayparting, audience refinement, incremental tests).
  • Offer value-first remediation: propose a short-term test or makegood, discounted value-added placements, or a performance guarantee tied to revised KPIs.
  • Describe how you’d document learnings and agree on new success metrics and reporting cadence to rebuild confidence.
  • Mention escalation plan if required (involving senior leadership or product teams) and how you’d protect future revenue through contractual safeguards.

What not to say

  • Dismissing the client’s concerns or getting defensive.
  • Making promises you can’t measure or deliver without internal alignment.
  • Blaming the client or external market without data to support the claim.
  • Delaying follow-up or failing to provide a concrete remediation plan.

Example answer

I’d first acknowledge the client’s frustration and commit to a 48-hour diagnostic. I’d assemble ad ops and analytics to verify campaign delivery, tracking integrity, and audience accuracy. If we found tracking discrepancies or lower-than-expected inventory quality during key dayparts, I’d propose an immediate creative refresh and a 2-week reallocation into higher-performing slots at no extra cost as a makegood. I’d present the findings and a proposed test plan within 48 hours, include expected metrics and a measurement window, and offer a partial credit if performance didn’t recover. This approach demonstrates accountability, uses data to guide fixes, and protects the relationship while giving us the opportunity to prove value.

Skills tested

Client Retention
Problem Solving
Data Analysis
Communication
Operational Coordination

Question type

Situational

3.3. How do you build and maintain an accurate sales pipeline and forecast for a quarterly quota in the Canadian advertising market?

Introduction

Accurate pipeline management and forecasting are essential for meeting quota and guiding resource allocation. This question tests process discipline, CRM and analytics usage, and understanding of local market seasonality and sales cycles.

How to answer

  • Describe your pipeline stages and the qualification criteria you use for each (lead, opportunity, proposal, negotiation, committed).
  • Explain how you use CRM (e.g., Salesforce) and specific data points you track: deal value, close probability, expected close date, decision makers, blockers, and next steps.
  • Detail routine hygiene practices: weekly pipeline reviews, quarterly forecasting calls, and cleansing stale opportunities.
  • Address how you incorporate market factors: seasonality (e.g., Q4 retail spikes), buying cycles of industries (automotive, retail, finance), and Canadian regulatory/holiday considerations.
  • Share methods to improve forecast accuracy: historical close-rate adjustments by stage, weighting by sales cycle length, and working closely with ad ops for delivery timelines.
  • Mention collaboration rituals with leadership and finance: rolling forecasts, variance analysis, and contingency planning for gaps (campaign accelerators, upsell targets).
  • If possible, quantify improvements you achieved (e.g., reduced forecast variance, increased hit rate).

What not to say

  • Relying solely on gut feel instead of data and CRM hygiene.
  • Treating all opportunities the same regardless of vertical or seasonality.
  • Failing to involve cross-functional teams that affect delivery and close timing.
  • Not having a regular cadence to update or challenge the forecast.

Example answer

I maintain a disciplined pipeline in Salesforce with clearly defined stages and qualification checklists. Every opportunity includes expected close date, primary decision-makers, blockers, and required assets. I run weekly pipeline reviews with my manager and a monthly commercial review with ad ops to align on delivery timing. To forecast, I apply stage-based win rates and adjust for vertical seasonality (e.g., higher retail spend in Q4) and our typical Canadian sales cycle length. This process reduced my forecast variance from ±22% to ±9% over six quarters, and allowed me to proactively pursue short-term upsell plays when gaps appeared.

Skills tested

Pipeline Management
Forecasting
Crm Proficiency
Analytical Thinking
Commercial Acumen

Question type

Competency

4. Advertising Sales Manager Interview Questions and Answers

4.1. Describe a time you closed a large, complex advertising deal with multiple stakeholders. How did you manage the process from prospecting to contract signing?

Introduction

Closing large, multi-stakeholder deals is core to an Advertising Sales Manager role in France—these deals require commercial acumen, negotiation, stakeholder management (agency, client, internal teams), and attention to legal/compliance issues.

How to answer

  • Use the STAR format: briefly set the Situation and Task, then focus on the Actions you took and measurable Results.
  • Start by describing the client (e.g., global brand via a Paris-based agency like Publicis) and why the deal was complex (multiple markets, creative requirements, data/measurement concerns).
  • Explain your prospecting and qualification steps: how you identified decision-makers, involved the agency, and built the business case.
  • Detail stakeholder management: how you aligned internal teams (inventory, ad ops, legal, finance) and external parties (client, media agency), including cadence of meetings and escalation paths.
  • Describe negotiation tactics: pricing structure (CPM, fixed packages), added value (audience segments, premium placements, sponsorships), concessions you made, and what you held firm on.
  • Report concrete outcomes: contract value, uplift in revenue or inventory fill, timelines, and any long-term effects (renewal, upsell opportunities).
  • Reflect on lessons learned and what you would repeat or change next time.

What not to say

  • Focusing only on the end number without explaining the process or stakeholder coordination.
  • Claiming sole credit for a cross-functional win and ignoring contributions from teams like ad ops or legal.
  • Providing vague descriptions without metrics (e.g., “it went well” with no figures).
  • Overlooking compliance, data privacy (GDPR) or inventory limitations when describing solutions.

Example answer

At TF1, I led a cross-functional effort to close a €750k integrated campaign with a European automotive client booked via their Publicis agency. The challenge was coordinating a multi-market rollout with bespoke creative and measurement needs. I qualified the opportunity by mapping agency and client decision-makers, ran a joint workshop to align KPIs, and created a phased proposal: premium TV sponsorship in France plus programmatic display across France and Benelux with a guaranteed viewability target. I coordinated ad ops to reserve inventory, worked with legal to get GDPR-compliant data-sharing clauses, and negotiated a performance bonus tied to brand lift. The contract closed in six weeks, exceeded our margin target by 8%, and led to a 12-month renewal. Key lessons: early cross-functional alignment and transparent KPI-based commercial terms accelerate approvals.

Skills tested

Negotiation
Stakeholder Management
Sales Process
Commercial Acumen
Gdpr Awareness
Cross-functional Collaboration

Question type

Behavioral

4.2. How would you design a go-to-market strategy to grow programmatic and digital ad revenue for a French broadcaster expanding into connected TV (CTV)?

Introduction

This situational/technical question evaluates strategic thinking, technical knowledge of digital ad products (programmatic, deal types), market understanding (French media landscape), and ability to operationalize revenue growth.

How to answer

  • Outline the strategic objectives (e.g., short-term revenue, long-term audience monetization, advertiser retention) and target KPIs (revenue uplift, eCPM, fill rate, number of programmatic deals).
  • Segment the addressable market: direct-sold buyers (brand advertisers), programmatic buyers (DSPs/agencies), and local players (French agencies like Havas/Publicis).
  • Recommend product offerings and packaging: PMP/private deals for premium CTV inventory, hybrid guaranteed deals, audience-based bundles, and sponsorship integrations.
  • Explain pricing and yield management: floor price strategy, dynamic floors for programmatic, and bundling premium inventory with data/measurement.
  • Describe operational requirements: SSP/Ad Server integrations, header bidding or server-side bidding, ID resolution and GDPR-compliant consent flows, measurement/OM SDKs or third-party verification (Moat/IAS).
  • Propose a sales motion: target list, pilot campaigns with key agencies (e.g., Publicis, Havas), case studies, and an internal enablement plan for sales and ad ops.
  • Include a rollout and measurement plan: pilot KPIs, A/B tests, reporting cadence, and feedback loops to iterate on product and pricing.
  • Address risks and mitigations: inventory fragmentation, privacy/regulatory issues in EU, tech integrations, and advertiser education needs.

What not to say

  • Talking only about product features without linking to business KPIs or buyer segments.
  • Ignoring GDPR and French data regulations in the strategy.
  • Assuming programmatic will instantly replace direct sales—failing to propose hybrid approaches.
  • Overlooking technical operational needs (SSP, ad ops, measurement) that are essential to deliver programmatic deals.

Example answer

First, I would set clear KPIs: +20% digital revenue year-one and eCPM improvement of 15% on premium CTV inventory. Segment buyers into direct strategic partners (brands & agencies like Publicis/Havas), programmatic DSPs, and local SMB advertisers. Productize CTV inventory into three offerings: premium guaranteed packages (prime-time bundles), PMP/private deals for brand buyers, and open-auction inventory with dynamic floors. Technically, we’d ensure SSP and server-side bidding integrations, implement a GDPR-compliant consent framework, and enable third-party verification (IAS/Moat) for measurement. The sales motion would start with a pilot offering to three strategic agencies with discounted intro pricing and detailed case studies; ad ops would build standardized tags and dashboards to speed campaign activation. We’d run A/B tests on pricing and format, measure viewability and completion rates, then scale successful pilots. To mitigate risk, we’d keep a hybrid approach—maintain high-touch direct sales for premium buyers while growing programmatic gradually—and work closely with legal on any cross-border data flows.

Skills tested

Strategic Planning
Programmatic Knowledge
Product Packaging
Technical Integration
Gdpr/compliance
Sales Enablement

Question type

Situational

4.3. What motivates you to work in advertising sales, and how do you stay resilient after repeated rejections from prospects?

Introduction

Motivation and resilience matter in ad sales where targets are high and rejection is frequent. This assesses cultural fit, persistence, emotional intelligence, and self-management.

How to answer

  • Start with authentic, concrete motivations (e.g., building long-term partnerships, impact on client business, competitive environment).
  • Link motivation to past experiences and outcomes (e.g., closing campaigns that drove strong ROI for clients).
  • Describe specific strategies you use to cope with and learn from rejection: debriefing, adjusting pitch, maintaining pipeline, mentorship or peer support.
  • Explain how you maintain energy and focus: setting micro-goals, celebrating small wins, continuous learning about market and product improvements.
  • Mention processes for converting ‘no’ into future opportunities (follow-up sequences, feedback loops, nurturing campaigns).

What not to say

  • Giving generic answers like “I just like sales” without specifics or evidence.
  • Saying you don’t get discouraged or never feel rejection—this sounds inauthentic.
  • Describing unhealthy coping mechanisms (ignoring problems, blaming others).
  • Failing to show how you translate rejection into improved approach or future pipeline.

Example answer

I’m motivated by creating campaigns that deliver measurable business results—seeing a client’s sales or brand metrics improve after our campaign is highly rewarding. Working with agencies in France and Europe keeps the job dynamic; I enjoy tailoring solutions for different markets and negotiating complex buys. When I face rejection, I debrief quickly to identify whether it was timing, budget, creative fit, or a competitive offer. I maintain resilience by keeping a healthy pipeline, setting weekly activity goals, and sharing learnings with peers. I also use rejections as inputs to refine our value proposition—one lost pitch last year prompted a new measurement package that later helped us win a €400k deal. That cycle of learning keeps me motivated and effective.

Skills tested

Motivation
Resilience
Self-awareness
Client Focus
Continuous Improvement

Question type

Motivational

5. Director of Advertising Sales Interview Questions and Answers

5.1. Describe a time you led a major shift in advertising strategy to grow revenue in the Singapore or APAC market.

Introduction

As Director of Advertising Sales you'll be expected to set regional strategy, pivot approaches when market dynamics change (e.g., privacy regulation, cookie deprecation, economic cycles) and drive measurable revenue growth across key accounts and channels.

How to answer

  • Use the STAR framework: briefly set the Situation and Task, then focus on the Actions you took and concrete Results.
  • Start by describing the market or regulatory change (e.g., TCF/TPR changes, iOS/Android IDFA impacts, macroeconomic downturn in APAC) and why it threatened or created opportunity for revenue.
  • Explain how you diagnosed the problem using data (client performance metrics, channel ROI, churn rates) and stakeholder inputs (sales team, ad ops, product, agency partners).
  • Detail the strategic choices you made (new product packaging, shifting to first‑party data solutions, bundling programmatic + direct deals, new pricing model) and how you allocated resources.
  • Describe how you mobilised cross‑functional teams (commercial, product, marketing, legal) and communicated the change to top clients (e.g., Singtel, DBS, regional agency groups).
  • Quantify outcomes (revenue uplift, churn reduction, pipeline growth, CPM/CPM improvement) and cite timelines and how you measured success.
  • Conclude with lessons learned and how you institutionalised the change for future resilience.

What not to say

  • Giving a vague, high‑level answer without measurable outcomes or timelines.
  • Focusing only on tactical details (e.g., only mentioning ad units) without explaining strategic rationale or stakeholder alignment.
  • Claiming full credit and ignoring cross‑functional contributions.
  • Ignoring regulatory or cultural nuances specific to Singapore/APAC when describing the approach.

Example answer

When Google's cookie deprecation timelines accelerated, our Singapore pipeline started to show lower performance for cookie‑based targeting. I led a cross‑functional initiative to pivot clients toward first‑party data and contextual solutions. We audited top 20 accounts, created bespoke first‑party data activation bundles with product and ad ops, and trained the sales team and agency partners on new value propositions. We also ran pilot contextual campaigns with two major clients and a regional agency network to demonstrate comparable CPA and improved viewability. Within nine months we grew alternative targeting revenue by 38%, reduced churn among top accounts by 12%, and set a repeatable package that scaled across APAC. The effort required close legal/Privacy Office coordination and tailored messaging for Singapore's regulatory environment.

Skills tested

Strategic Thinking
Cross-functional Leadership
Data-driven Decision Making
Client Management
Regional Market Knowledge

Question type

Leadership

5.2. How would you structure the sales organisation and compensation for an advertising business prioritising programmatic, direct-sold, and sponsorship revenue in Singapore and Southeast Asia?

Introduction

This tests your organisational design and commercial strategy skills: aligning go‑to‑market structure, territories, and incentives to maximise revenue mix while minimising internal channel conflict.

How to answer

  • Start by outlining the business priorities and revenue targets for each channel (programmatic, direct, sponsorship) and customer segments (agencies, direct brand clients, performance advertisers).
  • Recommend a sales structure (e.g., specialist pods, hybrid account managers, centralised solutions team) and explain why it fits Singapore/APAC market dynamics.
  • Describe territory and account segmentation logic (by revenue potential, vertical, or buying behaviour) and how you'd avoid channel conflict between programmatic and direct sales.
  • Explain compensation design: base vs. commission balance, accelerators for strategic behaviours (long‑term deals, upsells, cross‑sell), and how to incentivise collaboration with ad ops and product teams.
  • Address enablement and career paths: training, quota setting, metrics beyond revenue (retention, client satisfaction, yield management).
  • Discuss governance: regular deal review, pricing guardrails, and KPI dashboards to monitor health across channels.

What not to say

  • Proposing a one‑size‑fits‑all org (e.g., everyone is an SDR or AE) without addressing specialisation needs for sponsorship or programmatic sales.
  • Ignoring quota fairness, floor pricing, or potential perverse incentives (e.g., pushing low‑margin programmatic to hit individual quotas).
  • Failing to mention cross‑team coordination (product, ad ops, finance) that supports complex deals.
  • Neglecting cultural or regulatory considerations relevant to Singapore and SEA clients.

Example answer

I'd adopt a hub‑and‑spoke model: central solutions and ad ops teams that build product bundles and manage yield, with regional commercial pods in key markets. Each pod would include a direct account lead for enterprise brands, a programmatic specialist focused on DSP/SSP relationships, and a sponsorship/partnership lead for custom content and events. Territories would be segmented by revenue potential and vertical (finance, e‑commerce, telco). Compensation would combine a stable base, quota‑linked commission, and accelerators for strategic KPIs (multi‑quarter renewals, cross‑sell success, margin targets). We'd set guardrails to prevent channel poaching: programme deals require ops sign‑off and sponsorships follow separate commercial approval. This design supports high‑touch enterprise sales in Singapore while enabling programmatic scale across SEA.

Skills tested

Organizational Design
Sales Strategy
Compensation Design
Stakeholder Alignment
Regional Market Understanding

Question type

Competency

5.3. You're two quarters into the year and a major key‑account in Singapore signals they plan to reduce ad spend next quarter due to budget cuts. What steps do you take to retain the account or minimise revenue loss?

Introduction

This situational question evaluates your account management, negotiation, and revenue‑protection tactics — critical for protecting ARR and relationships in a director role.

How to answer

  • Clarify immediate facts: ask why the reduction is happening (internal budget cut, campaign underperformance, shift in strategy) and quantify the expected revenue impact.
  • Propose a short‑term triage plan: quick diagnostics on campaign performance, propose performance‑linked pilots, or reallocation of budget to higher‑ROI channels.
  • Outline medium‑term retention strategies: restructure the deal (flexible payment terms, phased spend), offer value‑adds (data insights, bundling sponsorship), or co‑fund pilots to prove uplift.
  • Describe stakeholder engagement: involve senior commercial sponsors, coordinate with ad ops/product to create rapid proof points, and set a clear follow‑up cadence.
  • Include escalation and contingency: identify upsell opportunities in adjacent product lines or agencies, and prepare internal mitigation (reassign pipeline or reforecast).
  • Mention how you'll measure success and the timeline for decisions.

What not to say

  • Reacting only with discounts without diagnosing root causes or proposing value‑driven alternatives.
  • Threatening the client with contract penalties or being overly confrontational.
  • Failing to involve internal partners (ad ops, product, finance) or senior stakeholders early.
  • Assuming the client will leave without presenting retention options backed by data.

Example answer

First, I'd rapidly convene a cross‑functional call to understand why the client plans to cut spend — e.g., whether it's a short‑term marketing freeze or campaign underperformance. If performance is the issue, I'd propose a 6‑week performance recovery pilot with agreed KPIs using higher‑impact placements and contextual targeting, co‑funded by us if necessary. If it's a budgetary constraint, I'd offer a phased spend plan with flexible invoicing and bundle in value‑added reporting and audience insights to maintain the relationship. Simultaneously I'd engage our executive sponsor to reassure the client's CMO and explore shifting some budget to sponsorship or content partnerships that deliver longer‑term brand value. We would set clear milestones (2‑week check‑ins) and contingency steps if targets aren't met. This approach helped me retain a top Singapore client previously and recover 85% of projected revenue within the quarter.

Skills tested

Account Management
Negotiation
Cross-functional Coordination
Problem Solving
Client Retention

Question type

Situational

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