Ask The Buyers First

10+ years of asking buyers “why?”

I've made it my business to understand how B2B buyers buy since the start of my career.

With AI reshaping how we build and sell software, and LLMs as the research and evaluation engine, many things are changing. But some things are exactly the same. More than ever, we need to understand how buyers are making their purchase decisions.

I'm a product and content marketer, a rigorous researcher, a creative experimenter and a process builder. With 13+ years marketing in-house and consulting with big and small organizations, I bring deep expertise and a keen curiosity in how B2B buyers actually buy.

A wordsmith who runs her own buyer interviews, I love both qualitative and quantitative research, and can smell AI-generated mediocrity from the next room.

My sweet spot is sticking up for the voice of the customer internally. I've been called “direct” (by my German colleagues!) for being very willing to call BS on a false narrative — especially when the customers say otherwise.

Where the method came from

I was that little girl who questioned everything. I put in my 10,000 hours wrangling people and prose, agency-side and in-house — and then another 15,000 on top, in product marketing leadership and consulting.

It started at Brainrider, running Meta's SMB success-story program: building the interview process, running the conversations, then training contract writers to run their own. 250+ case studies over three years.

Then seven years of independent buyer research and product and content marketing strategy for B2B SaaS — EventMobi, commonsku, Coconut Software, Judi.AI, Hyalto, UXReactor. Fifteen to twenty buyer interviews per engagement.

As product marketing director at Crealytics, and again at Pentaleap, I opened both jobs the same way: win/loss interviews before writing a word of positioning.

Scaling research is a training problem, not a volume problem.

Of humans and machines

I started my career pre-AI, building the human half — training interviewers to a consistent standard — and most recently have adapted that to build the machine half: prompt design, output evaluation, failure analysis.

These systems fail in specific, repeatable ways, and someone has to be paying attention. Thirteen years of editorial chops honed by big organizations, hundreds of buyer and SME interviews, and process building with real humans has helped me develop the right instincts.

How I work

Skeptical of internal stories that drift from what customers actually said. Practitioner experience plus training in qualitative research design from Acadia University.

I'm best at the messy intersection of product, sales, customer success and leadership — turning research into something an executive team will act on. Authenticity matters to me, and so does building a team where people feel respected enough to bring their whole selves to the work.

Previous roles and clients

Pentaleap and Crealytics in ad tech and retail media. Before that, consulted with Meta Audience Network, EventMobi, commonsku, Coconut Software, UXReactor, Judi.AI, Facebook, Hyalto and Odgers — from Toronto and Vancouver to Silicon Valley, Barcelona and Berlin. Recently relocated to Canada after seven years living in the south of Spain.

Education

  • Fundamentals of Qualitative Research DesignAcadia University, Nova Scotia · 2023–2024
  • Certificate, Corporate Communications & PRCentennial College, Ontario · 2012–2013
  • BA European Studies & FrenchUniversity of Guelph, Ontario · 2006–2010

Career goalA B2B SaaS company that puts customers at the centre of its product development, and is actively investing in AI to be more human-centric — not less.

Sarah MacKinnon
Sarah at a desk with papers in mid-air
Ten years of asking why
13+years in B2B product/content marketing
30+B2B websites birthed
350+invasive chats with B2B buyers
Who knowshow many articles written (it's a blur, and that was before AI)

Companies I've done this for

Meta Audience Network Facebook Mindflash Potential Project Magnet Forensics Hotjar Bridgeway Fleet Complete ergoCentric EventMobi Samuel Hyalto Coconut Software Quark Expeditions Odgers Interim MDBilling.ca commonsku Instagram Pentaleap Crealytics

What clients said

A happy B2B SaaS CEO after I interviewed 20 of her buyersCatherine Graham, Co-founder & CEO, commonsku
Her ability to quickly understand our business and sift through a lot of information to find the most important insights is a true skill. She connects strategy to execution and we saw improved lead quality and shorter sales cycles.
Chrissy GowDirector of Marketing, EventMobi
Sarah demonstrated a strong ability to translate technical concepts and jargon into digestible narratives that resonated with both decision-maker and practitioner audiences.
Danielle Rodney-RobinsonFormer Senior Global PMM Communications Manager, Publisher Solutions, Meta
Sarah is one of the few product marketers I've worked with who truly understands how to connect content strategy to business strategy.
Jacqueline FoleyFormer CMO, Odgers Berndtson

Product marketing

Click any tile to open it
Research approach slide

Buyer Journey Research: Retail Media

Closed-won and closed-lost interviews mapped across Gartner's six buying jobs, then split into three customer tiers with a journey one-pager for each — quotes, hurdles and VoC opportunities on a single page.

Research deckClient blinded
Open the deck
commonsku Supplier Insights Map

Supplier Insights Map

A full interview program on one page: buyer goals, value drivers, objections, budgeting and adoption, with the disagreement left in rather than smoothed out.

Research mapcommonsku
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commonsku Buying Process Map

Buying Process Map

The same program rendered as a buying process: problem identification through consensus creation, with key hurdles and the questions the business needs to answer at each stage.

Research mapcommonsku
Open the map
Buyer journey research deck

Buyer Journey Research & Content Strategy

15 interviews, 11 closed-won and 4 closed-lost, mapped across the six buying jobs and turned into a content strategy.

Research deckClient blinded
Open the deck
Supplier buying process research

Supplier Buying Process Research

18 interviews with closed-won and closed-lost buyers, ending in pricing, engagement and roadmap recommendations.

Research deckClient blinded
Open the deck

A closed-lost interview, unedited

The first ten minutes of a real one — probing, following the thread, getting past the answer the buyer thinks you want.

Interview recordingClient blinded
Sarah in front of a tangled-thread artwork

Finding the pattern in a messy set of transcripts.

Hyalto website

Automate Your MSP Revenue Engine

Positioning and site copy for a cloud management platform selling to MSPs — a technical audience that had heard every pitch already.

Website messagingHyalto
See the pages
Odgers Interim website

Your source for critical executive talent

Website messaging for executive search, plus the success stories underneath it — built the way a customer story is built: interview, find the turn, keep the numbers.

Website messagingOdgers Interim
See the pages
Risser Design and Build website

Risser Design + Build

Consumer rather than B2B, and a useful reminder that the job is the same: find the decision, then write to it.

Website messagingRisser Design + Build
See the pages
+50%inbound leads

Repositioning to the Unified Ranking Layer

Buyer interviews said the value we were selling wasn't the value customers bought. Two rounds of repositioning later, competitors were copying our language.

Case studyPentaleap
Read the case study
2products repositioned

Two products, one buying process

Opened the job with win/loss interviews, then built the voice-of-customer system that fed GTM and sales enablement across both products.

Case studyCrealytics
Read the case study

Content marketing

Click any tile to open it
H1 2026 Sponsored Products Benchmarks Report

Sponsored Products Benchmarks Report, H1 2026

84 pages of proprietary data from 14 US retailers, which I own end to end. Cited by eMarketer and used to build analyst credibility.

Benchmark reportPentaleap
Open the report
Notebooks, glasses and marketing books

The reading list, and the notebooks behind it.

H2 2025 Benchmarks Report

Benchmarks Report, H2 2025

The half before. Run twice a year — the discipline is keeping the methodology stable enough to compare.

Benchmark reportPentaleap
Open the report
App Monetization Industry Outlook cover

App Monetization Industry Outlook

A 26-page industry report on where mobile game monetization was heading through 2025 — the state of the in-app economy, then practical recommendations for businesses building toward it.

Industry reportMeta Audience Network
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Dr. Bill first year of practice guide

Guide to a Successful First Year of Practice

70 pages of buyer enablement for physicians leaving residency. It answers the buying jobs in order and never sells.

EbookDr. Bill
Open the guide
EventMobi ebook on pitching an association app

How to Pitch a Mobile Association App to Your Board

Written to arm the buyer for the meeting they're dreading: pinpoint the benefits, price the hidden costs, and answer the board's objections before they land.

EbookEventMobi
Open the ebook
Games monetization whitepaper

Winning Strategies for Games Monetization

Written for developers who thought ads would wreck the player experience. Takes the objection head-on, then earns the reframe.

WhitepaperMeta Audience Network
Open the whitepaper
Buyer enablement blog posts

The Questions You Should Ask

My own buyer-enablement project — expert interviews, GTM question sets, and a piece about moving to Spain that turned into a buyer-journey lesson.

Blog seriesOwn project · buyerenablementcontent.com
Read the posts
GameDaily article

App Monetization Industry Outlook

A sponsored feature aimed at developers weighing where to put their growth bets.

Sponsored articleMeta Audience Network
Read it live
ironSource Supersonic Studios Q and A

Q&A with ironSource's Supersonic Studios

An interview piece. Same muscle as buyer research, pointed at an audience instead of a product team.

Interview articleMeta Audience Network
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Supersonic success story

Supersonic Studios success story

A customer story for gaming executives, written from the interview up.

Case studyMeta Audience Network
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Player experience article

How top publishers prioritize player experience with ads

The objection piece again, this time for developers already running ads and worried about the damage.

ArticleMeta Audience Network
Read it live
FRVR Q and A

Q&A with FRVR

Another developer interview, built to raise engagement rather than close a sale.

Interview articleMeta Audience Network
Read it live
Unified Ranking vs. Reserved Tiles: The Ad Revenue Gap

Unified Ranking vs. Reserved Tiles

The argument the whole position rests on: networks running legacy reserved-tile ad servers are leaving 80–140% of potential sponsored product revenue on the table every year.

ArticlePentaleap
Read it live
Criteo, Koddi & others are championing a new model.

Criteo, Koddi and others are championing a new model

Written once competitors started adopting our language — turning the copying into evidence that the category was moving our way.

ArticlePentaleap
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Why Your Sponsored Products Are Underperforming

Why your sponsored products are underperforming

Starts where the buyer starts — a click-through rate that won't move — and works back to the siloed ranking logic underneath it.

ArticlePentaleap
Read it live
Great Retail Media AI Is Getting Cheaper. Here's Why.

Great retail media AI is getting cheaper

A category-level argument: as the infrastructure gets cheap, the advantage moves away from proprietary vendor systems.

ArticlePentaleap
Read it live
Customer churn article

Customer Churn in a Downturn

Ghost-written for the managing partner. The brief was to build his profile, not to sell design services.

Ghost-written thought leadershipUXReactor
Read it live
Figma versus InVision article

Figma vs InVision: three lessons for founders

News-hook thought leadership, turned around on the Adobe acquisition while founders were still arguing about it.

Ghost-written thought leadershipUXReactor
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Product redesign article

Should we redesign? UI vs UX

The argument: stop painting over leaks.

Ghost-written thought leadershipUXReactor
Read it live
Product innovation article

Spotting what isn't working with your product

Built on the same habit: ask the users before you write the answer.

Ghost-written thought leadershipUXReactor
Read it live
content output

The AI content pipeline

Claude for production, Otterly.AI for visibility tracking, Gartner's buying jobs as the frame — and a human quality bar at every prompt and edit.

Case studyPentaleap
Read the case study

Workshops/MY IP

Decks I built and delivered

Case studies

What changed, and what it was worth
Sept 2024 – present

From ad tech underdog to a position competitors copy

I joined at the company's split from its parent, to build product marketing from scratch. Two years, three positions, and one uncomfortable research finding later, our largest competitor was echoing our language back at us.

  1. Q1 · Year one

    A position with teeth

    Launched “Retail Media You Don't Hate” — an old-way / new-way narrative aimed squarely at our largest competitor. Backed by a full website rewrite and a new sales deck, led with the CEO and the sales team.

  2. Q2

    Building proof, not just claims

    Started the biannual Sponsored Products Benchmarks Report on proprietary data from 14 US retailers. Cited by eMarketer, used to build analyst credibility in live deals, and now feeding the citation layer of our AEO/GEO strategy.

  3. Q3

    The finding nobody wanted

    My customer interviews surfaced a problem: the value early adopters described was not the value we were messaging. They were sophisticated enough to see past the noise. The risk-averse majority coming next would not be.

  4. Q4

    The competitor moves

    Our biggest competitor, having decided not to acquire us, was on the cusp of launching a copycat product. The positioning problem stopped being theoretical.

  5. Year two

    Layer, not platform

    Two to three rounds of repositioning, landing on a structural difference they couldn't easily copy: reframing us as a layer rather than a platform, tied to a business-model advantage. A few months after the site and content shipped, the copying started — Particular Audience, Koddi and others rolling out their own versions of the product, and our term “unified ranking”, on their websites. The CEO took to sending me the screenshots.

  6. Now

    Simpler, for the majority buyer

    As we moved toward risk-averse buyers the message had to get simpler: ease of implementation, risk-free trials, named client proof. That converged on the current “Unified Ranking Layer” position, with the sales deck and demo rebuilt to match. Sales still says it takes two or three meetings for a prospect to fully grasp the value, which I'm not fine with — so another round of interviews is running now.

+50% monthly inbound leads 3–4 weeks off discovery-to-signing “Unified ranking” copied by Particular Audience, Koddi and others 3 positions in 2 years
2025

An AI content pipeline with a human quality bar

Challenge

We weren't publishing enough to get ranked by LLMs, which is where B2B shortlists now get built.

Solution

Built an agent pipeline that turns our CEO's raw thought leadership and discovery-call data into buyer-stage content — run through Gartner's B2B buying-jobs framework and grounded in our positioning, sales deck and customer interviews. I own the quality bar: prompt design, output evaluation, failure analysis, and the call about when a human has to take over. A team of three specialists and a content lead run it day to day, with human review at every prompt and edit.

Results

Output went from one or two articles a month to three or four a week, and within weeks we overtook two of our largest competitors in AI search visibility across the US and UK, per Otterly.AI tracking. We're now relaunching the core website pages to answer buyer questions the way LLMs need them answered.

1–2/month → 3–4/week Overtook two larger competitors in AI search, US and UK Claude + Otterly.AI
UXReactorNov 2021 – Jan 2022

Teaching a UX design firm to write for the way its buyers buy

Challenge

A UX design firm selling to B2B SaaS, publishing steadily and getting leads that weren't ready to buy. The goal was lead quality, not lead volume — which meant the problem wasn't output, it was what the articles were answering.

Solution

Started by facilitating a session to build the buying process map, then rebuilt the editorial plan around those milestones rather than topics. Every piece got a milestone — do we need UX, UX versus the alternatives, what to look for in a partner, how to sell it internally, why this firm — plus an author, a subject-matter expert, a peer reviewer and a publish date. I ran a crash course in writing for B2B for the team, held a monthly editorial touchpoint, and gave two rounds of strategic review and coaching on each article, often by video so the reasoning came through with the edit.

Results

A content strategy answering questions in the order buyers actually ask them, a tagging taxonomy the team could keep using, and a full content production process their team went on running themselves — writers paired with internal subject-matter experts and peer reviewers on every piece. Same pattern as the interviewer training: the deliverable is the capability, not the copy.

Goal: improve lead quality 6 buying milestones mapped Open the strategy deck →
SMB B2B SaaS platformApr – Jun 2022

Eight weeks to find out why one side of a marketplace wasn't buying

Challenge

A B2B SaaS platform serving small and mid-sized businesses in the promotional products industry had two sides to serve, and only really understood one of them. Suppliers weren't converting, and nobody could say with confidence what suppliers' highest-value problems were, how they saw the platform, or what they'd pay for it.

Solution

An eight-week buyer enablement research and strategy engagement. I opened with a working session for the founder, marketing, sales and customer success to surface where they thought deals stalled, then ran twelve to fifteen qualitative interviews across closed-won suppliers, closed-lost suppliers and distributors — covering how they identified the problem, what alternatives they weighed, how requirements got built, and the internal conversations needed to reach consensus.

Results

A research deck and a one-page insights map: buying triggers, value drivers, objections, budgeting behaviour and adoption hurdles, with the verbatims left in. It surfaced the uncomfortable one — that the platform was seen as a “nice little community” rather than a revenue-driving, business-critical tool — plus messaging and content strategy, buyer enablement tools for sales conversations, website messaging and sales training recommendations.

“What was impressive was how clear and actionable the customer insights and recommendations were, and our team implemented them immediately across marketing, sales and customer success.”Co-founder & CEO
12–15 interviews, won, lost and distributors 8 weeks, end to end Implemented across marketing, sales and CS
2023–2024

Two products, one buying process

Challenge

Two SaaS products in retail media and measurement, sold into a crowded ad tech market with no shared model of how buyers decide.

Solution

Opened the job with buyer interviews and win/loss across closed-won and closed-lost, then built the recurring voice-of-customer system that fed GTM strategy and sales enablement.

Results

Repositioning and messaging across both products, and competitive intelligence sharp enough to differentiate in a crowded category.

Toolkit

Methods
PositioningLaunch & GTM strategy Sales enablementCompetitive intelligence Buyer enablement contentWin/loss interviews Churn interviewsBuyer-journey mapping Thematic transcript analysisMessaging systems Quantitative benchmarkingAnalyst relations
Influences
Gartner B2B buying jobs April Dunford — Obviously Awesome The Challenger Customer Hank Barnes The Jolt Effect Geoffrey Moore — Crossing the Chasm
Tools
FigmaClaudeOtterly.AI

My favourite product marketing agents I've built

01

Competitive Intelligence Tracker

Watches what our competitors say about themselves and flags when it changes — new claims, borrowed language, quiet repositioning. It caught the copycats echoing our own terms back at us.

02

Strategy Brain

A thinking partner loaded with the strategists I actually rate, so I can pressure-test a positioning call against better minds than a blank document before it reaches the exec team.

03

Buyer Interview Archives

Every buyer interview transcript, in one place and queryable — so the question set behind our AEO/GEO content strategy comes from what buyers actually asked, not what we guessed they'd search.