Ryder System

Four buyers, twenty-one days, every message verbatim

Four people,

twenty-one days.

Who I am reaching at Ryder, in what order, on what channel — and every message verbatim. Nothing else.

AccountSellingWedgeWritten
Ryder System, Inc. (NYSE: R)Whatfix — digital adoption platformProvable training evidence for a frontline workforceAugust 2026

01 · Who I am reaching

H1Four contacts, and the order I open them

PersonTitleRole in dealThe one thing I say to them
Eliza A. Fendell Waltham, MA linkedin.com/in/eafendellDirector, Technology Change EnablementChampion (my first door)You took Workday HCM and Finance to 96% adoption and built #LearnWithRyder to 95% activation. You did it by hand. What did that cost you?
Kristen Frankovich Miami–Fort Lauderdale linkedin.com/in/kristen-frankovichDirector, Training and DevelopmentEnd user / influencerYou build in Articulate for a workforce that is mostly not at a desk. Completion is not the same as capability.
Rajeev Ravindran Miami, FL linkedin.com/in/rajeev-ravindran-8b7b9373EVP & Chief Information OfficerTechnical buyerYou moved tier-one RPA into the business and said the future is self-service. Self-service only works if the app teaches itself.
Frank Lopez Miami, FL linkedin.com/in/frank-lopez-27b90014EVP & Chief Human Resources OfficerEconomic buyerLabor relations is in your remit. "Was the person trained" and "can you prove what they were trained on" are different questions.

Order, and why

02 · The sequence

H121 business days, four people - multithreading

DayContactChannelTouch
1Eliza FendellEmailChampion opener. 96% and 95% are her numbers; the question is what they cost.
2Eliza FendellLinkedInConnection note. No product word, under 300 characters.
3Kristen FrankovichEmailEnterprise L&D angle. Completion versus capability on a frontline workforce.
5Eliza FendellCall + voicemailFirst live attempt. Voicemail under twenty seconds.
6Rajeev RavindranEmailTechnical buyer. Self-service and the product model, in his own framing.
8Whoever engagedVideo/loom60–90 seconds: what in-app guidance looks like on a Workday process.
10Frank LopezEmailThe anchor. Economic buyer, evidence framing, his only touch this cycle.
11Kristen FrankovichLinkedIn DMOne question about how completion gets measured. No ask.
13Rajeev RavindranCall + emailDouble tap: voicemail and email inside ten minutes, each referencing the other.
15Eliza, Kristen, RajeevEmailAccount email. One thread, three people, asking who owns the evidence.
19Best responderCallFinal live attempt, aimed at whoever opened, clicked or replied.
21Eliza FendellEmailBreak-up./ keep nurturing

03 · The messages

H2Day 1 · Eliza Fendell · email

subject: 96% and 95%, and what they cost

Eliza — you took Workday HCM and Finance to 96% adoption across the US and Canada,

then built #LearnWithRyder to a 95% activation rate against a 48% peer benchmark.

You did both with a newsletter, a Workday Wednesday series, and gift cards. That is

genuinely impressive and it is also entirely dependent on you keeping it up.

When the next acquisition lands, does that whole machine have to be rebuilt by hand?

{Every number here is hers and is public — her LinkedIn profile, plus LinkedIn's own talent blog write-up of #LearnWithRyder. The last line is the only one doing sales work, and it names a real risk rather than a product.}

Day 2 · Eliza Fendell · LinkedIn connection note

Eliza — read the LinkedIn write-up of #LearnWithRyder. Driving 95% activation with

change management technique rather than mandate is the part most people skip.

Following your work.

Day 3 · Kristen Frankovich · email

subject: completion, and capability

Kristen — you build in Articulate for a workforce that is largely not sitting at a

desk. Technicians, drivers, warehouse.

Which means a completion record proves someone clicked through a module, not that

they can do the task. Those two things get treated as the same number in almost

every reporting pack I see.

At Ryder, is anyone asking you for the second one yet?

Day 4 · Kristen Frankovich ·

Kristen - This felt relevant after our conversation, hahaha

Outreach asset used in the sequence

Day 5 · Eliza Fendell · voicemail

"Eliza, Harshit from Whatfix. Calling about #LearnWithRyder — specifically what

happens to it when you are not personally driving it.

Sending an email now with what

I mean. [number].

Day 6 · Rajeev Ravindran · email

subject: self-service, the actual blocker

Rajeev — you said a few years ago that technology was getting easier to use and Ryder

needed to look at self-service to move faster. You then moved tier-one RPA out of IT

and into the business that uses it.

That model only holds if the application can teach a business user in the moment.

Otherwise self-service becomes a ticket with extra steps.

How are you solving that layer today — Workday native, documentation, or people?

The quote is from his CIO.com interview on moving IT closer to the business. He also sponsored #LearnWithRyder and is quoted in LinkedIn's write-up of it, so this is not a cold subject for him.

Day 8 · video email

subject: 90 seconds, on screen

Frank, Made a short video rather than writing a longer email — it shows what guidance sitting

inside a Workday process actually looks like to the person doing it, and what it

records on the way through.

https://www.loom.com/share/873daf3759bf4b28a065b7a91096ab40

If this belongs to someone other than you, tell me who and I will stop.

Day 10 · Frank Lopez · email

subject: trained, or provably trained

Frank, something I keep running into with large frontline workforces, and Ryder is a

pretty clear example.

When a process goes wrong, most orgs ask, "Was the person trained?"

The better question is, "Can you actually show what they were trained on, and when?"

With 40K+ employees and labor relations in your remit,

I'd imagine that second question comes up more often at Ryder than at most companies.

Is that something you run into?

Day 11 · Kristen Frankovich · LinkedIn DM

Curious about one thing — when leadership asks whether a team was trained on something,

what do you actually hand them? A completion report, or something closer to evidence?

Asking because the answer differs a lot by industry and I am trying to get a real

picture rather than a vendor one.

Day 13 · Rajeev Ravindran · double tap

Voicemail

"Rajeev, Harshit again. One question — across ServiceNow, Workday and the mainframe

modernisation work, is adoption measured per system or per program? Emailing now."

subject: per system, or per program

The question from the voicemail, in writing.

Eliza's team has driven adoption on ServiceNow, Workday VNDLY, Mural, Asana and the

Azure mainframe work. That is a lot of separate change efforts.

Is adoption measured per system, or is there one number your leadership team looks at?

Day 15 · Eliza, Kristen, Rajeev · account email

subject: who owns the evidence

Eliza, Kristen, Rajeev — putting you on one thread rather than guessing.

Ryder has a strong record of driving adoption. What I have not been able to work out

from the outside is who owns the proof — the record of what a given employee was

shown, in which system, on what date.

Change enablement, L&D, or IT? Twenty minutes with whoever it is.

Day 21 · Eliza Fendell · break-up

subject: closing this out

Last one from me.

If the timing is just wrong, reply with the next big system change on your roadmap and

I will come back a quarter before it rather than keep guessing.

Outreach asset used in the sequence

If it is not relevant at all, that is a useful answer too.

Want this as a PDF to forward internally? Email me and I'll send it over.