DemandLoops

Soloprenuer

Thoropass

Fractional VP of Marketing

Fractional Head of Growth

Clay

Content Creator

UserEvidence

UserEvidence automates social proof for GTM teams. Generate verified customer evidence, product stats, and ROI data in minutes. Game-changing B2B companies like Pendo, Workato, Gong, Jasper.ai, and Ramp rely on UserEvidence to boost buyer confidence, shorten sales cycles, and increase win rates.

Advisor

Refine Labs

VP of Marketing

Chili Piper

Chili Piper is the most advanced routing and scheduling software for B2B revenue teams. 
We solve interesting problems, live and breathe our core value of “help,” and have a ton of fun doing it while fully distributed around the world — powered by espresso and hot sauce.

Senior Director, Demand Generation

brightwheel

Interim Head of Demand Gen

Interimly

In my time at Interimly I helped brands like Vanta, Anvyl, Honeycomb.io, Traackr, Mux, and Spoke.ai develop their demand gen and marketing operations foundations and programs for scale.

Demand Gen Consultant

Campaign Monitor

CM Group is a family of global marketing technology brands founded in 2017 with the collection of three industry-leading email marketing platforms: Campaign Monitor, Delivra and Emma. Since then, our family of brands has grown with the addition of Liveclicker and Sailthru in 2018. As CM Group continues to grow, this suite of products is changing the marketing landscape and presenting new opportunities for businesses around the world.

Head of Demand Generation

Demand Generation Manager

Kindful

Solving demand gen headaches ➿

Hi, I’m Kaylee 👋 founder of DemandLoops.

I’m the marketing solopreneur making demand loops a reality for B2B SaaS companies. After spending years in-house building and leading demand gen functions one brand at a time, I’m now going solo to bring my learnings to you.

I spend my days doing 3 things:

1. Fractional Marketing Leadership roles in B2B startups to help them build and scale.

2. Advising early and growth-stage founders and marketers on demand gen strategy.

3. Writing, creating, and talking about 1 + 2. 

I’ve operated and advised companies such as Kindful, Campaign Monitor, Chili Piper, brightwheel, Refine Labs, Vanta, Traackr, Mux, and many more. And am now trying to make my own newsletter happen fueled by my learnings – DemandLoops.substack.com 📧 I love helping others further their career in demand gen, while also continuing to push and define the boundaries of what this function will become. 💙

_____________

✌️ Areas of expertise: Demand generation, brand marketing, community, podcasting, performance marketing, marketing analytics, marketing operations, influencer marketing, field/event marketing, customer marketing

🙅‍♀️ Areas you won't catch me in: SEO, display advertising, lead gen

Kaylee Edmondson

Babe, are you ok? 

I've seen your ads 100 times now and still couldn't tell what the software does.

This company spent $200K on AI tools last year while their CRM had 47,000 duplicate records.

Their marketing automation platform couldn't talk to their data warehouse. 
Three different definitions of "qualified" lived in three different systems. 
Sales didn't trust any data coming from marketing.

But, don't worry, they hired a prompt engineer. 🙄

The same pattern keeps showing up in audits. Companies stack AI tools on top of infrastructure that barely worked before. Clay for enrichment. 6sense for intent. Pocus for intent/more enrichment. Custom GPT implementations. Multiple AI-powered ad platforms.

Their VP of Marketing said something that stuck: "We have all this data, but we're less confident in our targeting than we were two years ago when we had a simple scoring model in HubSpot."

Accounts with 4-7 duplicate entries because different tools were creating records differently. Intent signals weren't syncing with HubSpot. Product usage scores lived in a completely different system than their MQLs. 

When sales asked "why is this account qualified?" marketing couldn't answer because the signals were scattered across too many places.

AI doesn't fix bad data. AI scales bad data.

Your fancy AI tools are only as good as the foundation they're built on. 
Most B2B companies have duplicate accounts, fragmented contact records, inconsistent taxonomies, and disconnected systems. Then they wonder why their AI initiatives feel like expensive chaos.

The companies seeing real results spent the last year doing the work nobody wants to talk about. 

Cleaning their data model. 
Connecting their systems. 
Building operational processes. 
Investing in RevOps capacity. 
Saying no to shiny tools until they fixed their foundation.

The hardest conversation in B2B right now: telling leadership the answer isn't another AI purchase. The answer is a few months of unglamorous data work that nobody wants to fund or celebrate.

But that unsexy infrastructure work pays off. Every 👏 single 👏 time 👏

I almost didn't send the DM to Elena Verna.

Sitting there in 2023, cursor blinking in the message box, thinking "why would she respond to me?"

But I was stuck. Full-time marketing role, great salary, and this nagging feeling that going solo was the move—but zero confidence to actually do it.

So I sent it. Cold DM. Asked for a chance to talk about her career path and going independent.

She said yes.

That conversation gave me three things I couldn't get anywhere else:
- She told me the specific early learnings she made going solo (I copied all of them).
- She validated that my skill set was enough—I didn't need another certification or title first.
- She showed me what was possible. Seeing someone I respected who'd done it made it feel real, not reckless.

Three months later, I went solo. Built DemandLoops.

Looking back, that DM was the highest-ROI 45 seconds I've ever spent on my career.

The pattern I've noticed since: the person you're intimidated to reach out to is often the exact person you need to talk to.

They've been where you are. They remember what it felt like.
Most will say yes if you're genuine about why you're asking.

I still take 2 cold networking calls a month because that Elena conversation showed me how much faster you learn when you just ask someone who's ahead of you.

Last week someone cold DM'd me about going solo. We talked for an hour. I hope it helps them the way Elena helped me.

So...who's your Elena? The person you keep thinking about reaching out to but haven't yet? Today's the day. 🫶

Product Marketing @ Beekeeper

I help early-stage founders and teams deliver great products to people who need them.So far, that's looked like matching rare disease patients with clinical trials, helping seniors navigate health insurance, and keeping teams connected through workplace technology. Outside of work, you’ll find me DJing, hosting events for Startup Grind Chicago, chasing my dog, tinkering with AI, or playing basketball.Interested in meeting interesting people, DM me if we should chat!

Sid Khaitan

This weekend I hosted “The Grateful Gather”: a rooftop dinner with a room full of people who were down to get real.

This is the part of product work people forget.

Before roadmaps, Figma mockups, or AI… great products start with great human insights and experiences.

Watching people open up, laugh, and reflect is market research in its purest form. 

Not in a survey. Not in an analyst report. But in real life.

It reminded me why I started building Milan in the first place.

Not because I wanted to build another app.

But because I noticed 3 things:

1. Social isolation is at an all-time high, even though we supposedly have all the tools to prevent it

2. Most conversations are well intentioned but go nowhere and don’t leave us feeling much better

3. People are asking for ways to make deeper connection feel easier. Even within their immediate circle!

Every time I host one of these, it becomes clearer that products aren’t about features. They’re about feelings.

For users:

The feeling of being seen. Of belonging. Of not having to pretend.

For buyers:

The feeling of being heard. Of confidence. Of not having to doubt. Of forward progression.

And tbh, creating these events and product experiences feels like my calling. The biggest impact I can have on this strange world, while doing what I love and am halfway decent at.

Am I crazy? Also..best caption wins

Product Marketing @ Beekeeper by LumApps | Founder @ Milan Meetups | Community @ Startup Grind Chicago | Host of Product Marketing Life

No alternative text description for this image

Who wants to go to the Chicago PMA Summit next week?

I have an extra ticket. 

If you're a Chicago PMM that's in-between jobs, please comment or DM. First person to comment or DM gets the free ticket!

If you haven't bought your ticket yet, get 20% off using the discount code "SPEAKER20"

Last week I got to lead a roundtable on one of my favorite, most underrated topics:

Early Access programs (closed/open betas)

They’re one of the best ways PMMs and PMs can work together.

But most EA programs fall apart because they’re missing one (or all) of these:

1️⃣ Clear exit criteria

How do you know when it’s time to move a beta to GA?

There’s product utilization, # of happy customers, outcomes. 

Example: Did 5 customers save 10% of their time on a core workflow using the beta?

Any mix of these is better than nothing.

If you don’t define this upfront, features can get stuck in beta limbo.

I’ve seen companies leave features in beta purgatory for over a year. Credibility drops, momentum gets killed. Exit criteria prevents that from happening.

2️⃣ Clear scoping and PRD

What’s available today vs. what’s coming tomorrow?

This is the only way to set expectations with Sales, CS, and customers.

Otherwise you end up selling a future that doesn’t exist yet.

3️⃣ Real discovery

How are customers using the thing?

What do they love? What’s confusing? What’s breaking?

Who are our early champions that will advocate for this and be the case study?

Skipping this means flying blind.

We end up taking something to GA without the story, the proof points, or the confidence to sell it.

---

I’ll be talking about this more. As someone who’s helped multiple companies figure out this process, and is now also building my own product, I see both sides:

PMs + engineers carrying the pressure to deliver under a cloud of ambiguity

PMMs trying to make sure whatever ships actually lands in the market

If you’ve run (or survived) an Early Access program…

What are your tips?

(Featured: a really bad quality pic of me on screen)

Are we overcomplicating interactive demos?

The tools I've used make me feel like I’m doing IT support for them. Debugging, waiting on tickets, hacking together workarounds

So when Geoff and Gab asked me to try Guideflow, I said yes…mostly because I like them. And because I’m always down to pressure-test new tools.

But instead of giving you another boring B2B feature walkthrough…

I figured I’d show you an interactive demo of something actually useful:

How to save $5/month on your HBO subscription.

Guideflow made it super easy. Like…fun easy. (see attached GIF)

I loved being able to pick the time between steps when exporting video. Simple folder structure, custom share options, solid analytics.

I don’t really endorse products. Mostly because no one ever asks or pays me to.

But I like the people behind this one. And the product honestly surprised me.

Take it for a spin!

👉 https://lnkd.in/gd3Sdkg8

#antiinfluencer
#sponsoredpost
#guideflow

I was gonna post something clever today like:

“Imagine if product prices were like salary ranges…$95K-$180K…”

Then I realized in SaaS…it can be worse 🥲

How do you get out of “launch mode” as a PMM?

Had a great conversation with Sedall Asante  about how to build a sustained lifecycle program.

We covered what it takes to get everyone bought in and set expectations with leadership.

How he went from being a banker to a PMM.

And how product marketing looks different in the FinTech world.

Give it a listen by searching for Product Marketing Life in all the usual places!

taplio

The Battle

Kaylee Edmondson

Sid Khaitan

Followers

Posts

Engagements

Likes

Performance ScoreKaylee Edmondson's LinkedIn Performance

Performance ScoreSid Khaitan's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Kaylee Edmondson

Sid Khaitan

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Kaylee Edmondson's LinkedIn Performance

Performance ScoreSid Khaitan's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreKaylee Edmondson's LinkedIn Performance