Gradual

GTM Strategy, Advisor to CEO

“Jill’s unmatched expertise in sales, community building, partnerships, and ecosystems has been pivotal in shaping our product vision and go-to-market strategy. Her unique insights and strategic connections have unlocked new opportunities and accelerated our growth.” – Jerry Li, CEO & Founder

Gradual is a community platform that centralizes all community experiences, driving product adoption and deeper customer relationships.

Strategic Advisor

Stage 2 Capital

Stage 2 Capital invests in early-stage B2B software companies and sits shoulder-to-shoulder with leadership teams to operationalize sustainable revenue growth. We provide expertise and capital to help companies scale. 

Our LP base of 500+ seasoned GTM executives is matched with the strategic and operational needs of our portfolio companies. We involve our network in 100% of our investments, which often includes joining a portfolio company as an executive, board member, or advisor.

In 2018, I helped raise our $15 million Fund I from LPs at Asana, Atlassian, Box, Gong, HubSpot, Okta, Slack, Salesforce, SAP, ServiceNow, Toast, Twilio, Workday, Snowflake, Zoom, and many others.

$15m Fund I, LP, and Associate Member
$80m Fund II, LP
$150m Fund III, LP

GTM Advisor & LP

Klue

GTM Advisor

Competitive Enablement platform that combines market, competitor, and buyer insights.

Raised $81 million from top VCs including Salesforce Ventures, Tiger Global, Craft, and OMERS Ventures.

Advisor

Folloze

Advisor to the CEO

Enterprise customers include Adobe, Autodesk, DocuSign, Okta, VMware, UiPath, Cisco, and ServiceNow. 

Integration partners feature 6Sense, Demandbase, Marketo, Outreach, Qualified, and Salesforce.

nearbound.com

Assisted in the design, launch, and growth of the Nearbound category at Reveal. In June 2024, Reveal merged with Crossbeam, with the unified focus now on driving Ecosystem-Led Growth.

While outbound interrupts and inbound attracts, nearbound surrounds.

Nearbound is essential because buyer behavior has shifted from the ‘How’ economy to the ‘Who’ economy. Buyers now ask, ‘Who can help me solve X?’ and seek out trusted nodes in their network.

Strategy & Champion

Guild

Advisor to the B2B GTM team.

On a mission to unlock opportunity for America’s workforce. When opportunity is as evenly distributed as talent, everyone benefits. Individuals rise, companies grow, and our economy thrives.

In June 2022, Guild raised a $175 million Series F funding round at a $4.4 billion valuation. The round was led by prominent investors including Bessemer Venture Partners, Cowboy Ventures, Emerson Collective, General Catalyst, GSV, ICONIQ, Redpoint, Workday Ventures, Salesforce Ventures, and Oprah Winfrey.

GTM Advisor

LoopVOC

Voice of the Customer software for B2B SaaS Companies. Advisor to CEO & Founder.

Affinio

Member Board of Directors

Sales for Life

Advisor & Partner

Nudge.ai

Acquired by Affinity, a relationship intelligence platform.

Advisory Board Member & Investor

23 years in B2B SaaS Go-To-Market at Salesforce, Eloqua, HubSpot, Marketo. Customer Obsessed. Partner Obsessed. Living-In-Market. LinkedIn Member #320,966

Majored in Customer. Minored in Go-To-Market. Live in-Market. 

24 years in B2B SaaS. Early employee at Salesforce (first 100), Eloqua (#13), HubSpot Advisor (2014-2016), Marketo (2018).

Love startups, especially category creators.

Born Sales. Bred Marketing. Building Partnerships. 

I spent six years in management consulting, 52 quarters in software sales at Salesforce and Eloqua, six years doing professional speaking, 2018 reporting to the CEO of Marketo (acquired by Adobe for $4.75B), Limited Partner "LP" and GTM Advisor at Stage 2 Capital and GTM Fund. 

I started investing in 2012 and maintain my personal portfolio of investments in sales and marketing technology startups. I also started advising startups in 2012 and joined my first Board of Directors in 2016. Four of the companies I've advised have had successful exits -- HubSpot, Accompany, DataRPM, and PartnerHacker. 

My work keeps me focused on the changing B2B buying environment and what revenue teams need to do to evolve their culture, skills, processes, data, and technology. 

****If you want to connect with me on LinkedIn, don't send a generic invite.****

Jill Rowley

Revenue Room™ Connect

Founder and CEO & Founder | Revenue Room Connect
Building powerful revenue networks, one meaningful connection at a time.

As the founder of Revenue Room Connect, I created a curated connection engine for revenue-critical leaders in media, events, and B2B information. Our mission: to accelerate peer-to-peer learning, strategic deal flow, and career-defining relationships. We match high-intent professionals—from RevOps to CROs—for targeted networking, purposeful conversations, and access to a high-caliber community that actually delivers ROI.

Chief Executive Officer

H2K Labs

H2K Labs is a revenue and profitability growth partner that helps clients with high levels of data liquidity including media, events, business information, marketplaces and marketing services. We architect data strategies that fuel revenue growth, reduce costs, optimize processes, and increase margins and EBITDA. Our "force multiplier" equation is our experience in the industries we serve, a relentless focus on revenue growth and cost optimization, and platforms that are purpose-built for highly complex data environments and/or two-sided business models.

Services:
1) Consulting & Advisory
2) Insightify Data Intelligence Platform
3) Revenue Room™ Connect Professional Network: LunchLab, RevvedUP, The Revenue Room™ Podcast, RRC Bootcamp, & The Annual State of Data-Driven Growth Report

CEO and Founder

Events Venture Group

Member

KD New York

Investor. KD New York’s yarns are proprietary plant-based fibers that rival animal-based yarns in their luxurious, completely animal-free makeup, handfeel and durability. The brand and its subsidiaries are sold in over 200 stores and online globally.

KD Knit Corporation, the parent of KD New York, is a B Corporation dedicated to maintaining the highest standards for environmental sustainability, product and business transparency and employee well-being.

The art of movement, animal welfare and the environment are central to KD New York’s core beliefs. Ten percent (10%) of annual profits are donated to support Dance Theatre of Harlem, The Wolf Conservation Center and The Nature Conservancy.

Investor

Sales Enablement Society

Kickback

Pavilion

Executive Member

Feathr

Edflex

Head of Global Alliances NA/Consultant

Gleanin

Gleanin helps exhibition organisers leverage the social web to increase attendance. A fully integrated marketing, website and registration tool built specifically for event organisers with embedded sociability.

Head of North America (Consultant)

CEO at H2K Labs | Helping business leaders scale up their revenue potential and achieve profitable growth faster | Data-Powered Revenue Acceleration

I've lived through every major disruption in media, events, and data businesses since the dawn of digital. Here's what I know: the old playbooks are broken. The CEOs I work with aren't just trying to hit numbers anymore. They're reimagining what their businesses MUST become in an AI-powered world.

I'm genuinely obsessed with these industries. While others see struggling legacy businesses, I see untapped potential. I've always pushed for what's next, championing data monetization before it was trendy, architecting new revenue models when print was dying, and now helping leaders navigate AI. I've built my career on seeing around corners during turbulent times.

I was the first to connect the dots between data liquidity and enterprise value in our industries, and remain the only one who's built a proven methodology to solve this challenge. While others talk digital transformation in abstract terms, I've spent years perfecting the blueprint for turning data into revenue, profitability, and measurable value creation. This isn't theoretical. It's battle-tested.

At H2K Labs, I wear two hats. First, I build communities where real conversations happen. Through Revenue Room™ Connect, I've created spaces where CEOs & C-suite leaders drop the corporate speak and dig into what's really keeping them up at night. Whether it's an intimate Revenue Room™ Salon, an immersive RevLab, or our flagship RevvedUP conference, these aren't networking events. They're strategic accelerators where breakthroughs happen.

Second, I lead our Strategy Group, partnering with select media, events & information companies whose leadership teams are ready for bold moves. We don't work with everyone. We work with CEOs and boards who understand incremental change won't cut it. Together, we transform complex data ecosystems into competitive moats, turning data liquidity into revenue velocity and enterprise value.

Today's reality? Your data is either your biggest asset or your biggest liability. AI isn't coming; it's here. The gap between leaders who get this and those who don't is widening daily. My philosophy: embrace complexity, invest in relationships, and never stop questioning what's possible.

Leading a media, events, or information business and wrestling with turning disruption into opportunity? Let's talk. The future belongs to those brave enough to build it.

taplio

The Battle

Jill Rowley

Heather Holst-Knudsen

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