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.****

taplio