Jonathan Kingsepp

Cloud GTM Mentor and Advisor

Partner Insight

Nov 2023 – Present35 months

🔺 GTM Strategy Advocacy: Evangelize the value of Cloud GTM strategies to ISVs, SIs, and partnership professionals; promoting collaboration and innovation in cloud ecosystems. 🔺 Startup Advisory: Advise and mentor Cloud GTM startups around business development, operational excellence and strategic execution

Head of Product Growth and Innovation

Wheels, LLC

Aug 2025 – Present14 months

• Spearhead innovation initiatives that will modernize fleet management and mobility solutions at Wheels, LLC. • Collaborate cross-functionally with IT, Ops, and Revenue teams to deliver massively improved experiences for clients, partners, and fellow employees • Leverage cloud and AI technologies to drive new revenue opportunities and enhance operational efficiency.

Principal

Northbound Solutions, Inc.

Aug 2001 – Sep 2025289 months

I started NorthBound Solutions in 2001 after the dot-com bubble of '99-'00. Since that time, NorthBound has sustained through many booms and busts by solving client problems at affordable costs with experienced and dependable people. Our work has evolved over the years with changes in technology and business process. These days, NorthBound is focused on strategy and process for buying/selling through Cloud Marketplaces ("Cloud GTM"), Marketplace revenue operations and enablement programs for ISV's selling with global partners.

Business Development Advisor

Invisory

Sep – Oct 20241 month

Advise under the direction of CEO on GTM strategy and execution.

Chief Revenue Officer (CRO)

Invisory

Dec 2023 – Sep 20249 months

Built and run a team of high-performing, growth-minded AEs and CSMs operating under GTM model optimized for customer outcomes and value. Responsible for activating more strategic partnerships with hyper-scale (HS) marketplace partners that enable ISV and HS success

Chief Operating Officer

Invisory

Jun 2023 – Jan 20247 months

Instilled operating procedures and organizational policies, developed and maintained financial models, and developed and deployed across my team a novel program for Customer Success designed to accelerate adoption, optimize revenue and improve CSAT

Head of Treasury and Investor Relations, Senior Director - Data, Analytics and Sales Operations

Tackle.io

Feb 2022 – May 202315 months

Established and manage the Treasury and Investor Relations functions while also serving in a leadership/SME capacity to drive strategic efforts like data governance, reporting and analytics, data validation and standardization, and supporting the engineering efforts around the emerging data warehouse. • Ran a bank selection process and led the migration to the new provider • Created and employed the Tackle Investment policy, which created $MM in risk-adjusted return in the first year • Designed and created a cash activity and burn model • Built and maintained a system to manage relationships with the potential venture and private equity investors • Built Tackle’s first Vendor Management sy…

Senior Director - Ecosystem Business Development, Head of Microsoft Partnerships

Tackle.io

Sep 2019 – Jan 202340 months

Hired primarily to manage Tackle's emerging partnership with Microsoft, to support a co-founder in managing the partnership with AWS, and to expand partnerships with other hyper-scale cloud providers. Additional responsibilities were assisting with early customer journeys to the Tackle platform while also collaborating cross-functionally to establish and scale sales and onboarding processes. • Customer count increased from 0 customers on Azure Marketplace with Tackle to over 100 within one year under my leadership • Created partner (overlay) sales assets - co-sell decks for partners, sales decks for customers, battlecards for partner sellers • Delivered enablement sessions to Microsoft se…