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Join our next Generous Day event the 12th of September - submit here!

Robert Scheckman

Chief Revenue Officer & Serial Entrepreneur
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What I do

I help sustainable start-ups and scale-ups develop effective sales and marketing strategies that drive both growth and positive environmental impact.

About me

As a serial entrepreneur with a passion for sustainability, I've spent the past 15 years helping build tech start-ups from scratch to thriving $20+ million businesses. My professional journey is marked by 3 successful exits, with StyleSage being particularly notable - after 5 years I helped drive 5X ARR growth before the business was sold to Centric Software.

Having children fundamentally changed my perspective. I want to make the world a better place for them and future generations. This drive was reinforced by my son, who studied Environmental Policy, graduated law school with a Masters in Environmental Policy, and now works for an Environmental Law Firm. His passion for sustainability has definitely rubbed off on me - we recently presented a webinar together on "Tackling Scope 3 Emissions".

Currently, I'm Chief Revenue Officer at ProvisionAi, where we reduce CO2 emissions and save millions of dollars in transportation for large CPG companies. This role perfectly combines my expertise in business development with my passion for positive environmental impact.

My broad experience in Consumer Packaged Goods and Fashion, combined with my proven track record in scaling businesses, enables me to help entrepreneurs transform their sustainable ambitions into concrete growth results.

Beyond my professional work, I've always given back to the community through fundraising for charities, mentorship roles at Techstars, and participation in "Pay It Forward" - an organization that provides guidance to aspiring entrepreneurs.
I'm excited to collaborate with Generous Minds because it represents the perfect opportunity to help businesses thrive while simultaneously helping the environment.

How I help customers

For sustainable businesses in early growth stages, I develop comprehensive Sales Playbooks that detail go-to-market strategies - from pricing and feature/benefits to overcoming objections and demo scripts. With 20+ years of business development experience and my MBA in Marketing from NYU Business School, I help founders build strong sales and marketing teams before they hire their first sales professional. I combine strategic thinking with practical execution to understand customer goals and deliver solutions that overcome challenges.

Number of deliverables

- Complete Sales Playbooks with go-to-market strategies
- Global sales team building and development
- Target audience identification and positioning strategies
- Content and communication that compels target audiences to take action
- Proven methodologies for 5X ARR growth
- Strategic advisory for sustainable business models
- Mentorship for entrepreneurs in sustainability space

Sample customers

ProvisionAi, StyleSage, OwnerIQ, P&G, Kimberly Clark, Unilever

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