Kent Summers

Co-Founder

Boston, MA, USA38 yrs 7 mos experience
Most Likely To SwitchHighly Stable

Key Highlights

  • Trained over 2,000 B2B founders globally.
  • Achieved average ARR increase of 40% for clients.
  • Expert in practical B2B sales methodologies.
Stackforce AI infers this person is a B2B sales expert specializing in SaaS and startup growth.

Contact

Skills

Core Skills

B2b SalesCoachingLeadershipSales TrainingInvestment Banking

Other Skills

SalesTrainingTeachingAdvisoryStart-up VenturesStart-upsEntrepreneurshipMergers & AcquisitionsStrategic PartnershipsAngel InvestingManagementAnalyticsBusiness IntelligenceSaaSProduct Management

About

I help B2B founders and startup teams master enterprise sales, and without behaving like salespeople. For 30 years, I've been in the trenches of the Boston tech ecosystem as a founder (3x), operator, and mentor. I've learned what actually works when you're selling to large enterprises with no sales background, limited resources, and everything on the line. What I Do: → Train founders and early teams on practical B2B sales execution (not theory) → Teach MIT's B2B Sales for Startups course (since 2008) → Lead Spinnaker Sales Group—hands-on coaching for startup-to-scaleup teams → Authored "Startup Sales Field Notes" based on real battle scars and wins Why This Matters: If you can't land your first paying customers, game over. If you cannot eventually figure out how to sell cost-effectively, you will never scale. My Approach: Block-and-tackle tactics you can put into practice immediately. No fluff. No "always be closing" or other sales BS nonsense. Just practical methodologies for landing your first enterprise customers and scaling from there. Currently: → Coaching early-stage B2B ventures through customer adoption and revenue growth → Leading Kellogg Executive Education's Mastering Sales program → Coaching at Harvard Business School's Advanced Leadership Initiative → Training organizations around the world in the MIT VMS team mentoring model Let's connect if you're a founder ready to build repeatable revenue.

Experience

38 yrs 7 mos
Total Experience
7 yrs 11 mos
Average Tenure
25 yrs 1 mo
Current Experience

Kellogg executive education

Program Leader for Mastering Sales

Feb 2020Present · 6 yrs 2 mos · Worldwide · Remote

  • Guide and grade executive student performance through a rigorous ten-week sales training course to learn advanced B2B sales skills and tools to drive career success and growth.
Sales TrainingCoaching

Spinnaker sales group

Founder & Managing Partner

Jan 2018Present · 8 yrs 3 mos · Worldwide

  • Team of highly-experienced B2B sales practitioners who provide sales training and coaching to founders and their startup- and scaleup-stage teams.
  • ● Trained 2k+ B2B founders across 8 countries
  • ● Average ARR increase of 40% within 6 months
  • ● Ventures collectively raised $350M+ following coaching
SalesCoachingB2B SalesTraining

Nexttrip

Member Board Of Directors

Jan 2018Jul 2025 · 7 yrs 6 mos · Sunrise, Florida, United States

  • NextTrip (NASDAQ: NTRP) is a technology-driven travel platform delivering innovative booking and media solutions for individual and group travelers. Member of the Audit, Compensation, Nominating and Corporate Governance Committees.

Harvard business school

Executive Leadership Coach

Jun 2017Present · 8 yrs 10 mos · Cambridge, Massachusetts

  • The Advanced Leadership Initiative (ALI) is a university-wide, academic innovation program designed to enhance the skills of highly accomplished, experienced leaders who want to apply their talents to solve significant social problems in the next phase of their lives.
CoachingLeadership

Iq3connect inc.

Member Board Of Directors

Feb 2017Feb 2023 · 6 yrs · Greater Boston

  • Founded in 2016 by a team of engineers with deep experience in CAD and CAE , iQ3 develops and markets the "iQ3Connect" SaaS solution (think "lightweight Zoom for 3D content") used in industrial training programs.

Tie boston

Faculty, Charter Member

Feb 2016Present · 10 yrs 2 mos · Greater Boston

  • Provide TiE-affiliated founders and their teams with the training and support they need to accelerate customer adoption and revenue growth.
TrainingCoaching

Massachusetts institute of technology

Lead Instructor

Jan 2008Present · 18 yrs 3 mos · Cambridge, Massachusetts, United States

  • Teach the "B2B Sales for Startups" IAP course at MIT.
B2B SalesTeaching

Practical computer applications, inc.

Managing Partner

Jan 2005Mar 2017 · 12 yrs 2 mos · Needham, MA

  • Custom database design-build engineering services.

Garofalo & associates

Operating Partner

Mar 2001Present · 25 yrs 1 mo · Boston, Massachusetts, United States

  • Private investment banking advisory practice serving emerging growth technology companies to plan and execute operational and financial transactions tailored to maximize and capture shareholder value.
Investment BankingAdvisory

Collego

CEO

Jan 2000Jan 2001 · 1 yr · Greater Boston

  • Angel financed startup — acquired by MRO Software.

Myhelpdesk

Founder & CEO

Jan 1997Jan 2000 · 3 yrs · Greater Boston

  • VC funded startup — acquired by Support.com.

Pc moving van

Founder

Feb 1996May 1998 · 2 yrs 3 mos · Greater Boston

  • Boot-strapped startup — acquired by PE firm.

Electronic book technologies

VP Marketing

Jan 1992Aug 1996 · 4 yrs 7 mos · Providence, Rhode Island, United States

  • Boot-strapped startup. First commercial browser on the market (DynaText) based on the SGML standard. Acquired by INSO Corporation (Nasdaq "INSO").

Ejv partners

Technology Analyst

Nov 1989Dec 1991 · 2 yrs 1 mo · New York, New York, United States

  • Joint venture: Solomon Bros, Morgan Stanley, First Boston, Bear Stearns and Citibank. Fixed income platform for proprietary trading, sales and research.

Bear stearns

Associate Trader

May 1987Oct 1989 · 2 yrs 5 mos · New York, New York, United States

  • Options Trading desk: managed index arbitrage trade execution for firm account.

Education

University of Houston

BA — English

Jan 1981Jan 1986

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