• His name has been made into a hashtag and splashed across the webisphere. He’s met with leading influencers and business leaders from around the globe. His office is touted as one of the best places to work. He works side-by-side with his father and best friend who has been described as a “leader with an ‘x’ factor that often can’t be explained.”

    Meet Romeo Halligan, the Canine Executive Officer of HubSpot who has reached rockstar status in the inbound marketing world and whose story began with a guy named Brian...


    Born and raised in Westwood, Massachusetts, Brian Hallgan went on to attend the University of Vermont where he received a BS in Electronic Engineering. He later completed his MBA at MIT Sloan School of Management, where he also met his future business partner and HubSpot co-founder, Dharmesh Shah.

    After college, Brian began working for the Boston-based startup Parametric Technology Corporation and eventually worked his way through several roles to senior VP at Pacific Rim. He went on to hold a series of executive roles at different companies, including acting as a venture partner at Longworth Ventures.

    He began to see the need for a revolution within the marketing industry and reached out to Dharmesh, who—without emails, ads, or cold calls— had managed to attract significant traffic to his Onstartups blog (10x more than any of the startups Brian had worked with!).

    In 2006, they co-founded HubSpot and proceeded to overhaul the marketing world, tossing aside old marketing methods, and creating practices and methods that would draw customers naturally to products and services.

    [fa icon="cloud-download"] Watch Brian’s video on how to create an amazing company culture

    Commitment to Company Culture

    Continually doing things differently, Brian’s special brand of leadership has extended to creating an award-winning company culture and environment that makes “insanely happy employees that love their jobs”.

    HubSpot is a pet-friendly office and Brian’s own trusted co-CEO (Canine Executive Officer), Romeo, is frequently sighted in meetings and running about the office (as are several other employee’s canine counterparts). The dynamic duo is also known to draw quite the crowd at the company’s annual INBOUND event—HubSpot’s tech and marketing conference that has reached rockstar status.


    Brian’s commitment to making an incredible culture is based on his personal belief in the importance of empowering the people who know their customers to make decisions and encourage their investment in the company.

    "It's unusual how much trust we give the employees... There's really only one rule and that rule is 'use good judgement'."

    In addition to the “nap room” (where yes, employees are encouraged to rest and recharge), the company has created innovations like the "Alpha, Beta, Version One" policy.  Employees are given the opportunity to implement an idea they think will benefit the company by working on it on "nights and weekends" (the alpha phase), and then—if approved of by the leadership staff—are given resources and three months to test and then integrate it into business practices if it’s proven effective (the beta and version one phases).

    “The way I think about culture is that modern humans have radically changed the way that they work and the way that they live. Companies need to change the way they manage and lead to match the way that modern humans actually work and live.”

    Today, Brian serves on several boards, cheers for the Red Sox, is a loyal Grateful Dead fan, a doting dad to Romeo, and continues to dream up genius innovations in the HubSpot nap room.



    Co-authored Inbound Marketing alongside Dharmesh Shah
    Co-authored Marketing Lessons with David Meerman Scott. 
    • Presented at TEDx Amherst
    Was an entrepreneur in residence at MIT
    Is a senior lecturer at MIT, teaching "Entrepreneurial Product     Development and Marketing" 
    Was awarded the Ernst and Young 2011 Entrepreneur of the Year

    Advice to Leaders:

    “Creating your own culture and language comes with a cost. But, I believe that you shouldn’t follow the herd. Disrupt the herd and start your own, recognizing that it will take work and investment.”

  • Andrea Vega

    About Andrea Vega