
I am Sierra Willenburg, a project management pro with over 11 years of experience working on SaaS products, websites, and apps. I’m passionate about helping people build better products that support their business, and more importantly, their users.
I believe in a human-centered approach to just about everything – when we help our fellow creatures, we make a better world for all of us.
A few guiding ideas I follow:
If you just can’t wait to talk with me, try out a virtual interview with my AI assistant
When problems are loosely defined, I work with stakeholders to clarify the problem, constraints, and what success actually looks like before jumping into execution.
I help teams and stakeholders set metrics, understand goals, and outline expectations. When everyone understands each others motivations, finding solutions that serve everyone’s needs becomes possible.


Different teams often want different things. My role is to surface tradeoffs, clarify ownership, and get people aligned enough to move forward — even when perfect agreement isn’t possible.
When people understand why they’re being asked to compromise, they’re more likely to contribute and collaborate.

Shoot for the moon, and understand that space travel is a big undertaking. Don’t shy away from complex, game-changing projects but don’t go in to them without the support and planning needed to make them successful.


I act as a central point of coordination, translating between teams and sharing information at the right time so decisions don’t stall. I help teams collaborate and find shared solutions. I ensure hand-offs between teams are smooth.

Teams become disengaged, executives get frustrated, everyone feels like they’re just a cog in the machine when the work they do isn’t tied to concrete outcomes and forward motion.
I keep projects focused on delivering real results, not just completing tasks or hitting arbitrary milestones.


Truematter / Remote / May ’25 to Present
DealerOn / Remote / Oct ’21 to May ’25
DealerOn / Remote / Feb ’20 – Oct ’21
SmartBear Software / Somerville, MA / May ’18 to Feb ’21
Kitewheel / Boston, MA / Jul ’17 to May ’18
BEAM Marketing / Boston, MA / Mar ’17 to May ’17
Ideometry LLC / Boston, MA / Oct ‘16 to Dec ’16
KOR Group / Boston, MA / Jul ‘16 to Oct ’16
DigitasLBi / Boston, MA / Mar ‘15 to Jul ‘16
Boston Globe Media Group / Boston, MA / Dec ‘14 to Mar ’15
Studio G at Grossman Marketing Group / Somerville, MA / Oct ‘14 to Nov ’14
WhatArmy / Bedford, MA / Aug ‘14 to Sep ’14
Boston Financial Data Services / Quincy, MA / Oct ‘12 to Jun ’14
If you’d like to work together, get in touch today!