The Road To: Turning Awareness Into Growth
- Stephanie Roulic

- 13 minutes ago
- 5 min read
Marketing isn’t “nice to have,” it’s your engine for traction, revenue and survival. But for early-stage founders, hiring a marketer, testing channels, and building a repeatable growth motion can feel like guesswork. So we brought together the experts who’ve actually done it - from first hires to enterprise deals - and turned their lessons into your step-by-step playbook.
Below are the most tactical conversations from Startup Boston Week 2025 to help you grow smarter, spend better, and build a GTM foundation that scales.
Table of Contents:
Start Your Marketing Engine: A Founder’s No-BS Guide to Your First Critical Marketing Hires
Bring Back the Brochure: How Old-School Tactics Are Driving Modern Deals
Tiny But Mighty: How Micro-Influencers Are Driving Big Wins for Startups
Cold Calling & Cold Emailing in 2026: What’s Working, What’s Not
Launch Like a Pro: GTM Playbooks for Founders and Early Teams
Start Your Marketing Engine: A Founder’s No-BS Guide to Your First Critical Marketing Hires
Hiring your first marketing lead is a major inflection point — and getting it right can change the trajectory of your startup. But choosing the wrong role, timing, or skill set can slow growth and create more work than it solves. This session breaks down exactly who to hire, when to hire, and how to evaluate marketing talent with confidence.
You’ll learn how to:
Prioritize the right skills and experience based on your stage and business model
Decide between in-house, fractional, and contractor support
Write a job description that attracts the right candidates (not just more candidates)
Assess marketing talent even if you’re not a marketer yourself
Speakers: Rachel Decker, Alon Rivel, MK Getler, Gabrielle Dalvet
The No-Budget Growth Hack: 10X Your Reach with Partnerships
Partnerships can unlock growth that startups simply can’t achieve alone — especially when resources are tight. The right collaborations expand reach, add credibility, and accelerate sales without heavy spend or massive teams. This session gives you the frameworks to find the right partners, craft win-wins, and turn relationships into real revenue.
You’ll learn how to:
Identify and vet partners for true alignment and mutual value
Craft partnership proposals that go beyond “brand exposure”
Structure scalable relationships across different stages of growth
Avoid the most common partnership pitfalls that slow momentum
Speakers: Leslie Forde, Julia Wu, Danielle Johnson
Bring Back the Brochure: How Old-School Tactics Are Driving Modern Deals
Trade shows and traditional marketing channels still move the needle — especially when startups use them strategically. With the right prep, creative execution, and smart follow-up, even a small budget can unlock high-quality leads and lasting brand visibility. This session gives you the practical tactics to maximize ROI and turn every event or campaign into real pipeline.
You’ll learn how to:
Select the right shows and channels based on goals, audience, and budget
Stand out with scrappy booth setups, on-site activations, and memorable materials
Use AI and automation to streamline outreach and follow-up
Convert conversations into deals with a consistent post-event system
Speakers: Jon Carlson, Nika Ouellette, Andrew Smith, MK Getler
Tiny But Mighty: How Micro-Influencers Are Driving Big Wins for Startups
Micro-influencers are becoming one of the most trusted drivers of purchase decisions — and startups are finally waking up to the opportunity. With the right partnerships, early companies can unlock authentic reach, customer acquisition, and high-ROI content without big-brand budgets. This session gives you the playbook for finding the right creators and turning influencer marketing into real business results.
You’ll learn how to:
Identify and vet micro-influencers who genuinely align with your audience
Structure partnerships that drive outcomes — not just content
Measure success beyond vanity metrics and optimize ROI
Repurpose influencer-generated content across channels to scale impact
Speakers: Sierra Dowd, Elijah Khasabo, Sharon Robustelli, Meredith Jacobson
From Receipts to Rewards: Data, Loyalty & the Future
From a college side project to a multi-billion-dollar consumer platform, Fetch is one of the most explosive startup stories of the decade. In this fireside conversation, founder & CEO Wes Schroll pulls back the curtain on what it really takes to win in a crowded market, scale a product to millions, and stay scrappy even as you grow. Come ready for honest lessons, big inflection points, and a playbook for turning momentum into a movement.
You’ll learn:
How Fetch went from student startup to national brand with millions of loyal users
The growth strategies that helped it break through the noise (and keep climbing)
Where AI is transforming loyalty and consumer engagement right now
Hard-won lessons from scaling fast and what Wes would do differently next time
Speakers: Chaim Letwin, Wes Schroll
Cold Calling & Cold Emailing in 2026: What’s Working, What’s Not
Cold outreach isn’t dead, but the way startups win with it has completely changed. In a world of crowded inboxes and AI-automated everything, the teams breaking through are blending personalization, smart tooling, and a clear value story. This session gives you the most up-to-date tactics founders and early sales teams are using to convert cold prospects into real pipeline.
You’ll learn how to:
Write emails and call scripts that actually earn replies
Use automation tools without losing authenticity (or hurting deliverability)
Personalize at scale while keeping your startup’s voice front and center
Avoid the most common outbound mistakes that waste time and burn leads
Speakers: Gerry Casaletto, Zheina Pramatarova, Yawa Degboe, Kirk Fackre
Landing the Whale: Winning Your First Enterprise Deal
Landing your first enterprise customer is a game-changer, but it takes far more than a polished pitch deck. Enterprise sales are a full-team effort, and marketing plays a critical role in earning trust, generating momentum, and enabling the deal. This session breaks down the cross-functional strategies startups use to crack into enterprise with confidence and real traction.
You’ll learn how to:
Identify and prioritize enterprise targets and craft messaging that earns attention
Equip your sales team with the right content, proof points, and positioning to move deals forward
Use marketing to shorten long sales cycles through education, credibility, and consistent nurturing
Avoid the most common enterprise-marketing mistakes that stall early deals
Speakers: Haile Walsh, Huw Newton-Hill, Bethany Fiocchi Root, Ben Maitland-Lewis
Launch Like a Pro: GTM Playbooks for Founders and Early Teams
You’ve built something great, now the real challenge begins: selling it. A successful launch isn’t about hype, it’s about building a go-to-market motion that drives real revenue from day one. This session gives you clear frameworks and an actionable plan to launch with alignment, confidence, and customers waiting.
You’ll learn how to:
Structure a GTM launch plan tied to real sales outcomes
Align marketing, product, and sales around the same launch strategy
Choose the right launch approach (soft launch, beta, full release) for your stage
Avoid the common GTM pitfalls that stall early traction
Speaker: Pardees Safizadeh
Every startup’s path to growth looks different, but the most successful teams share one thing: they treat marketing as a core function, not an afterthought. Whether you’re hiring your first marketer, testing scrappy channels, or gearing up for enterprise deals, these sessions are your shortcut to what actually works.
Bookmark this page, share it with your team and come back as you grow because your marketing engine should scale right alongside your ambition.


