Alessandra Colaci ⚡️

Legal + AI

Equipping lawyers, legal leaders, and legal ops pros with AI workflows, use cases, and tools to increase efficiency. First virtual Legal + AI Summit happening on October 14th-16th. Join us!

Founder & CEO

GC AI

Launched the GTM function at GC AI. Managed legal AI content, education, events, and product marketing efforts. Significantly increased enrollment, attendance, product education, and activation with legal AI classes and events.

Founding Marketer

Humans + AI

Providing specialized training and strategy on AI for business teams, covering areas such as prompt engineering, AI-driven workflows, content creation using AI, marketing strategies leveraging AI, data analytics through machine learning, policy development for AI integration, and creation of generative AI visuals.

• Collaborating with clients from diverse sectors to maximize AI utilization within their teams.
• Selecting and training on AI vendors/models to meet specific business requirements and streamline workflows.
• Crafting AI strategies for marketing, sales, and product teams to accelerate outcomes and enhance productivity.
• Regularly revising AI approaches to integrate the latest models, customizing solutions to achieve organizational goals.
• Conducting regular audits to refine AI workflows in response to technological updates and shifting strategic focuses.
• Development of specialized AI models for internal tools, fine-tuning for operational requirements.
• Leading training on generative AI for ideation, data analysis, and content creation including templates, presentations, and visuals.

Founder & AI Consultant

SparkPlug

Utilized AI workflows to manage product marketing efforts for multiple audience personas across website, messaging, sales enablement, competitive intelligence, and customer research.

• Trained marketing team to use AI and ChatGPT for content research, outlines, and generative AI images.
• Customer interview data analysis with AI across multiple segments and personas, as well as win-loss interviews.
• Grew enterprise leads by 85% with segmentation and messaging across personas using ChatGPT for personalization.
• Customer interview data analysis with AI across multiple segments and personas, as well as win-loss interviews
• Utilized AI to create 100+ pieces of content including guides, landing pages, templates, video training, and articles.
• Increased demo to close from 32% to 53% via collaboration with sales team and optimization of positioning.
• Started enterprise efforts from 0 and captured pipeline leads to include Best Buy, Home Depot, Lululemon, and Puma.
• Developed feedback loop with BD team, creating collateral and assets for them that led to 67% increase in pipeline.
• Launched 15 new product features and announcements, with segmented customer announcements and analytics.

Head of Product Marketing

Mailshake

Launched one of the first OpenAI micro-tools built on the API. Oversaw efforts to impact messaging, demand generation, acquisition, and retention. Developed strategies across full customer lifecycle including go-to-market, sales enablement, video, split-testing, content, SEO, and partnerships.

• Worked in-tandem with OpenAI developers to plan the first AI email writer.
• Developed AI model fine-tuning strategy and created data to train the model for optimal prompt output.
• Performed product positioning exercises through user interviews, case studies, audience research, and site tests.
• Increased Hubspot contacts by 158% after implementation and created workflows based on segmentation.
• Created research panels to inform messaging tests on headlines and page content, resulting in 29% lift.
• Ran multiple pricing tests, ranging from messaging to layout, that led to 20% increase in demos booked.
• Implemented customer lifecycle strategies that led to 39% increase in revenue per user and 176% increase in LTV.
• Launched new affiliate program and surpassed revenue goal by 242% by customizing page content and co-branding.
• Worked cross-functionally with Sales, Product, and Customer Support teams on enablement and content assets.
• Scaled traffic to 367k monthly site visitors, 34k backlinks, 55k organic keywords, and domain rating of 79.
• Executed go-to-market launches for new features and audiences, including email, site messaging, and notifications.

VP of Marketing

Bucket.io

• Established go-to-market strategies to launch in multiple verticals and customer personas. Built funnels across channels using product marketing, competitive analysis, and conversion testing.
• Led a team consisting of 2 Account Managers, 2 Designers, and 2 Developers, working closely with sales & CEO.
• Strategized go-to-market launch that resulted in 4x over revenue goal and 10x over goal for new customers.
• Engaged leads via email, content, social chatbots, and site messaging, leading to a 52% increase in new users.
• Launched paid ads across Facebook, Instagram, YouTube, and retargeting, with a 45% lower cost per acquisition.
• Achieved a 14:1 (1,400%) ROAS and 64% attendance rate for webinars with demand generation campaigns.
•Developed entire funnel for customer acquisition including site messaging, A/B optimization, and CRM emails.

Head of Growth

Influence Buzz - eCommerce and SaaS Marketing

• Achieved significant improvements in client results that led to: 373% increase in social impressions, 177% increase in engagement, 91% increase in site visits, 900% increase in site traffic from Facebook, and 36% increase in email subscribers
• Managed client Facebook ad campaigns, including strategy, content development, and analytics
• Planned marketing content and analytics for diverse businesses in B2B Software as a Service and eCommerce
• Managed internal and external team and directed day-to-day operations for marketing content, PPC ads, and website
• Guest speaker on over 30 podcasts and co-host of multiple shows
• Created podcast about video marketing and grew listenership to the top 10 in iTunes New and Noteworthy

Director of Digital & Product Marketing

eCommission Financial Services, Inc.

• Oversaw all aspects of marketing, including communications, SEO, direct mail, events, content, email, PPC and PR
• Increased email click-through rate by 118%, and delivery from 50% to 95%
• Boosted visibility and awareness of the brand as a finance industry leader, leading to a 40% increase in new customer acquisition 
• Reduced ineffective spend by over $500,000 yearly, while still increasing customer base and revenue
• Managed marketing team and web/graphic designer with roadmap and asset creation for all communications channels
• Developed process and analytics improvements to increase customer acquisition and marketing effectiveness
• Directed all online and offline campaigns, with yearly budget of $1 million+, while consistently increasing results
• Managed complete brand update and site redesign, with a new mobile-responsive focus and A/B split testing of key pages
• Optimized Adwords campaigns and implemented additional new ad channels such as Facebook and LinkedIn
• Negotiated new content partnerships and developed fresh content in order to increase organic SEO
• Implemented multiple new analytics and business tools which enabled more effective insight into customer behavior

Director of Marketing

11 Main, Inc.

• Managed the following teams for this SaaS and ecommerce company: Communications, Data, Sales, Content, SEM, Email, Video, Social Media, and PR
• Built up marketing team from 1 to 20 direct reports in 6 months
• Managed a yearly marketing department budget of over $10 million
• Developed pricing A/B split testing that led to a 20% increase in signups
• Actively participated in the CEO’s Executive Strategy Team to determine future product development
• Initiated a marketing campaign that resulted in an additional $200,000 in revenue in only 2 months
• Increased affiliate program’s monthly revenue by over 300% in 1 month
• Head of Business Intelligence team that included Business Analyst and technical Data Analysts
• Created multiple ad hoc reports, as well as daily/weekly/monthly report creation with visuals for easy trend analysis
• Planned KPI’s and performance measurement via report creation and dashboards to increase campaign effectiveness and impact business development goals
• Improved Salesforce report development for the sales team, to effectively measure conversion and top leads
• Oversaw spec creation for internal tools and API integrations for external vendor tools
• Converted Sales Department into a Customer Success Team, in order to address all points in the customer lifecycle
• Budgeted and developed SMS engagement and push notifications for promos and mobile messaging
• Planned and designed screens and responsive layouts, as well as native apps, from design to testing and live release
• Greatly improved website’s SEO and trained staff to enhance search optimization
• Planned new email marketing campaigns, and redesigned and rewrote content, resulting in a 3x increase in click-through
• Maximized performance of customer-facing pages and product by coordinating with VP of Product Management
• Integrated sales reports in salesforce.com and improved sales team utilization of Salesforce

Senior Manager of Engagement and Retention Marketing

Lulus.com

•	Created campaigns to engage fans via contests, blog posts, polls, and discussions 
•	Increased Facebook fan count by over 930% in a year, and continually increased fan engagement percentage and activity level
•	Built PR networks and media contacts, which resulted in brand being featured in national media such as The Today Show, Good Morning America, and The Nate Berkus Show
•	Designed and programmed features that allowed customers to interact with brand and each other and to participate in contests
•	Collaborated with hundreds of influential bloggers and major brands to cross-promote business via social media and blogs
•	Received overwhelmingly positive fan and customer feedback via Twitter and Facebook pages regarding brand campaigns and customer service 
•	Hosted numerous Twitter parties that resulted in thousands of tweets being sent by participants with mentions of the brand, which led to many new customers and consequent increase in sales
•	Set up and strategized cross-promotional campaigns with other companies and created beneficial partnerships
•	Analyzed metrics and statistics about the online community to understand how to most effectively involve fans and customers 
•	Identified power users and influencers in the online community, greatly increased interaction with them, and fostered their passion for the product. 
•	Created and held many successful fashion events in several large cities to increase brand awareness

Social Media Manager

Head of Marketing at SparkPlug⚡️AI Marketing Advocate

I help legal professionals adopt AI in a practical and secure way.

With over 15 years in tech and a focus on AI workflows, I work with law firms, in-house counsel, and legal operations teams to build custom AI solutions that improve efficiency. From automating routine tasks to enhancing document review, I translate complex AI capabilities into clear, usable workflows that legal teams can actually implement.

My journey into AI began when I helped launch one of the first micro-tools built with the OpenAI API, an AI email writer created before ChatGPT existed. Since then, I have led AI strategy at SaaS companies, trained teams on AI adoption, and implemented AI-driven systems.

I hold a certification from MIT in Artificial Intelligence for Business. My specialties include:
	•	AI workflow development for legal teams
	•	Prompt engineering for legal use cases
	•	AI training and enablement for internal teams
	•	AI tool audits and evaluations
	•	Aligning AI adoption with privacy, security, and compliance standards

Whether you’re exploring legal AI tools, automating intake, or building a knowledge assistant, I help legal teams implement AI in a way that is strategic, ethical, and aligned with business outcomes.

If you’re exploring AI for your firm or legal department, I’d be happy to connect and share ideas.


This week felt like watching the training wheels come off. 🚴🏻‍♀️

For a long while now, legal AI has been about experimentation and pilot programs. What I’m seeing shift is that AI companies are truly building for how legal work actually gets done, not just what sounds impressive in a demo.

The tools aren't just getting better, they're getting easier to deploy. Funding is happening left and right. And agentic AI? It's about to be everywhere.

Five main things caught my attention:

💰 GC AI raised a $60M Series B round. I'm proud to have been involved in their early growth as the Founding Marketer. Looking forward to seeing them continue to scale!

🤑 Clio raised $500M (largest legal tech round ever!) following its $1B vLex acquisition. Institutional investors are betting that AI-powered legal operations are the future.

🔍 OmniLex raised $4.5M for improved legal research and NLPatent secured $3M for agentic patent workflows.

⚙️ Alexi launched 74+ pre-built AI automations for contract review, due diligence, discovery, and risk assessments. Ready day one.

🤖 Thomson Reuters unveiled agentic workflows in CoCounsel that independently execute multi-step tasks and handle bulk review of up to 10,000 documents (minimal human intervention required).

You can swipe through the carousel for the full breakdown, or catch the deep dive in yesterday's Legal AI Insider newsletter on my profile with more news items.

PS: 🗓️ I'm hosting a webinar next week on 𝟮𝟬 𝗣𝗿𝗮𝗰𝘁𝗶𝗰𝗮𝗹 𝗟𝗲𝗴𝗮𝗹 𝗔𝗜 𝗨𝘀𝗲 𝗖𝗮𝘀𝗲𝘀 because I want to keep helping legal professionals figure out what actually works. Real examples you can use in your work. Send me a message and I'll save you a spot.

Alessandra Colaci 

Training legal teams to use AI safely and effectively | Founder, Legal + AI

Legal AI Week in Review - Nov. 13, 2025

Some eye-opening investment dollars flowing into legal AI tools this week. 👀

I just published this week's Legal AI Insider covering the developments that caught my attention:

Over $560M in funding (Clio, GC AI, and others), agentic workflows launching from Thomson Reuters and Alexi, White & Case building their own AI assistant, and a surprising stat about legal aid adoption rates.

Over $560 million flowed into legal AI companies this week! Infrastructure capital. Security platforms. Workflow automation that legal teams can actua

Open article: Week In Review (November 12, 2025) by Alessandra Colaci • 4 min read

Peep Laja

Wynter

Wynter can tell you almost anything you want to know about your ICPs, and what they think about you. 

Can you list your target customer’s top 3 priorities and pain points? 
What about the top channels they use to learn more about the types of solutions you sell?

If you don’t, your go-to-market plan is flawed. Wynter offers a suite of tools to deliver hi-fidelity insights straight from your ICPs:

• Target customer surveys
• B2B message testing
• On-demand ICP interviews and sales meetings
• B2B user testing

Verified B2B audiences, target by title and industry. Everything is self-serve and on-demand. 
Answers delivered in 12-48 hrs.

Chairman of the Board

CXL is the world leader helping determined marketers become the top 1% in the world. 

We identify the best marketing practitioners in the world and get them to teach what they know. Our courses are in-depth, follow performance-focused training methods, and get you the results you seek.

Speero

Speero, formerly known as CXL agency, is a consultancy I founded in 2011. I was the active CEO until 2016, and have been a board member since.

Founder and Principal of this conversion optimization agency. Back then known as CXL, later rebranded to Speero.

Principal

Traindom

I founded a SaaS startup for building and selling online courses. It was ahead of it's time. Didn't work out in the end. Lots of lessons learned that help me turn my next venture - CXL - into a major success.

Head of Marketing, co-founder

Panama Internet Marketing

Consulting company focused on digital marketing - high-converting websites, PPC and SEO services. Digital strategy, consulting and execution. I did a lot of lead generation and conversion optimization work for real estate, travel and hospitality industry for companies in Central America.

Digital Marketing Consultant, founder

Real24.ae

I was heading marketing and sales for an online real estate portal in the United Arab Emirates. 

I was responsible for the directing setting and vision building of the company. My responsibilities included business development, strategic and operational management of sales and marketing (both, B2B and B2C), managing the sales team, brand management, product development. I was the spokesperson for the company.

Head of Sales and Marketing

AIESEC UAE

•	Main responsibilities: overall organization country operations management, client partnership management & selling, service product development, staff training and coaching
•	Main experience and knowledge gained: strategic management, project management, sales & negotiation skills, persuasion and communication skills, working in a multi-cultural environment, creating synergy between different entities, coaching and mentoring.

Vice President Sales and Marketing

•	Main responsibilities: managing relationships with partner companies, raising new partnerships, coordinating national sales teams, networking and representing the organization in external events, managing PR for the organization, strategic country operations development, coaching and mentoring.
•	Main experience and knowledge gained: selling and negotiating, developing sustainable partnerships, networking, managing different sales teams, project management, strategic management, public relations, and product development.

Vice President External & Public Relations

Playtech

•	Main responsibilities: managing corporate accounts, servicing international clients, giving assistance to use our products.
•	Main experience and knowledge gained: Handling large corporate accounts, fast and efficient communication, problem solving and crisis management, overall understanding of global business, working together with many entities to complete tasks.

Customer Success

Millen MG

•	Main responsibilities: managing IT projects, working together with clients on completing the tasks, web development, and database design. 
•	Experience and knowledge gained: project management, web programming, system analysis and client relationship management.

Web Developer

CEO @ Wynter. 3x Founder. Insights over assumptions. Host of How to Win podcast.

Most of your future revenues are gonna come from future customers. 

If you knew *exactly* what your target customers

think about your category (and your company in particular),
what their top priorities and very big problems are,
what unsaturated channels they use to learn about solutions, 

this is what'd happen to your business:

- you'd nail your messaging, speaking exactly to their pain points
- your conversion rates would go up because your pitch resonates better,
- your CAC would go down as you'd use the right channels with the right message,
- you'd create more meaningful content that moves the dial,
- you'd be more deliberate and accurate in providing more value at every touch point,
- you'd know how to price your products to maximize willingness to pay,
- you'd know how to differentiate,
- you'd know where your go-to-market strategy is off, and could fix it. 
 
The beautiful thing?

You can know all of this with Wynter in under 48 hours.

Marketers have titles like 'marketing strategist'.

Folks want to do the strategy work and not be in the weeds.

But you earn the strategy work. 

Every CEO was once a star individual contributor. 

Being good at shipping and delivering results is what unlocked the strategy work. You gotta execute to strategize.

Also, I'd much rather hire a marketing doer than a strategist.

CEO @ Wynter. 3x Founder. Host of the How to Win podcast.

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The Battle

Alessandra Colaci ⚡️

Peep Laja

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Alessandra Colaci ⚡️'s LinkedIn Performance

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Performance ScoreAlessandra Colaci ⚡️'s LinkedIn Performance