Trust Tree: An Automated Multi-Platform Social Media Machine for Vacation Rentals

Trust Tree Property Management · Vacation Property Management

The Challenge

Trust Tree's founder, Jason Bicknell, was too busy running the business to create consistent content, and the company lacked an online presence for potential clients to explore. Managing multiple platforms manually was inefficient and unsustainable.

Trust Tree is a boutique firm in Maine that manages short-term vacation rentals on platforms including Airbnb and VRBO. The founder was growing fast and needed to keep up with visibility, but the business had a big vision running on a manual process that could not keep pace.

Key Challenges Faced

No Time to Create Content: The founder was too busy running the business to post consistently.
No Online Presence: There was nothing for potential clients to explore or evaluate.
Manual Multi-Platform Management: Running several platforms by hand was inefficient and unsustainable.

The Solution

TekConnected built an automated, multi-platform social media system combining Monday.com, Make.com, and custom-trained OpenAI agents. The result is a complete social media machine that runs without the founder lifting a finger.

The Stack

Monday.com: Editorial calendar, task tracking, and scheduling approvals.
Make.com: Automated workflows to publish across platforms.
Custom-Trained GPT Agents: Write content tailored for Instagram, Facebook, LinkedIn, Pinterest, and X.

Rollout

Step 1: Discovery: Clarified platform goals and the founder's pain points.
Step 2: Content Strategy: Defined post types, tone, and target frequency.
Step 3: System Setup: Built a custom Monday.com board for planning and visibility and connected all accounts using Make.com.
Step 4: AI Agent Training: Refined the GPT agents to write content with platform-specific nuance.
Step 5: Automation Launch: Synced all tools to create, schedule, and publish automatically.

Technology Stack

Monday.comMake.comOpenAI

Results & Outcomes

100% Posting Consistency: Scheduled content went out without delay.
Zero Time Spent by the Founder: The process ran entirely in the background.
Boosted Visibility: Increased platform engagement and professional presence.
5 Platforms Published Automatically: Instagram, Facebook, LinkedIn, Pinterest, and X, each with tailored content.

Strategic Impact

A professional online presence now exists for prospective clients to explore.
Content production no longer competes with running the business.
Platform-specific nuance is handled by trained agents rather than manual rewriting.
Editorial planning and approvals live in one Monday.com board with full visibility.

I wanted a presence but didn’t have time. Now I’ve got a full content machine running in the background, and I barely touch it.
Jason Bicknell, Founder, Trust Tree