574 - How to Make Calendaring Not Suck

Multiamory: Rethinking Modern Relationships1h 10mApril 7, 2026

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AI-Generated Summary

In this episode of Multiamory: Rethinking Modern Relationships, hosts Jace, Emily, and Dedeker dive deep into the emotional and psychological complexities behind calendaring and scheduling in relationships. They challenge the common assumption that scheduling is purely a logistical issue, revealing instead that it's deeply tied to emotional dynamics, trust, and identity. Drawing from a 2012 study called "I Love You, Let's Share Calendars," they explore how sharing calendars communicates priorities, values, and intimacy—often triggering anxiety, jealousy, or feelings of exclusion. The hosts unpack three types of relational uncertainty—self, partner, and relationship—that fuel scheduling paralysis. They also discuss a 2024 math paper proving that polyamorous scheduling is an NP-hard problem, meaning it's mathematically impossible to perfectly satisfy everyone’s needs under rigid constraints. Despite this, they emphasize that human flexibility, communication, and emotional regulation can navigate these challenges. The episode concludes with four actionable tools: embracing 'good enough' scheduling, creating anchor rituals, practicing capacity forecasting, and having explicit conversations about calendar privacy and boundaries.

Key Takeaways
1

Scheduling is primarily an emotional issue, not a logistical one—your calendar reflects your values, priorities, and relational boundaries.

2

Relational uncertainty (self, partner, relationship) is a major driver of scheduling anxiety and avoidance.

3

Math proves polyamorous scheduling is impossible to optimize perfectly under rigid rules—flexibility is essential.

4

Create anchor rituals (e.g., weekly coffee, monthly dinners) to reduce scheduling stress and build connection.

5

Practice capacity forecasting: regularly check in on your energy and bandwidth to prevent last-minute cancellations and anxiety.

Chapters
0:00
10 min

The Emotional Weight of Calendaring

When you share a calendar with people and you put an event on your calendar that says dinner with mom 6 p.m., this isn't just logistics. It's also communicating to them your priorities, your obligations, what you value, what's important to you.

Highlight
10:00
10 min

The Three Flavors of Relational Uncertainty

The hosts explore the psychological roots of scheduling anxiety through the lens of relational uncertainty: self-uncertainty (not knowing your own capacity), partner-uncertainty (not knowing what the other wants), and relationship-uncertainty (not knowing where the relationship stands). These uncertainties create paralysis and avoidance, especially when scheduling involves multiple people or changing dynamics.

20:00
10 min

Procrastination as Emotional Regulation

The episode shifts to the neuroscience of procrastination, citing research that frames it not as laziness but as an emotional regulation strategy. When scheduling triggers anxiety or shame, people avoid it to soothe immediate distress—even though it creates long-term problems. Brain imaging studies show structural differences in the amygdala of chronic procrastinators.

30:00
10 min

The Hidden Cost of the Default Scheduler

The hosts examine the unequal burden of scheduling, citing a 2019 study showing that mothers who disproportionately manage household scheduling report lower life and relationship satisfaction. They warn that taking over scheduling for someone else may seem helpful but actually prevents that person from developing coping mechanisms and can worsen their anxiety.

40:00
10 min

Privacy, Power, and the Myth of the Shared Calendar

The episode dissects the complexities of calendar sharing, revealing that multiple calendars are often needed for privacy, but managing them creates cognitive load. The hosts discuss "privacy silence"—unspoken assumptions about what should be shared—and argue that these assumptions can lead to conflict when they’re violated.

High-Impact Quotes
If you have three people in a relationship each wanting to see the other two once every two days, it's mathematically impossible to schedule that under the constraint of one date per day.
Dedeker Winston87:18
Viral: 90.0
When you share a calendar with people and you put an event on your calendar that says dinner with mom 6 p.m., this isn't just logistics. It's also communicating to them your priorities, your obligations, what you value, what's important to you.
Emily Matlack0:28
Viral: 85.0
Procrastination is an emotion regulation problem, not a time management problem.
Jace Lindgren20:50
Viral: 82.0
Speakers

Hosts

Jace LindgrenEmily MatlackDedeker Winston
Topics Discussed
emotional dynamics of scheduling92%polyamorous scheduling and math90%relational uncertainty88%capacity forecasting86%procrastination as emotional regulation85%anchor rituals and routines82%calendar privacy and boundaries80%power dynamics in scheduling78%
People & Brands

Dedeker Winston

person

13xPositive

Jace Lindgren

person

12xPositive

Emily Matlack

person

11xPositive

Google Calendar

product

10xNeutral

I Love You Let's Share Calendars

other

6xPositive

Polyamorous Scheduling

other

5xPositive

NP-hard

other

4xNeutral

Multiamory

brand

4xPositive

Calendly

product

3xNegative

Beducated

brand

2xPositive

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