Insightful and a bit mysterious, the Enneagram Five, “The Investigator,” is a thoughtful partner, who often surprises their significant other with small romantic gestures and desires to deeply understand their partner. Since this type needs plenty of alone time, they do best with a partner who understands their need to withdraw.
But what types are Enneagram Fives the most compatible with? The truth is that any of the nine types can make a great match for a Five. Although it’s important to note that each relationship pairing will also encounter it’s own unique blind spots and communication issues.
Read on to learn more about Enneagram Five relationship compatibility with each of the nine types. Wondering what Enneagram type is your best match? Take our free Enneagram Compatibility test.
Enneagram Five with Enneagram One
Type Fives and Type Ones are wonderfully logical and intelligent together, as well as hard-working and precise. They each value moderation — they’re both scrupulous and neither care for excess, even if they don’t always hold to the high ideals they share together.
They generally carry a strong collective moral compass in the world and remain focused on their mutual goals of contributing goodness and innovation into the world. This pair has many exclusively private moments they don’t care to share with anyone as well. In order to make sure they don’t leave each other out of their private life, healthy communication is key.
Enneagram Five with Enneagram Two
Type Fives with Types Twos are a beautiful pairing with a love that continues to burn with faithfulness and longevity, long after others have burned out. This is the kind of love that can learn to keep pursuing and withdrawing, and thus to perch on the careful balance and ability to be alone as well as connected in the world. This balance does indeed take time. But when it comes, both partners feel the eternal newness and romance as well as the safety of deep committed love as they alternately lead and follow in the mesmerizing dance of a healthy and safe one-to-one bond.
With the big energy of the Two and the deep well of the Five’s knowledge, they can make a great impact in their communities and in the world. They love and consider every person’s story with a curiosity and a strong sense of social justice. It’s important for the couple to have private time weekly (just the two of them) to indulge in little celebrations together, as well larger celebrations for special dates and anniversaries. If this kind of balance and intention is not happening regularly, they need communication help.
Enneagram Five with Enneagram Three
Type Fives and Type Threes both possess the innovation and precision for bringing both their short and long-term goals to life. The Three brings passion to the relationship and the Five is enamored with the goal-getting prowess of the Three. The Three holds deep respect for the Fives knowledge and ability to do deep research. There is also usually a mutual love of games, trivia, the desire for aesthetic balance and a functional, stylish, and creative home.
When they're at their best, the world gets to see the wisdom and the glory of this couple, and it’s unmistakably something others want to be near. The Three and Five do well to set some time just for the two of them to withdraw away from the world to recharge and reconnect.
Enneagram Five with Enneagram Four
Type Fives with Type Fours experience a quietly romantic type of love. The types in this couple share many introverted and patient personality traits. This couple understands each others’ need for personal time, as well as the need also for a deep, relational understanding. Thus, this pairing may sometimes disappear from society every once in a while to learn, grieve, and gain perspective — both alone and together.
The art and innovation that this pairing can create is beautiful. However, this couple can withdraw not only from others but each other, resulting in ignoring self care and relationship maintenance. When this occurs, the Four and Nine will need communication help to strengthen their bond.
Enneagram Five with Enneagram Five
The Type Five and Type Five couple exhibits a deep, mutual understanding that people are all wired with fascinating differences, each requiring their own pragmatic and relational comfort. A pair of thoughtful Fives find comfort in the mere presence of one another, even if they aren’t saying or doing anything together.
The fact that they share a persistence in their commitments, a fun and dry wit and a secret underpinning that no one else can decode, makes this pairing ideal. The current that flows between them is a well-designed path that they can resign themselves to most happily if their values and interests overlap. When there are few connections or shared values, compromises and communication are necessary so they can thrive together.
Enneagram Five with Enneagram Six
The Type Five and Type Six couple shows up as a pair of wise and loyal lovers who enjoy unwinding privately with witty conversations, close cuddles, and warm consideration. These types are both extremely thoughtful about work, family and values, and enjoy working out their vast ideas together.
Since the Six often finds comfort in social groups and the Five requires alone time, they will need good communication to balance their strong desires for security as well as rest. Once they find ways to communicate effectively, this couple will find a safe oasis in each other's presence.
Enneagram Five with Enneagram Seven
When the Type Five is with the Type Seven, the couple values their freedom to roam and discover while also creating and innovating together. There is a deep comfort and respect for one another’s varied gifts and an appreciation for the quick and witty banter between the partners.
There is often a need to share their incredible gifts with the world. This is because the Seven has some extroverted features and the Five has some relationship helping qualities. When trouble comes — often in the form of the Seven overdoing and encouraging dexterity and speed, and the Five pulling back for rest, follow through, and withdrawal — communication help is needed.
Enneagram Five with Enneagram Eight
Type Fives with Type Eights create a balance of passion and withdrawal. When things are going well, there is a deep undercurrent of love and safety running through their bond. The agony the Eight has felt in the past for not being protected is safe with the Five, who does not demand more emotion than the Eight is willing or able to give.
The Five will also feel continually challenged by an Eight in healthy ways. With this balance, a recognition of their different gifts must be emphasized within the relationship. If it isn’t, resentment and disrespect can ensue, thus making communication help essential.
Enneagram Five with Enneagram Nine
Type Fives and Type Nines both understand the mutual need for chemistry and connection, which is something that initially attracts them to each other. There’s a deep and respectful understanding between this healthy pair of withdrawing lovers. As they create a relationship and family together, the Five has a deep desire to scrutinize and research, while the Nine desires comfort, security, and to be seen and loved.
They often balance one another out quite naturally, as long as they turn towards one another for support, not just their internal worlds. They must attend not only to their practical needs but also to relationship needs, which is where communication help may be needed.